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- 🐚 Ponds, Beams & Stories — Cape Life This Week (Sept 4–10)
🐚 Ponds, Beams & Stories — Cape Life This Week (Sept 4–10)
🌊 September on the Cape — Our Season of Stories

Together with
I don’t know about you, but I love this stretch of the year.
✅ The roads breathe.
✅ Parking is easier.
✅ Crossing town lines suddenly feels effortless.
That’s when the Cape feels like ours again — and this week, it shows in all the right ways.
Eastham’s Windmill Weekend → pulling folks from every town.
Orleans → food that’s worth the quick drive.
Brewster → neighbors diving ponds (and pulling up old Corvettes).
Harwich → mornings still best started at the diner counter.
This is the Cape we get to enjoy once the rush slows down —
familiar, connected, and a little more relaxed.
— Arthur
📬 Your newsletter guy first, Lower Cape neighbor always
Neighbor Challenge Back in the day, Brewster wasn’t known just for beaches and ponds.It had a farming nickname — do you know it? |

Everyone knows the public side of Cape real estate — the Zillow alerts at midnight, the open houses with cars lined up on Route 28, the bidding wars swapped like gossip at Sparrow.
But here’s the thing: that’s only half the story.
Running alongside the visible market is a quieter, more complicated current where some of the most interesting homes change hands without ever being listed. You won’t see it online — you’ll only hear it in whispers: “That pond house? Gone before the sign ever went up.”
That’s the off-market. And it’s not about secrecy. It’s about complexity.
🕯 Probate & Estates → When Time and Heirs Collide.30
When someone passes away, the house doesn’t just “go on the market.” It enters probate.
That means filings at Barnstable Probate Court, creditor notices, maybe a judge’s “license to sell.” One heir wants cash, another wants to keep the house, a third is across the country.
By the time the paperwork clears, chances are the family already has a buyer lined up. Unless you’re tracking dockets and deeds, you’d never know that Orleans Cape was even in play.
⚖ Pre-Foreclosures → The Last Window Before the Auction
Pre-foreclosure starts with an Order of Notice at the Registry of Deeds. That kicks off a short window — 30 to 60 days — where a private sale might happen before the auction.
But this isn’t casual. Families are stressed. And Massachusetts law is strict: call the wrong number and you risk a $40,000 fine. Even ringless voicemails are banned.
These opportunities exist — but only if you know the rules and move carefully.
💧 Septic & Title 5 → When the Ground Says ‘Fix Me’
A failed septic isn’t just inconvenient — it’s $25,000–$50,000 in repairs. By law, it must be fixed within two years.
Some owners can’t afford it. Others don’t want to. Quietly, many would rather sell “as is” than pour tens of thousands into the ground.
You won’t find those houses online. The clues are hidden in health filings, septic permits, and Conservation Commission minutes.
🏚 Expired, Withdrawn & Tired Owners → Homes in Pause — But Not Done
Not every house that lists sells. Some expire. Some owners pull them off the market out of frustration. Many would still sell — just not publicly.
Then there are the tired landlords and the second-home owners who visit for two weeks a year but carry twelve months of costs. For them, a quiet handoff beats another round of open houses.
🛶 Why It Matters → The Cape’s Other Market
Here’s the truth: off-market isn’t a secret stash of houses. It’s ten different streams — probate, pre-foreclosure, septic, expired listings, absentee owners — each with its own rules, timelines, and personalities.
To see it clearly, you’d need to:
comb probate filings every week,
monitor registry notices,
track septic permits across towns,
read code enforcement minutes,
and do it all while staying inside the law.
It’s not “Zillow with a twist.” It’s a maze. And unless you live in it daily, you’ll miss most of it.
💬 Neighbor to Neighbor → How the Quiet Sales Really Happen
So when someone says, “That Harwich cottage sold before it ever went public,” what they’re really describing is months of filings, permits, and quiet conversations under the surface.
This is where I spend my time. Not chasing online alerts, but listening for those signals and making the matches before they vanish.
If you’ve ever thought, “I’d love to know what’s really out there before everyone else,” let’s chat. No pitch. No pressure. Just a neighborly conversation about the Cape’s other market — and whether it matches the life you’re chasing.
