Chatham Wayside Inn

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Chatham Wayside Inn Set in the heart of the picturesque seaside village of Chatham, Cape Cod, the Chatham Wayside Inn of

Located on the "elbow" of Cape Cod, Chatham is surrounded on three sides by water -- Pleasant Bay, Nantucket Sound, and the Atlantic Ocean. Chatham benefits from Mother Nature's "natural air conditioning" with comfortable summers, exquisite autumns, and mild winters. Beaches, golf, shopping, antiquing, walking, birding, biking, fishing, kayaking, lighthouses, seafood, history, salt air, windmills... this is what makes Cape Cod so special. Chatham has carefully and beautifully preserved the flavor of a small New England town with great style and charm, creating an ideal destination to experience that "stepping back in time, olde Cape Cod" feeling.

Join us for a nice getaway this week. You can make us your home away from home. Look at everything going on this weekend...
10/16/2026

Join us for a nice getaway this week. You can make us your home away from home. Look at everything going on this weekend.

🍂 YOUR CAPE COD WEEKEND GUIDE! 🦪🍁

Looking for something fun to do on Cape Cod this weekend? There’s no shortage of fall festivities, delicious local food, live music, and community events!

🎶 FRIDAY, OCTOBER 16
Kick off the weekend with a walk through Kate Gould Park for Pumpkin people in the park, have a nice dinner in one of Chatham's many restaurants and listen to some live music at the local bars. All these activities are within walking distance of the Inn.

🍻 SATURDAY, OCTOBER 17
🍁 Chatham Oktoberfest | 11 AM–5 PM
🍺Wild Goose Tavern Biergarten
🦪 Wellfleet OysterFest | Celebrate Cape Cod’s famous oysters, local vendors, food, and entertainment!

🚲 SUNDAY, OCTOBER 18
🎉 Hyannis Open Streets | 12–4 PM
🦪 One last chance to enjoy Wellfleet OysterFest before the weekend wraps up!

Whether you're looking for family fun, great food, local shopping, or live entertainment, Chatham Wayside Inn is an amazing home away from home for you!📍512 Main St Chatham, MA 02633.

Experience the breathtaking blend of fall foliage and coastal charm in Chatham this October! Take scenic strolls, breath...
10/16/2026

Experience the breathtaking blend of fall foliage and coastal charm in Chatham this October! Take scenic strolls, breathe in the crisp ocean air, and soak up vibrant autumn hues. Wayside Inn is your perfect home base for all your leaf-peeping adventures.

🍺🥨 Chatham is going Bavarian! Join us Saturday, October 17 for one of the Lower Cape’s favorite fall traditions—Chatham ...
10/09/2026

🍺🥨 Chatham is going Bavarian! Join us Saturday, October 17 for one of the Lower Cape’s favorite fall traditions—Chatham Oktoberfest!

Celebrate in downtown Chatham with the community festivities at Kate Gould Park & the Town Hall Parking Lot, then keep the Oktoberfest fun going at Wild Goose Tavern. We’re transforming our Main Street Lounge into a Bavarian-style Biergarten with:

🍻 Authentic German b**r & cuisine
🎶 Live music from The Mad Bavarians
🥨 Souvenir steins & two-person Das Boots
💪 Stein Hold competitions for men, women & kids
🏆 Prizes for the best Bavarian attire

Grab the lederhosen, dust off the dirndl, and get ready to prost! your way through a perfect fall Saturday in Chatham. 🍂🍺

📅 Saturday, October 17
📍 Wild Goose Tavern | 512 Main Street, Chatham

Come Join us tonight and tomorrow for a quick retreat into a beautiful fall weekend. We have so much to do on the Cape t...
10/09/2026

Come Join us tonight and tomorrow for a quick retreat into a beautiful fall weekend. We have so much to do on the Cape that is sure to be a fun time. We would love to be your home away from home for the weekend.

Friday:
🎃First Congregational Church Pumpkin Patch Chatham, MA🎃
🍎Apple picking and Corn Maze at Crow Farms Sandwich, MA🍎
🌽Bartletts Farm Stand West Barnstable, MA🌽
📽Chatham Orpheum theatre Chatham, MA📽

Saturday:
🎶Outermost Roots & Blues Festival Orleans, MA Oct 10th🎶
🍎Apple picking and Corn maze at Crow Farms Sandwich, MA🍎
🎃First congregational Church Chatham Pumpkin Patch Chatham, MA🎃
🐂Taylor Bray Farms Fall Festival Yarmouth Port🐏
🍒Annies Crannies Cranberry harvest tour Dennis, MA🍒
🎭Cape Rep Theatre "Fall of the house of Usher" Brewster, MA🎭
🎨Paint and Learn at Monomoy National Wildlife Refuge Chatham, MA🎨

🎃🍂 Coming soon to Chatham: the Pumpkin People are taking over the park!Starting October 14 through October 31, the belov...
10/07/2026

🎃🍂 Coming soon to Chatham: the Pumpkin People are taking over the park!

