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Cape Cod Christmas Strolls,
Caroling & Tree Lightings

Updated: February 27, 2024

Welcome to Holiday season on Cape Cod! It's time for Christmas strolls, village tree lighting ceremonies and caroling events in towns across the Cape!

Holiday Stroll sign near a Christmas tree trimmed with white lights and large red ribbon at the entrance to Hyannis Village Green

And let's not forget ... shopping, visits with Santa, horse-and-carriage rides, and tasty treats offered up by local businesses and eateries.

Come join the festivities! 

Cape Cod Holiday Celebrations

As you'll see below, the 2024 dates for many of the Holiday Strolls haven't been firmed up yet.

I'll update this page when I find out the details. So please stay tuned!

Tree Lighting at Mashpee Commons

November 2024 date - TBA
3:30 - 5:00 p.m.
On the plaza outside Siena at Mashpee Commons.

  • Holiday caroling

  • Appearance by Santa

  • Mashpee Commons Tree Lighting

  • Complimentary mini donuts & hot chocolate from Duke’s Donut Worx (while supplies last)

  • Face painting for the kids

  • More information here.

Lighting of the Lobster Pot Christmas Tree

November 2024 date - TBA
5:30 p.m.
Lopes Square, Provincetown

  • Made from 100+ lobster pots stacked over 2 stories high and decorated with ribbons, garland and thousands of festive lights, the Popko family's famous Lobster Pot Christmas Tree will put you in the Holiday mood for sure!

More info here.

Candlelight Stroll & Tree Lighting in Orleans

November 2024 date - TBA
Begins at 4:45 p.m.
Various locations in Orleans

  • Candlelight stroll with Santa & Mrs. Claus

  •  Tree lighting

  • Children’s festivities at the Artist Cottages, live music, cookies and hot chocolate

  • More information here.

"Littlest Christmas Tree" Lighting in Sandwich

November 2024 date - TBA
3:00 - 5:00 p.m.
Shawme Pond in Sandwich

  • Lighting of the tree and reading of Thornton Burgess' beloved story The Littlest Christmas Tree

  • Face painting and crafts

  • Pizza, hot chocolate and homemade cookies

  • And a perfectly decorated spot for Holiday photos!

  • More information here.

Community Carol Sing in Sandwich

2024 date - TBA
7:00 p.m.
First Church of Christ, Main Street in Sandwich

  • Join the annual community Carol Sing on the steps of the church. Santa Claus will make a brief appearance.

  • After the caroling, Dan’l Webster Inn will host everyone to cider and cookies. Don’t forget to check out the Giants that are lighted up for all to see!

Caroling in Woods Hole Village

2024 date - TBA
5:30 to 6:30 p.m.
Woods Hole Waterfront Park

  • Christmas caroling 

  • Sing along with the Solstice Singers

Christmas Tree & Windmill Lighting in Brewster

December 6, 2024 (tentative)
4 p.m. to 6 p.m.
Drummer Boy Park in Brewster

  • Illumination of the Christmas tree and windmill

  • Caroling with the Brewster Eddy School Choir

  • Santa arrives by Fire Truck.

    Please consider bringing a new, unwrapped toy for the Toy Drive to benefit local families in need!

More info here.

Harwichport Holiday Stroll & Tree Lighting

December 6, 2024 (tentative)
Begins at 5:30 p.m.
Doane Park & Harwich Chamber of Commerce

  • Caroling and tree lighting

  • Santa arrives by fire truck

  • All weekend, stroll through Harwich Port businesses and organizations for dining, holiday cheer and shopping.

Christmas trees in all seven Harwich villages will be illuminated from dark to 10 p.m. beginning this weekend through the end of December.

More info here.

>> Read about: Lots more fairs, festivals and special events on Cape Cod in December (including where to find the best neighborhood light displays!)

Caroling & Cocoa at Chatham Bars

December 2024 dates - TBA
Chatham Bars Inn, Chatham

  • Join carolers at the Bayview Terrace under the twinkle lights for a bonfire, hot cocoa, pre-packaged holiday snack, and family photo-op.

  • Open to guests, members and the local community (complimentary).

More info here.

Falmouth Holidays By The Sea

December 2024 dates - TBA
All weekend
Multiple locations in Falmouth

  • Welcome seafaring Santa as he sails into Falmouth Harbor.

  • Enjoy live music, dancing, shopping, and dining on Main Street.

  • Share in the magic moment when the Village Green transforms into Santa's wonderland.

  • And be sure not to miss the best and largest Christmas Parade in Southeast New England!