🔑 And Once You’ve Seen It…
You realize the Cape isn’t just one market — it’s two. The one everyone scrolls through on Zillow, and the one happening quietly beneath the surface.
Most people never get a glimpse of that second market. But if you do? It changes how you see every listing, every conversation, every opportunity.
That’s why this chat isn’t a sales call. It’s your window into the part of the Cape most buyers and sellers don’t even know exists.
📞 (774) 209-6032
📧 [email protected]
Reach out anytime — even if it’s just to compare notes over coffee.

Show Us Your Cape
Where the Bay Welcomes You Home
Belonging on the Cape feels like this — kids laughing on the dock, sails brushing the sky, and neighbors crossing paths before the tide takes them out. These are the real Cape moments, stitched together in small ways that remind us why we call this place home.
Week by week, we’re building a neighbor-made gallery of the Cape we live in: funny, tender, and wildly human snapshots that carry the salt air with them.
Got a moment worth sharing? Send your photo to [email protected] and help us show the Cape as it truly lives — one story, one family, one moment at a time.

Dockside at Pleasant Bay Community Boating — sails standing tall like sentinels, waiting for neighbors to set them free across the water. 📸 Dorothy Bassett

Two Faces of the Cape: Fried Compass & Morning Table
Every Cape town has its anchors. Not the kind you drop in the bay, but the kind you taste. In Orleans, it’s the crackle of fried cod sliding into a cardboard box at Sir Cricket’s Fish & Chips. In Harwich, it’s the smell of bacon and biscuits drifting out of Ruggie’s Breakfast & Lunch just after sunrise. One marks the end of the day, the other starts it, and together they remind us why food on the Lower Cape is less about trends and more about tradition.
Sir Cricket’s Fish & Chips – Orleans’ Fried Compass 🐟
Cricket’s is Orleans through and through. The sign has stood on Route 6A since the ’60s, tucked beside the Nauset Fish Market, a pit stop before Nauset Beach or a reward after a long shift. You don’t walk in here for atmosphere — you walk in and get hit with the perfume of malt vinegar and fryer oil, the scent that says “summer on the Cape” better than any postcard.
The rhythm is always the same: tickets called out over the hiss of the fryers, cardboard boxes slid across the counter, locals shifting in line like they’ve done a hundred times before. The fish & chips are the compass point — fat cod fillets in a batter that crackles apart, a pile of fries, and slaw that regulars defend as essential. The lobster roll keeps to tradition — split-top bun, sweet claw and knuckle meat, just enough mayo. Chowder leans hearty and potato-thick, whole-belly clams and fried scallops hit golden, and the Captain’s Platter is the rite of passage you either share or regret. The onion rings? People drive across town just for a bag of those.
Seats are scarce, drinks come from a machine, and most folks carry their box straight to Rock Harbor or crack it open on the hood of the car. Cricket’s doesn’t dress itself up, and that’s the point — it’s fried Cape comfort, wrapped in paper, eaten with sand still on your feet.
Ruggie’s Breakfast & Lunch – Harwich’s Morning Table 🍳
If Orleans ends the day with Cricket’s, Harwich begins it at Ruggie’s. Main Street wakes up with the smell of bacon on the griddle, coffee pouring, forks clinking against diner plates. Locals grab the counter seats first, kids argue over pancakes, and everyone seems to know the servers by name.
The menu reads like Harwich mornings have for decades. Chicken and waffles sometimes crowned with apple crisp, breakfast burritos you tackle with both hands, biscuits and gravy that bring Southern comfort to a Yankee town. The corned beef hash is crisped on the flat-top, French toast with strawberries arrives stacked sweet, and the namesake Ruggie’s sandwich drips with cheese sauce and toasted bread, the kind of messy, glorious thing you eat with no shame. Kids point at the hot chocolate — piled high with whipped cream — while old-timers stick with eggs, bacon, and home fries that come out just right.
Come noon, the diner doesn’t lose steam. Chicken cordon bleu sandwiches, pastrami melts, and burgers fuel golfers before the back nine. And for the bold, the “Big Boy” challenge sits waiting — six eggs, bacon, cheese, home fries, toast, and fried chicken. It’s a local dare as much as a dish.
