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Cape Cod Events
November 2025 

Updated: September 5, 2025

Pilgrim Monument at the Holidays

[*Note: Event details may be changed or events may be postponed or canceled by the sponsors at any time without my knowledge. Be sure to confirm all information directly with the event sponsor before making plans to attend.]

Fairs, Festivals & Special Events
November 2025

Provincetown Food & Wine Festival

When: November 6 - 9, 2025

Where: Various venues in Provincetown

Admission: Varies by event

More Info: Provincetown Food & Wine Festival

This popular event is Provincetown's ultimate showcase of exceptional foods and wines. 

Festival activities include Wine Dinners, Gallery Sip & Stroll, Wine Tastings, Tea Dances at the Boatslip, Drag Brunches, Live Performances, the GRAND Tasting at Town Hall, and much, much more.

No doubt this year's Provincetown Food & Wine Festival will once again delight all foodies and wine lovers!

Brewster Ladies Library Annual Pottery Sale

When: November 15 - 29, 2025, during regular library hours (closed Mondays and November 27 & 28)

Where: Brewster Ladies Library, 1822 Main St., Brewster, MA

Admission: Free

More Info: Brewster Ladies Library

Eight very talented, local Cape Cod potters present their work for the Annual Holiday Pottery Show & Sale.

An array of handmade sculpture, mugs, bowls and various items will be available with a portion of the proceeds going directly to the Ladies Library.

Revolutionary War Experience

When: November 16, 2025, from noon to 4 p.m.

Where: Brewster Windmill Village, 51 Drummer Boy Road, Brewster MA

Admission: Free

More Info: Brewster Historical Society

Come watch Brewster Colonial Artillery Company's members - all in period dress - as they drill with “Alice,” the Unit’s muzzle-loading cannon, and demonstrate manual arms and firing the muzzle-loading musket known as “Brown Bess.”

There'll also be lessons in writing with a quill pen, playing trap ball (a sort of colonial baseball with a twist!), and opportunities to speak with militia members about colonial life, the Cape’s role in the Revolution, and the resulting Republic’s evolution as a Nation State.

Weather permitting, there will be tents, a bell of arms set up, and the possibility of cooking demonstrations, too.

Outermost Contra Dance

When: November 2025 date - TBA

Where: Wellfleet Preservation Hall, 335 Main Street, Wellfleet, MA

Admission: $15 general admission; $10 for those under 30; $5 with student ID

More Info: Outermost Contra Dance

Put on your dancin' shoes for this fun event at Preservation Hall!

Contra dancing is the older cousin to the square dance. No fancy footwork is needed – if you can walk, you can contra dance!

All the dances are taught and called. If you're new to contra dance, join the free "Contra Basics Workshop" at 6:30 p.m. to learn the basic moves. (No need to bring a partner; there are plenty of friendly people in this welcoming dance community.)

Come to dance or come just to listen. All are welcome!

Holidays at Highfield

When:  November 21 – December 14, 2025 on select days, 10 a.m. – 4 p.m. (Closed Thanksgiving Day)

Where: Highfield Hall & Gardens, 56 Highfield Drive, Falmouth, MA

Admission: $15 for Members; $20 for Non-members; Children & Military are FREE

More Info: Holidays at Highfield

Highfield Hall is gearing up for another spectacular Holiday season featuring dazzling decorations, festive music and magical displays. And the Gift Gallery will once again be alive with artisan gifts for all ages.

*Twilight Fridays: New this year, special Friday evening hours from 4:30 – 6:00 p.m.  Admission for Twilight Fridays is $30 per adult. Libations & light snacks provided.

Pre-registration is encouraged. 

Seaside Holiday Fair

When: November 22, 2025 

Where: Mashpee Congregational Church, 259 Shore Dr., New Seabury, Mashpee, MA

Admission: Free

More Info: Mashpee Congregational Church

All are invited to the festive Seaside Holiday Fair at MCC!

Gift shop in the Christmas boutique features beautiful handmade items, linens, scarves, crafts, vintage and estate jewelry and more!

Follow the red balloons to 259 Shore Dr., Mashpee, in the Popponesett Market Place in New Seabury.

"Fellswater" Celtic Ensemble Concert

When: November 23, 2025 at 3:00 p.m.

Where: Cultural Center of Cape Cod's Bass River Arts Campus, 307 Old Main Street, South Yarmouth MA

Admission: Members $25; non-members $30

More Info: Cultural Center of Cape Cod Live Music Events

Exhilarating, passionate, and artfully arranged, Fellswater performs traditional and contemporary music from Scotland, Ireland, Galicia, and across all Celtic cultures.

This multi-talented Boston-based group is one of New England’s most exciting Celtic ensembles. Their diverse repertoire traverses the centuries with fiery instrumentals and songs that bring the rich heritage of Celtic people to new audiences.

Fellswater features the talents of Dave Cabral, Cello, Viola, Celtic harp; Kyle Forsthoff, Percussion; Elizabeth Ketudat, Fiddle, Nyckelharpa; Sarah MacConduibh, Irish flute, whistle, fife, piano accordion; Andrew McIntosh, Scottish smallpipes, border pipes; Chris Myers, vocals, guitar, octave mandolin, banjo; and Diane Myers, vocals. 

