Get ready for cozy socks and pumpkin spice and everything nice because those leaves are about to change and the kaleidoscope of fall colors will begin to consume the canopy above your heads in a dizzy array of spectacular fall splendor. Frederick William House Bed & Breakfast is your perfect choice of course for that fall getaway. So pack your bags and click here when you are ready to book!
Cape Cod Fall Events | September, October, & November
Lets start our guide to Fall & Winter Festivals and Events in Cape Cod for 2024 in...
Eastham Windmill Weekend | Eastham
Early September
Eastham Windmill Weekend is a three-day event that celebrates the wonderful history and families of Eastham with activities all weekend — a Great Tricycle Race, a parade, a road race, a sand art contest, a scavenger hunt, a talent show, a vehicle show, a craft show, and fun games. There’s also live music and food and craft vendors.
Harwich Cranberry Arts & Music Festival | Harwich
Mid-September
Held behind the Harwich Community Center, the Harwich Cranberry Arts & Music Festival is a two-day event with over 150 vendors selling handmade crafts. The CranJam Music Festival is combined with this event and features a wooden dance floor, live music, and fireworks at dusk.
Cape Cod Brew Fest | East Falmouth
September 21st 2024
For a celebration of craft brewers across the country, head to Cape Cod Brew Fest at the Cape Cod Fairgrounds in East Falmouth. You get unlimited samples of more than 150 styles of beer from over 50 breweries with your admission. At the end of the festival, you’ll get a custom souvenir glass. We cant guide you to the watering hole but we know you will find it!
Wellfleet OysterFest | Wellfleet
Mid-October
The Wellfleet OysterFest has been celebrating Wellfleet’s deeply rooted shellfishing history since 2001. It features a range of events — a Shuck Off, Cape Cod craft beer and wine, food demonstrations and tastings, oyster farm tours, a Shuck n’ Run 5K Race, educational presentations, live entertainment, local artwork, and a family fun area.
Mid October …October 12-13th 2024
Highlighting seasonally themed glass items and glass pumpkins, the Annual PumpkinFest at the Sandwich Glass Museum is a fun outdoor show. The museum is open for tours as well.
Provincetown Food & Wine Festival | Provincetown
Early November
Another celebration of Portuguese culture and history, the Provincetown Food & Wine Festival features local chefs showcasing exceptional food and wine from the Iberian peninsula. There are five days of events — including a trivia night, tea dances, wine tastings, a pie competition, and more.
Eastham Turnip Festival | Eastham
Mid-November
In celebration of the turnip, the Eastham Turnip Festival gives you the chance to taste an array of turnip recipes at participating restaurants — including turnip ice cream! Events include live music, a Turnip Cook-Off, and turnip-themed entertainment, such as temporary tattoos, a magic show, and a juggling act.
Cape Cod Events in Winter | December, January, & February
Annual Glassblowers’ Christmas | Sandwich
Mid-November through December
Getting into the holiday spirit, the Sandwich Glass Museum hosts the Annual Glassblowers’ Christmas event. The main focus is hand-blown glass ornaments displayed on Christmas trees for purchase. From traditional colorful orbs to unique creations, there’s something for everyone’s tree. So for the second part of our guide to Fall & Winter Festivals and Events in Cape Cod for 2024 we will start in...
Brewster for the Holidays | Brewster
Late November to Late December
One of the most exciting Cape Cod events in Brewster, Brewster for the Holidays is a celebration featuring special activities over the course of several weeks in the run-up to Christmas.
In addition to sponsor-hosted events, the main attractions include a traditional tree and windmill lighting, a holiday concert, breakfast with Santa and Mrs. Claus, and pictures with Santa.
The Polar Express Train Ride | Bourne
Late November to Late December
The Cape Cod Central Railroad offers The Polar Express Train Ride for all ages. The 1.5-hour ride to the North Pole features Christmas carols, dancing chefs and waiters, and a reading of “The Polar Express.” There are even snickerdoodle cookies and hot chocolate!
Gardens Aglow | Sandwich
Late November to Late December
One of the biggest Cape Cod events during the holiday season, Gardens Aglow at the Heritage Museums & Gardens in Sandwich is a celebration of Christmas light displays throughout the gardens with other seasonal decor and fun activities.
You can even visit with Santa and Mrs. Claus in the J.K. Lilly III Automobile Gallery. Then, you can ride the 1908 Looff Carousel in the American Art & Carousel Gallery.
A Seaside Christmas In Orleans & Winterfest | Orleans
Late November through December
With festive events for about a month, A Seaside Christmas In Orleans & Winterfestcelebrates the holiday season with breakfast with Santa and Mrs. Claus, a 5K race, costume contest, decorating contest, and more.
Holidays By The Sea | Falmouth
Early December
In Falmouth, Holidays by the Sea is a weekend of festivities that starts with singing carols at Nobska Lighthouse. Then, Santa arrives in Falmouth Harbor by boat. Other events include a Jingle Jog, a tree lighting in the Village Green, a holiday stroll on Main Street, and a Christmas parade.
Light the Night | Eastham
Mid-December
On the former T-Time property in Eastham, join the Light the Night event for a lighting of the Gingerbread Village. The celebrations include reindeer games, holiday-themed crafts, a special appearance by Santa, and the chance to drop off Christmas wish lists to Santa.
First Light Provincetown | Provincetown
End of Year
For three days through the New Year, First Light Provincetown features several events. First, there’s the Canteen’s Holiday Market with awesome food and drinks. Then, there’s a huge fireworks display to ring in the new year. Finally, there’s a Polar Bear Plunge followed by the Hair of the Dog Disco.
First Night Chatham | Chatham
End of Year
First Night Chatham is a celebration that rings in the new year with more than 70 family-friendly performances and events, including a town photo at noon in front of the Chatham Lighthouse. In the evening, there’s a Noise Parade followed by fireworks at Veterans Field.
Yarmouth Winter Carnival | South Yarmouth
Mid-February
Skull Island hosts the three-day Yarmouth Winter Carnival with a synthetic outdoor rink for ice skating. The festival features family-friendly activities for all ages, as well as s’mores and food trucks.
The Perfect Lodging While Enjoying Cape Cod Events
Whether you happen to be on Cape Cod for an event or you plan your getaway around attending an event, Frederick William House can be your home away from home. We’re just a short walk or drive from the Falmouth events and Cape Cod events on this list.
Our Cape Cod bed and breakfast has everything that you could want in accommodations — elegant rooms and suites, a gourmet breakfast every morning, and luxurious amenities. Check our rates for your next Cape Cod getaway.
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