The dining room is small, the counter always spoken for, parking can feel like musical chairs in July. But once you’re inside, it’s Harwich at its best: families fresh from Little League, couples lingering by the window, servers who already know how you take your coffee.
Together:
One Cape, Two Tables. Cleaner and still warm. Cricket’s, where Orleans measures its evenings by the hiss of a fryer, and Ruggie’s, where Harwich measures its mornings by the smell of bacon on Main. Neither tries to impress; both have been here long enough not to bother. And that’s the charm. On the Lower Cape, some things are supposed to stay the same.

Neighbors in the Ponds: The Ladies Who Keep Them Clean
BREWSTER — If you’ve ever wondered who’s out there looking after our freshwater ponds once the beach towels are packed away, meet the Old Ladies Against Underwater Garbage. Yes, that’s really their name.
Led by Susan Baur, this small but mighty crew spends summer mornings swimming through ponds most of us only admire from shore. They don’t just take in the scenery — they haul out what doesn’t belong: bottles, lawn chairs, even a chunk of an 18-foot dock. This year’s prize find? Pieces of a yellow Corvette resting on the bottom.
It’s not glamorous work, and sometimes algae blooms keep them from diving at all. But when they do get in, they come back with cleaner ponds and better stories. As Susan likes to say, “Every dive is an adventure.”
You can hear those stories straight from her on Wednesday, Sept. 10, 2–3:30 PM at the Brewster Ladies’ Library. It’s free, open to anyone, and a good reminder that pond conservation doesn’t always start with committees or permits. Sometimes it starts with a neighbor in a swimsuit, picking up what others left behind.

🌾 Windmill Weekend: Eastham’s September Tradition
Sure, it’s Eastham’s festival on the calendar — but ask around, and you’ll hear plenty of Orleans, Brewster, Chatham, and Harwich folks call Windmill Weekend their September tradition too. For 48 years, Eastham has closed out summer not with a whisper but with a full weekend of food, parades, music, and community. What started in the late 1970s as a simple gathering on the Windmill Green has become one of those can’t-miss markers on the Lower Cape calendar — the kind of weekend where boundaries blur and everyone feels like a local.
It begins Friday night at the Elks Lodge. From 5:30 to 7:30, the smell of fried clams and chicken drifts out of the kitchen for the annual Chicken & Fish Fry, a community meal that feels as familiar as it does festive. By 7:30, the tables are cleared for the Talent Show, where brave kids, retirees, and anyone with a hidden trick steps up. The applause is never polite — it’s loud, proud, and contagious.
Saturday morning, the Green is already buzzing. Yoga at 9:15 gives way to a full day of music, crafts, and food. By noon, the Beer & Wine Garden is open, kids are signing up for Spaceship Races, and parents are slipping raffle tickets into the big tent box. The post office even sets up a table, stamping letters with a commemorative Windmill Weekend mark — a tiny detail that reminds you this tradition is stitched into Eastham’s history.
Around town, there’s plenty more. The Elks host the Vehicle Show from 10 to 2, a lineup of more than 70 cars polished to a gleam. At the Gift Barn lot, kids scramble over fire engines and diggers at Touch-a-Truck. Over at First Encounter Beach, riders set off on the 5.5-mile Historical Bike Ride in the morning, and by afternoon the shoreline is dotted with sculptors in the Sand Art Contest, building this year’s Out of This World theme to the beat of steel drums from Pans in Paradise.
Sunday starts with sneakers on the sand at the 5K Road Race at First Encounter Beach, an event that’s as much about families walking together as it is about competitive runners. But the real centerpiece arrives at 10:00: the Parade down Route 6. Floats, candy, bands, fire trucks — it’s a tradition that pulls in not just Eastham, but whole families from across the Cape who line the road shoulder-to-shoulder.
The Green doesn’t rest. There’s a group workout at 9:00, the Tricycle Race at 11:30, and music all day long: Sarah Burrill, DJ Angel, line dancing with Francis, and Monica Rizzio closing it out in the late afternoon. Food vendors keep the lines moving, the Beer & Wine Garden keeps the cups filled, and when the raffle winners are finally called, the crowd drifts home full, tired, and smiling.