That's just some of the many special events taking place this weekend for "Falmouth Holidays by the Sea & Christmas Parade".

More info here.

Hyannis Winter Wonderland Weekend

December 2024 dates - TBA
All day
Main Street, Harbor Overlook and Hyannis Harbor

  • "First Friday" events include holiday movies, music, games, trolley rides, shopping, and the lighting of a new nautical themed light display and a holiday sing-along on the Village Green.

  • Saturday's events feature the Love Local Fest arts and crafts fair, live music, food, a petting zoo, pony rides, visits from Santa, crafts, and sooooo much more. 

  • Santa’s Boat Parade starts at 4 p.m. on Saturday with boats of all sizes decked out for the Holidays, cruising around Hyannis Inner Harbor.  

More info here.

Tugboat covered in multi-colored lights and Christmas decorationsHyannis Boat Parade

Christmas in Cotuit

December 2024 date - TBA
10 a.m. to 5 p.m.
Multiple venues around the village of Cotuit

  • Ornament painting, marshmallow roasting and s'mores at the Historical Society

  • Artisan Craft Show at Freedom Hall

  • Free admission and family friendly activities at Cahoon Museum of American Art

  • Cookie decorating at Cotuit Library

  • Fire Station open house and Toys for Tots drive

  • Santa's arrival by boat at the town dock, followed by the tree lighting, caroling and cookies at Cotuit Village Green

  • And lots more!

More info here.

Caroling at Eastham's Windmill Green

December 2024 date - TBA
4 p.m. to 5 p.m.
Windmill Green in Eastham

  • Join the talented Nauset Honors Chorus in a sing-along of favorite Christmas songs.

  • Free light refreshments

  • More information here.

Yarmouth Christmas Stroll & Tree Lighting

December 2024 date - TBA
1 - 4 p.m.
Yarmouth Port Village Green

  • Walk along Route 6A in Yarmouth Port, see the sights and grab a bite to eat.

  • Enjoy trolley rides, live music and holiday treats.

  • Entertainment includes face painting, a balloon artist, magic shows, the Cape Cod Carolers, and letters to Santa with Mrs. Claus.

  • At 4 p.m. there'll be a tree lighting ceremony and caroling on the Village Green.

  • More info here.
old yarmouth innOld Yarmouth Inn at the Holidays

West Barnstable Tree Lighting & Caroling

December 2024 date - TBA
Begins at 5:00 p.m.
West Barnstable Village Green & 1717 Meeting House

  • Tree lighting and caroling

  • Santa arrives on the West Barnstable fire engine

  • The Christmas Story and Carol Sing featuring a living nativity scene, the West Parish Hand Bell Choir, and Donna Murphy on the Mander Organ, followed by an informal gathering in Jenkins Hall with lots of good food and friendly people.

  • More information here.

Barnstable Village Winter Stroll

December 2024 date - TBA
6:00 - 8:00 p.m.
Along Main Street, Barnstable Village

  • Holiday stroll on Main Street (Rt. 6A) in Barnstable village

  • More information here.

Chatham Christmas Stroll

December 2024 dates - TBA
Main Street in Chatham

  • Light parade with Santa

  • Lighting of the town Christmas tree

  • Musicians, street performers and shopping on Main Street

  • Santa's Workshop at the Chatham Chamber.

  • And returning this year, the horse and carriage ride (located outside Town Hall).

  • More info here.

These events are part of Chatham's annual "Christmas By The Sea" celebration.

Centerville Christmas Stroll

December 2024 date - TBA
Main Street in Centerville

  • Shopping, goodies, and live music up and down Main Street.

  • Santa and his elves return to their special workshop in the village.

  • Will the ever-popular “flash mob” be making an appearance this year? Let's hope so!

Dennis Village Stroll

December 8, 2024
Noon to 5:00 p.m.
Dennis Village Green and Rt. 6A in Dennis

  • Visits with Santa, giveaways, children's activities, and live music.

  • The Cape Playhouse will feature a quartet of Strolling Victorian Carol Singers, storytelling with St. Nick and crafts for kids with Mrs. Claus.

  • Special Pop-Up Holiday Gift Show at Cape Cod Museum of Art.

  • Live music outdoors at the Village Gazebo by the Dennis-Yarmouth High School Marching Band from noon to 3pm

More info here.

Brightly decorated Christmas trees on the roadside, and the words "Happy Holidays" in lightsHappy Holidays to One and All!

Lots more fun on Cape Cod in December ...

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