Starting October 14 through October 31, the beloved Pumpkin People in the Park returns to Kate Gould Park with creative, quirky, and photo-worthy displays made by local businesses and organizations.

Staying at Chatham Wayside Inn? You’ll be right in the heart of the fun! Wander over to see the Pumpkin People, explore Main Street surrounded by fall color, then head back to Wild Goose Tavern for lunch, dinner, or a seasonal drink. 🍁

Planning an October getaway to Cape Cod? Come see Chatham get into the Halloween spirit! 🎃

🍂 October in Chatham tastes pretty good from here. Book a fall stay at Chatham Wayside Inn and enjoy a full month of eve...
10/02/2026

🍂 October in Chatham tastes pretty good from here. Book a fall stay at Chatham Wayside Inn and enjoy a full month of events and dining experiences right downstairs at Wild Goose Tavern!

🍺 Oktoberfest Biergarten – October 17
🦪 $2 Buck-a-Shuck Mondays
🌮 Taco & Lobster Tostada Tuesdays
🍝 Pasta Night Wednesdays
🍔 Burger & a B**r Thursdays
🐟 Fish Fry Fridays
🥩 Prime Rib Saturdays
🍽️ Sunday Homestyle Family Suppers
🎃 Spanish Tapas Halloween Dinner & Halloween Party – October 31

Add in crisp Cape Cod days, fall colors, Main Street shopping, and the charm of downtown Chatham, and you have plenty of reasons to plan an October getaway to Cape Cod.

🛏️ Stay at bit.ly/4euDHPL and see what’s happening at The Goose at bit.ly/4hmKQle
🔗 Or tap the links in bio!

📸

Your Autumn Midweek Retreat Awaits!Looking for a little autumn indulgence? 🍂 Treat yourself to a midweek retreat this Oc...
09/30/2026

Your Autumn Midweek Retreat Awaits!

Looking for a little autumn indulgence? 🍂 Treat yourself to a midweek retreat this October at Chatham Wayside Inn. With fewer crowds and exclusive weekday savings, it's the perfect time to relax, recharge, and reconnect in the serene beauty of Cape Cod.

🦃🍂 Make Thanksgiving on Cape Cod a getaway this year! Stay at Chatham Wayside Inn in the heart of downtown Chatham and l...
09/25/2026

🦃🍂 Make Thanksgiving on Cape Cod a getaway this year! Stay at Chatham Wayside Inn in the heart of downtown Chatham and leave the cooking to our friends at Wild Goose Tavern.

On Thanksgiving Day, November 26, gather around the table for the Thanksgiving Brunch Buffet from 11 AM–4 PM, featuring traditional carving, pasta and waffle stations, fresh shrimp and oysters, plus w**e and champagne—all for $155 per person.

After the feast, your cozy room is just steps away. No cooking. No cleanup. Just a relaxing Thanksgiving in Chatham. 🥂✨

🛏️ Book your holiday stay at bit.ly/4euDHPL
🍽️ View Thanksgiving details & reserve your table through bit.ly/3P0qovR
🔗 Or tap the links in bio!

🍺🎃 October at The Goose = two big reasons to celebrate!🍻 Oktoberfest | Saturday, October 17Break out the lederhosen and ...
09/23/2026

🍺🎃 October at The Goose = two big reasons to celebrate!

🍻 Oktoberfest | Saturday, October 17
Break out the lederhosen and dirndls! We're transforming our Main Street Lounge into a Bavarian-style Biergarten with authentic German food and b**r, live music from The Mad Bavarians, souvenir steins and Das Boots, plus stein-holding contests and prizes for the best Bavarian attire.

👻 Halloween Party | Saturday, October 31 | 8 PM–Close
Come early for dinner and our special shareable tapas-style menu, then stay for live music, drinks and the Monster Mash! Dress to impress—Best Costume Contest winners and prizes will be announced at 10:30 PM.

Two parties. One Goose. A whole lot of fall fun in downtown Chatham. 🍂🪿

🔗 Visit https://bit.ly/4hmKQle or tap the events link in bio for more info.

📸

🎃🎸 Eat. Drink. Monster Mash. Stay the night.Rock out this Halloween at the Wild Goose Tavern Halloween Party on Saturday...
09/20/2026

🎃🎸 Eat. Drink. Monster Mash. Stay the night.

Rock out this Halloween at the Wild Goose Tavern Halloween Party on Saturday, October 31 from 8 PM–close, right inside Chatham Wayside Inn!

Start the night with dinner and our special shareable tapas-style menu, then stick around for live music, Halloween revelry, and a Best Costume Contest with winners and prizes announced at 10:30 PM. 👻🏆

Best part? No need to head far after the party. Book a Halloween stay at Chatham Wayside Inn and your cozy room is just steps away. Make a weekend of it and enjoy crisp fall days, downtown Chatham, and Halloween night at The Goose. 🍂

📍 512 Main Street | Chatham, MA
🛏️ Book your Halloween getaway at bit.ly/4euDHPL
👻 Reserve your table at https://bit.ly/4y5CSEd

Address

512 Main Street
Chatham, MA
02633

Telephone

+15089455550

Website

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