Windmill Weekend has lasted nearly half a century because it’s more than a festival — it’s a tradition of coming together. Eastham may host it, but the Lower Cape keeps it alive. So whether you come for the parade, the sand sculptures, the cars, or just an ice cream cone on the Green, make the trip. September 5–7 is your chance to mark the end of summer the way this community has for generations — together, side by side.

🏡 The House That Hasn’t Spoken in Years
Along Old State Highway in Orleans sits a compound that has watched centuries pass — storms, summers, families, and change after change. Most of us only know it from the outside, shingles weathered to silver, a glimpse through trees as we drive past. It keeps its stories quiet.
But this Saturday, for two hours only, the house will open its doors.
From 3:00 to 5:00 PM, 150 Old State Highway will speak through its floorboards and beams, its layers of history guided by Inga Walker and the preservationists at Protect Our Past (POP). Step through the doorway and you’ll feel it — the sense that walls remember, that the Cape holds more than just views and beaches.
This isn’t an open house in the real estate sense. It’s an invitation to walk inside a piece of Cape Cod’s memory — a place that rarely lets us in, and may not again anytime soon.

✨ This Week on the Lower Cape: September 04–September 10
The week opens with gallery walls and ocean talks, rolls into bird walks at dawn and Orleans streets alive with art, and builds toward Windmill Weekend’s parades and sandy contests. By Sunday, motorcycles thunder, trikes race, and line dancers stomp at the brewery. It’s Cape life in motion — every day a different chapter, every town its own stage.
Thursday, September 04
🌟 American Dreams: Marieluise Hutchinson Solo Exhibition
10:00 AM–5:30 PM • Tree's Place Gallery, Orleans
Step into nostalgic New England scenes brought vividly to life in this solo showcase.🌊 Frontiers in Cooperative Ocean Monitoring
1:00 PM–2:00 PM • Cape Cod Museum of Natural History, Brewster
Explore how collaborative science is shaping the future of our oceans.📖 Fiction Book Club: The History of Sound
5:30 PM • Brewster Book Store, Brewster
Join fellow readers in discussing a moving story that blends music, memory, and love.🍝 Spaghetti Dinner
5:30 PM–7:00 PM • Harwich Community Center, Harwich
A warm, hearty evening of food and community at the Harwich Community Center.🎥 Mental Health Matters: Conversations on Support and Hope
7:00 PM • Chatham Orpheum Theater, Chatham
A powerful evening of stories and dialogue on mental wellness and community.⚓ The Global Maritime Industry (Part II)
7:00 PM–8:30 PM • Chatham Marconi Maritime Center, Chatham
Dive into the challenges and opportunities shaping today’s shipping world.🎭 Moonlight and Magnolias
7:30 PM • Chatham Drama Guild, Chatham
A fast-paced backstage comedy about rewriting Gone With the Wind.
Friday, September 05
🐦 Dawn with the Birds: Red River Beach Walk
7:30 AM–9:00 AM • Red River Beach, Harwich
Start the day spotting songbirds, herons, and raptors by the shore.🎬 Matinée Escape: Sinners on the Big Screen
1:00 PM–3:30 PM • Brewster Public Library, Brewster
An afternoon at the library with this gripping feature film.🦈 Shark Secrets: Family Program 101
1:30 PM–2:30 PM • Shark Center, North Chatham
Dive into shark facts with engaging, family-friendly fun.🎨 Orleans Comes Alive: First Friday Celebration
4:00 PM–8:00 PM • Various Venues, Orleans
Music, art, food, and neighbors — Orleans turns into a block party.🎨 Art in Bloom: September Invitational Reception
4:30 PM • Cape Cod Creative Arts Center, Chatham
Celebrate local artists at the opening of this juried showcase.🕯️ Create Your Glow: Luminary Workshop (Session 1)
4:00 PM–6:00 PM • Creative Arts Center, Chatham
Craft a glowing clay lantern with your own hands.🕯️ Evening Lights: Luminary Workshop (Session 2)
6:30 PM–8:30 PM • Creative Arts Center, Chatham
Design and personalize a clay luminary to brighten your night.🎭 Moonlight & Magnolias: Comedy Behind the Curtain
7:30 PM • Chatham Drama Guild, Chatham
A witty backstage romp about rewriting Gone With the Wind.🎤 Eastham Talent Show
7:30 PM–9:00 PM • Elks Lodge, Eastham
Locals hit the stage with music, comedy, and plenty of surprises.🦋 Night Lights: Moth Ball at Frost Fish Creek
7:30 PM–10:00 PM • Frost Fish Creek Trail, Chatham
Discover the magic of moths under the stars.