Polar Express Christmas Train

When:  Multiple dates from Nov. 23 to Dec. 23, 2025

Where: Buzzards Bay Depot, 70 Main Street, Buzzards Bay

Tickets: Prices vary by trip date/time and seating class  

More Info: Cape Cod Central Railroad

The delightful children's story, The Polar Express, comes alive as you board Cape Cod Central Railroad's  festively decorated train cars for a ride to "the North Pole". 

As the Christmas train chugs along the tracks, everyone gets into the Holiday spirit with merry music, a reading of The Polar Express story, sweet treats, and mugs of hot cocoa.

Of course, the Jolly Old gentleman himself will be there when the train stops just outside the North Pole, greeting everyone with a rousing "Ho, Ho, Ho!".

What a fun way for the whole family to kick off the Holiday Season!

Holiday Open House at Nauset Model Railroad Club

When: November 2025 dates - TBA 

Where: Nauset Model Railroad Club, Hilltop Plaza, Orleans

Admission: Free

More Info: Nauset Model Railroad Club

The Nauset Model Railroad Club's Holiday Open House is a "don't-miss" for model railroad fans of all ages. Over 2,000 feet of display space features a variety of model trains chugging and tooting through miniature scenes festively decorated for the Holidays.

St. Pius X Parish Christmas Fair

When: November 2025 date - TBA

Where: Parish Life Center, 25 Barbara Street, South Yarmouth, MA

Admission: Free

St. Pius X's popular annual Christmas Fair features handcrafted items, cozy knits, lovely jewelry, and Rada knives.

Enjoy delicious treats at the cafe and baked goods section. And be sure to enter the raffles for scratch tickets, gift cards and more!

Lighting of the Pilgrim Monument

When: November 26, 2025 

Where: High Pole Hill, Provincetown

Admission: No charge to watch the illumination

More Info: Pilgrim Monument Lighting

The spectacular 252-foot tall Pilgrim Monument dazzles the night sky with thousands of white lights, celebrating the Pilgrims’ First Landing in Provincetown in November 1620.

The lights continue to shine through the first week of January. It's a beautiful sight to see!

"Gardens Aglow"

When: November 2025 dates - TBA   

Where: Heritage Museums and Gardens, 67 Grove Street, Sandwich

Admission: 2025 ticket prices - TBA

More Info: Heritage Museums & Gardens

Heritage Museums & Gardens is putting on the glitz again this Holiday Season with it's treasured annual event - Gardens Aglow!

At this extra-special time of year, the good folks at Heritage adorn their acres of beautiful gardens and woodlands with more than 10 miles of twinkling, sparkling lights. It's truly an awesome thing to see!

Come stroll throughout the grounds and buildings where you'll enjoy festive holiday displays, family-friendly activities, marshmallow-roasting, music and special performances, visits with Santa Claus, displays of model trains - and even a visit by some baby animals.

"Sweetacular Soiree" on Gingerbread Lane

When: November 2025 dates - TBA

Where: Hyannis Harbor Overlook, Hyannis MA

Admission: Free

More Info: Sweetacular Soiree

The weekend's festivities include a Gingerbread Lane of colorfully decorated artist shanties; an artisans market; games for the kids; live music; shows by Trevor the Juggler; food and beverages for sale; visits with Santa; and plenty of good Holiday cheer!

Christmas Celebration at Snow's

When: November 2025 dates - TBA

Where: Snows Home and Garden, 22 Main Street Orleans, MA

Admission: Free

More Info: Christmas Celebration at Snow's

Bring your friends and family, especially the little ones, for a day filled with holiday cheer and festivities at Snow's Home & Garden!

The festivities include a special appearance by Santa, caroling, Santa makes a special appearance, ready to hear the kiddies' wishes and pose for photos, plus entertainment for the whole family.

And don’t miss Snow's Holiday Shop, complete with an interactive holiday train display and stunning window decorations that will get you in the spirit of the season!

Lighting of the Lobster Pot Tree

When:  November 2025 date - TBA   

Where: Lopes Square in Provincetown

Admission: Free

More Info: Lobster Pot Christmas Tree - FB Page

Made from 100+ lobster pots stacked over 2 stories high and decorated with ribbons, garland and thousands of festive lights, artist Provincetown's beloved lobster pot Christmas tree will put you in the Holiday mood for sure!

The tree is first illuminated in late November and stays lit every night through the Holidays. So there's plenty of time for you to come see it!

'Tis the Season in Orleans

When: November 28 - December 6, 2025

Where: Various locations in Orleans

More Info: 'Tis the Season in Orleans

This popular town-wide celebration of the Holidays begins with the annual tree lighting on Friday evening (November 28th). Join Santa and Mrs. Claus for breakfast on Saturday (November 29th). And put on your running/walking shoes for the ever-popular Santa Stampede 5k and free Kids Fun Run (December 6th).

Throughout the week, don't miss the great shopping and yummy food all around town!   

Then head out for some great shopping and yummy food as the festivities continue all around the town!

Holiday Strolls, Tree Lightings & Caroling

When: From late November through mid-December

Where: Towns and villages across Cape Cod

Admission: Free

When Thanksgiving Day is in the rear-view mirror, it's time for our annual Christmas Strolls, tree lightings on the village green, community caroling, and Santa's arrival by boat or fire truck.

These beloved Holiday events are sure to get you into the Spirit of the Season!

>>See: Christmas Strolls, Tree Lightings, Caroling & More 

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