Saturday, September 06
🚴 Miles for Mental Health: Ride & Run
8:15 AM (Bike) / 8:30 AM (Run/Walk) • Brooks Park, Harwich
Pedal or stride for a cause that supports mental wellness.🦈 Story Hour at the Shark Center
9:00 AM–10:00 AM • Shark Center, North Chatham
Shark tales for kids in a family-friendly ocean setting.🌱 Cold Brook Eco-Restoration Tour
9:00 AM–10:30 AM • Cold Brook Preserve, Harwich Port
A guided walk through wetlands reborn with wildlife and native plants.🧘 Yoga on the Green with Ken Fishman
9:15 AM–10:00 AM • Windmill Green, Eastham
Start Windmill Weekend centered and refreshed in the morning sun.🎨 Chatham Fall Craft Festival
10:00 AM–5:00 PM • Chatham Community Center Lawn, Chatham
Shop handmade treasures from artisans across New England.🎨 A Different Drummer Craft Fair
10:00 AM–4:00 PM • Drummer Boy Park, Brewster
Two days of unique crafts, Cape charm, and community vibes.🎨 Eastwind Gallery Presents John Wiliszowski
10:00 AM–5:00 PM • Eastwind Gallery, Orleans
Dynamic works from a celebrated Cape Cod photographer-artist.🚗 Windmill Weekend Vehicle Show
10:00 AM–2:00 PM • Elks Lodge, Eastham
Classic cars and cool rides on display for enthusiasts of all ages.🚴 Historical Bike Ride: From First Encounter to Nauset
10:00 AM–12:00 PM • First Encounter Beach, Eastham
Cycle through Eastham’s history on this guided ride.🚒 Touch-a-Truck
11:00 AM–1:00 PM • Gift Barn Parking Lot, Eastham
Kids climb aboard fire engines, diggers, and more.📚 Windmill Weekend Fun Day
11:00 AM • Eastham Library, Eastham
Hands-on family activities at the heart of Eastham’s celebration.🎬 Books & Big Ideas: Screening of Flow
2:00 PM–4:00 PM • Brewster Ladies’ Library, Brewster
Watch and discuss a thought-provoking documentary on water rights.🌙 Eclipse Ritual with Erin Aylmer
2:00 PM–4:00 PM • Orleans Yoga, Orleans
Connect with the cosmos in this guided ritual experience.🏖️ Sand Art Contest
2:00 PM–4:00 PM • First Encounter Beach, Eastham
Compete or cheer as sandy masterpieces take shape.🎭 Moonlight & Magnolias: Comedy Behind the Curtain
7:30 PM • Chatham Drama Guild, Chatham
A fast-paced, laugh-filled backstage tale about Gone With the Wind.
Sunday, September 07
🏍️ Ride with Purpose: ROAR Against Addiction
8:00 AM • Ride Route, Brewster (ends at Cape Cod Tech, Harwich)
Hundreds of motorcycles roar across the Cape to support opioid recovery.🏃 Run the Shore: Windmill Weekend 5K
8:00 AM–9:30 AM • First Encounter Beach, Eastham
Scenic miles and community pride fuel this beloved 5K.🚀 Parade to the Stars: Windmill Weekend Spectacle
10:00 AM–11:00 AM • Route 6, Eastham
Floats, bands, and costumes celebrate this year’s “Out of This World” theme.🚲 Pedal Power: Tricycle Races
11:30 AM–12:00 PM • Depot Road, Eastham
Big laughs as little riders race their trikes to glory.🌿 Step into Nature: Guided Family Walk
12:00 PM–1:30 PM • Cape Cod Museum of Natural History, Brewster
Discover local wildlife with naturalists leading the way.🎨 Our Town, Our Canvas: Juried Art Exhibition
1:00 PM–4:00 PM • Meetinghouse, Orleans
Artists capture Orleans in stunning and unexpected ways.🎭 Moonlight & Magnolias: The Backstage Farce
4:00 PM • Chatham Drama Guild, Chatham
Comedy, chaos, and Hollywood secrets in this classic stage romp.👢 Boot-Stompin’ Fun: Line Dancing with Salty Boots
5:00 PM–7:00 PM • Hog Island Beer Co., Orleans
Grab your boots and join the dance floor at the brewery.
Monday, September 08
🌲 Sacred Morning: Forest Walk at Sylvan Gardens
9:00 AM–10:30 AM • Sylvan Gardens, Chatham
Step into stillness and nature’s beauty on a guided mindful walk.💔 Holding Space for Grief: Guided Support Gathering
10:00 AM–12:00 PM • Center for the Spiritual Journey, Chatham
A compassionate circle for reflection, healing, and shared presence.🏃 Move to Live: Longer–Stronger–Younger (Virtual)
11:00 AM–12:00 PM • Online via Zoom (Brewster Public Library)
Boost energy and mobility in this uplifting online workshop.📚 Book Club Spotlight: The Feather Thief
4:00 PM–5:30 PM • Mayo House, Chatham
Dive into a true-crime tale that’s stranger than fiction.📖 Tuesday Talks: Slavery & Abolitionism on Cape Cod
5:00 PM • Atwood Museum (Mural Barn), Chatham
Dr. Michael Pregot uncovers Cape Cod’s ties to America’s struggle for freedom.👢 Step It Up: Beginner Line Dance Series
5:30 PM–7:00 PM • The 204 Cultural Arts Building, Harwich
Learn the moves and join the fun in this welcoming dance class.🎱 Rack ’Em Up: Monday Night Pool Tournament
7:00 PM • The Squire, Chatham
Chalk your cue and test your skills in this weekly pub competition.
Tuesday, September 09
🐦 Birding at Dawn: Red River Beach Field Class
7:30 AM–9:00 AM • Red River Beach, Harwich
Scan the shoreline with naturalist Peter Trull and sharpen your birding skills.🎨 Painterly in Oil: Dan Graziano Workshop
9:00 AM (Sept 9) – 4:00 PM (Sept 11) • Cape Cod Creative Arts Center, Chatham
Three days of immersive instruction in expressive oil painting techniques.🌿 Wild Edibles: Foraging Walk with Russ Cohen
4:00 PM–6:00 PM • Orleans Conservation Trust, Orleans
Discover edible plants hiding in plain sight with a seasoned naturalist.🕺 Kids Beginner Hip Hop Series
4:30 PM–5:30 PM • The 204 Cultural Arts Building, Harwich
High-energy moves and fun rhythms for young dancers.📚 Historical Fiction Gems with Jane Healey (Virtual)
6:30 PM–7:00 PM • Online via Eldredge Public Library, Chatham
Best-selling author Jane Healey shares her top historical fiction picks.🧠 Trivia Night at The Squire
7:30 PM • The Squire, Chatham
Test your knowledge, laugh with friends, and claim bragging rights.
Wednesday, September 10
🐦 Morning Bird Walk & Talk
9:30 AM–11:00 AM • Cape Cod Museum of Natural History, Brewster
Join naturalists for a guided walk full of bird sightings and stories.🏛️ Brewster’s Historic Main Street Walking Tour
9:30 AM–11:00 AM • Brewster Historical Society, Brewster
Stroll through time and explore the history behind Main Street.🎭 Puppets, Paul & Mary
10:30 AM–11:30 AM • Snow Library, Orleans
A lively puppet show that delights children and adults alike.📖 History Exchange
12:30 PM–1:30 PM • Brewster Public Library, Brewster
A casual gathering to share and swap local stories of the past.🗣️ Virtual Talk: Argue Less & Talk More with Jefferson Fisher
2:00 PM–3:00 PM • Online via Brewster Ladies’ Library
Practical strategies from a communication coach to ease tough conversations.🌊 Old Ladies Against Underwater Garbage (OLAUG)
2:00 PM–3:30 PM • Brewster Ladies’ Library, Brewster
Cheer on this spirited group tackling pond pollution with humor and grit.❤️ Matters of the Heart: Session 1
3:30 PM • Harwich Community Center, Harwich
An engaging community series exploring health, wellness, and connection.🎨 Foraging Your Yard: Floodlights & Fireflies with Avalon Owens
6:30 PM–7:30 PM • Orleans Yacht Club, Orleans
Discover how small choices in your yard impact the environment.🌾 Farm Dinner at Chatham Bars Inn Farm
5:00 PM–8:00 PM • Chatham Bars Inn Farm, Chatham
Savor a multi-course meal fresh from the fields in a rustic setting.

🎶 Cape Cod Music This Week: September 04–September 10
From pub jams in Chatham to funky nights in Orleans and all-day tunes in Eastham, the Cape’s stages are buzzing. Pick your vibe — soul, jazz, rock, or late-night beats — and let the week play out in music.
Thursday, September 04
🎶 The Johns
6:00 PM • The Squire, Chatham
Chatham’s iconic pub comes alive with local favorites rocking the stage.🔔 Sound Bath of Solfeggio Tones
6:30 PM–7:30 PM • Center for the Spiritual Journey, Chatham
Immerse yourself in soothing vibrations designed to restore balance and calm.🎤 Catie Flynn
8:00 PM–10:00 PM • Bayzo’s Pub, Ocean Edge Resort, Brewster
Enjoy an intimate evening of soulful vocals and acoustic artistry.🎸 Half a Mind Trio
9:30 PM • The Woodshed, Brewster
A late-night jam blending jazz, funk, and rock in a Cape Cod classic venue.
Friday, September 05
🎹 Friday Nights with Donny at The Mansion
6:00 PM–9:00 PM • The Mansion, Ocean Edge Resort, Brewster
Relax to live piano music in the grandeur of Ocean Edge.🎸 Beer & Beats: Mr. Gotcha Live
6:00 PM–9:00 PM • Hog Island Beer Co., Orleans
Craft beer, good vibes, and a rocking local band.🎤 Outermost Frequencies: Darsombra, Minibeast & Hypnagogue
7:00 PM–10:00 PM • Christ Church Episcopal, Harwich Port
Lose yourself in experimental soundscapes inside an intimate venue.🎤 Eastham Talent Show
7:30 PM–9:00 PM • Elks Lodge, Eastham
Locals hit the stage with music, comedy, and plenty of surprises.🎶 Monica Rizzio at Bayzo’s Pub
8:00 PM–10:00 PM • Bayzo’s Pub, Ocean Edge Resort, Brewster
Beloved local favorite blends folk and country with Cape charm.🎶 Josh Ayala Live at The Barley Neck
9:00 PM–11:00 PM • The Barley Neck, East Orleans
Rock, reggae, and soul from a Cape Cod legend.🎧 Late Night Beats: DJ Johnny Quest
10:00 PM • The Squire, Chatham
High-energy tracks to keep the night alive.🎵 Jo & Co Take the Stage
10:00 PM • The Squire, Chatham
A powerhouse band closes out Friday with big sound.
Saturday, September 06
🎶 Live Music on the Green
10:00 AM–4:00 PM • Windmill Green, Eastham
All-day tunes set the soundtrack for Windmill Weekend.🎶 Live Music: Woof Woof Meow!
2:00 PM–3:00 PM • Snow Library, Orleans
A playful, family-friendly music set at the library.🎤 Maggie Rose with Cal Kehoe & The Tummies
4:00 PM • Reciprocity Artisans Market, Harwich
A powerhouse singer-songwriter joined by rising stars.🎹 Local Artist Donny — Piano in The Mansion
6:00 PM–9:00 PM • The Mansion, Ocean Edge Resort, Brewster
Soak in live piano music under the chandeliers of Ocean Edge.🎶 The Dirty Water Dance Band
6:00 PM–9:00 PM • Hog Island Beer Co., Orleans
Get on your feet with a night of funky Cape Cod grooves.🎸 The Cyclones
9:00 PM • Lost Dog Pub, Orleans
Rock the night away with a high-energy local band.🎶 HeyDay at The Barley Neck
9:00 PM–11:00 PM • The Barley Neck, East Orleans
Cape Cod favorites bringing good vibes and great tunes.🎵 Autumn Drive
10:00 PM • The Squire, Chatham
Close out the night with a band that keeps the crowd moving.
Sunday, September 07
🎶 Sounds of the Green: Live Music All Afternoon
11:00 AM–3:00 PM • Windmill Green, Eastham
Eastham’s heart beats to live music from local favorites.🎷 Cool Jazz Sundays at The Barley Neck
1:30 PM–4:00 PM • The Barley Neck, East Orleans
Smooth grooves and laid-back vibes for a perfect afternoon.🎻 Pub Session Sundays: Rose Clancy & Friends
5:00 PM • The Squire, Chatham
Traditional Irish tunes flow with pints and good company.
Monday, September 08
🎤 Afternoon with Sarah Burrill
3:00 PM • Caroline’s Bar & Grill, Orleans
Cape Cod’s soulful songstress brings her music to Orleans.
Wednesday, September 10
🎶 Hip Hop Performance Crew (Sept–Dec Session)
5:30 PM–6:30 PM • The 204 Cultural Arts Building, Harwich
Kids bring energy, teamwork, and moves to this performance-focused series.🎸 Pro Jam Hosted by Funktapuss
8:00 PM • The Squire, Chatham
Local musicians unite for a high-energy jam led by Funktapuss.

🌀 Cape Mood | Sept 4 – 10
The Cape doesn’t do “just weather.” It sets a vibe, day by day.
🌤️ Thu, Sept 4 – South Wind Clarity
🌡️ 70°/63° • S breeze 5–10 mph
Morning clouds clear into a bright afternoon. Porch flags steady, air soft.
👉 Think art walks, outdoor lunches, and a perfect evening stroll before sunset.
⛅ Fri, Sept 5 – Southside Shuffle
🌡️ 76°/67° • SSW breeze 10–15 mph
Part sun, part clouds, with a slim 20% chance of a sprinkle.
👉 Brewery patios, music in the park, or catching up with friends outside—it feels like summer won’t quit.
☁️ Sat, Sept 6 – Restless Skies
🌡️ 77°/67° • SSW breeze 10–20 mph
Starts sunny, clouds roll in by afternoon. A stray shower possible (15%).
👉 Fairs and festivals by day, and the evening sky brings just enough drama to make it special.
🌧️ Sun, Sept 7 – Rain Drifter
🌡️ 71°/59° • NNW breeze 5–10 mph
On-and-off showers (40%), with gray skies and cooler air.
👉 Grab a cozy tavern for live music or head under a tented show—this one’s built for soundtracks.
☁️ Mon, Sept 8 – Cloud Harbor
🌡️ 68°/58° • N breeze 5–10 mph
Mostly cloudy, low rain odds (under 25%).
👉 Soup, chowder, or trivia night indoors—summer’s still here, just whispering.
🌤️ Tue, Sept 9 – East Wind Light
🌡️ 69°/57° • NE breeze 10–15 mph
Partly cloudy, crisp and clear with just a 2% rain chance.
👉 Lawn chairs, backyard jams, or porch drinks at twilight—it’s an easy one.
⛅ Wed, Sept 10 – Cape in Balance
🌡️ 69°/57° • NE breeze 5–10 mph
Mix of sun and clouds, gentle and steady.
👉 Perfect midweek vibe for a farm dinner, a boardwalk walk, or steel drums under a fading sky.
📍 Cape Lowdown
🅿️ Holiday crowds are gone—lots and beaches breathe again.
🌸 Hydrangeas are fading fast, but limelights still glowing.
🌅 Sunset MVPs → Fri: Bank St. Beach • Sat: Nauset • Wed: Rock Harbor.

🌊 🌅 Wrapping Up the Week
That’s the week on our Cape. Thanks for sticking with me, and if something here made you smile (or made you think), share it with a neighbor — that’s how this little thing keeps growing.
See you around town,
— Arthur
🏡 Helping Cape folks find the right place
Arthur Radtke
REALTOR®, eXp Realty
MA License# 9582725

P.S. About that trivia…
Brewster really did go by 🥔 Potato Town back in the 1800s. The sandy soil was perfect for spuds, and for a while, Brewster was shipping potatoes all the way to Boston and beyond. It’s one of those small Cape details that gets buried under our beaches and lobster rolls — but it says a lot about how much this place has shifted over time.
So next time you drive past Brewster’s old fields, remember: before ice cream shops and antiques, it was potatoes feeding Boston. A good reminder that the Cape has always been more than just summer.
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