2018 Cape Cod Holiday Festival Guide

The holiday season can be very busy with work, social, and family events. Down the Cape Concierge has organized Holiday events on Cape Cod by date and area to help plan your schedule! Please reach out to us if you have an event you would like to add to this list or if you need further information on anything below.


Upper Cape











Glassblowers’ Christmas Exhibit, “A Stained Glass Village”- Sandwich Glass Museum

Make your holidays sparkle with beautiful, unique, hand-blown ornaments from Cape Cod’s finest glass artists. Featuring a collection from Annalise and Tom Nelson. Experience the magical glow of moonlit villages made entirely of glass. Complete with glass trees, animals, snowmen the collection is a veritable winter wonderland of glass. More Info


Gardens Aglow- Sandwich Heritage Museum

Join us for the celebration of lights that has become a treasured Cape Cod holiday tradition for over a decade! Heritage’s expansive gardens will be aglow with beautiful light displays, extensive indoor holiday décor and numerous activities around the grounds and galleries. This year visitors can expect expanded lighting displays and outdoor interactives, along with all of your favorites from previous years! More Info


Holly Days in Sandwich- Throughout Sandwich

A month-long tradition that transforms Sandwich into a winter wonderland with festive holiday fun that includes a town-wide Cookie Stroll, reading and lighting of The Littlest Christmas Tree, community carol sing, home tours and special promotions. More Info




The Train to Christmas Town - Cape Cod Central Railroad, Buzzards Bay

Based on the beloved children’s book, the Train to Christmas Town, our holiday ride recreates on board the story book tale that is sure to become a family favorite tradition! Operating on Weekends until Christmas. More Info


Tuesday, December 4th


Shop Sandwich First Holiday Market- Wing School

Come see the latest retail holiday fashions and gift ideas from up to 25 local retailers and gift shops across the area in an attempt to get all your shopping done in one night! Come in and contribute to your local economy by Shopping Locally and start (and finish!) your holiday shopping early! More Info



Friday, December 7th



Falmouth Holidays by the Sea Weekend- Downtown Falmouth

Sing carols at Historic Nobska Lighthouse as the winter’s sun sets over Vineyard Sound. Run the Jingle Jog 5K and Kids Elf Run along Vineyard Sound.  Greet Santa as he arrives by boat at beautiful Falmouth Harbor. Enjoy the Main St. festivities of the Holiday Stroll and also join in the caroling at the lighting of the Village Green. More Info


Saturday, December 8th


Mashpee Christmas Parade- Mashpee Commons

Every float at the night time event is brilliantly illuminated in the spirit of the season. Award-winning bands dazzle the crowds with festive music, holiday garb, and of course more lights! The parade kicks-off at 5:30 p.m. at Deer Crossing, aka “Reindeer Crossing”, travels through South Cape Village, and culminates at Mashpee Commons. More Info

55th Annual Falmouth Christmas Parade- Main Street, Falmouth

Begins @Noon at the Falmouth Mall and proceeds down Main Street to the Village Green. Known as Southeastern Massachusetts’ largest holiday parade featuring theme decorated floats, marching bands, live animals, costumed characters and Santa Claus! More Info


Mid Cape



Cape Symphony: Holiday on the Cape- Barnstable High School Performing Arts Center

Our annual tradition is the way you start the holiday season! Celebrate home and hearth, the warmth of family and friends, and the music that brings it all back, year after year. Revel in classic holiday songs, gorgeous carols, and a Celtic Christmas celebration. Raise your voices in song, along with the orchestra and our good friends the Chatham Chorale. We welcome special guests the Vintage Vocal Quartet – their swinging sound is a delight. Spend the holidays with us! Tickets


Madeline's Christmas- Harwich Junior Theatre

In an old house in Paris that was covered with vines lived twelve little girls in two straight lines.   So begins this delightful story of Madeline’s Christmas! The day begins like any other day. Miss Clavel takes the twelve little girls on their morning walk. They go to the zoo and then back to school for their French history lesson. Suddenly disaster strikes when everyone gets the flu! Everyone that is, except for the ever-resilient Madeline. Saddened that they may not be able to go home for Christmas, the girls and Miss Clavel take to their beds. But on Christmas Eve, the adventure begins… Tickets and More Info


Christmas in Harwich- Throughout Harwich

Traditional New England Christmas time with tree lighting ceremony, photos with Santa, Horse Drawn Carriage Rides, Breakfast with Santa, carolers, Polar Express Trolley Ride, Town wide decorating contest, and merchant open houses. More Info


Saturday, December 1st



Hyannis Village Christmas Stroll, Harbor Lighting/Boat Parade and Breakfast with Santa-

Main Street, Hyannis

The Hyannis Village Christmas Stroll is filled with fun and holiday cheer for the entire family! The day begins with Breakfast with Santa, followed by plenty of activities for the entire family to enjoy. At 4 p.m., everyone will gather at the harbor to enjoy the illuminated boat parade, all decked out for the holidays! More Info


Holiday Festival at Taylor-Bray Farm- Map

Start the Holiday season with a visit to Taylor-Bray Farm from 9am-4pm. For the Festival the barn is filled with delicious homemade baked goods, beach plum jelly, wreaths, swags, centerpieces and other crafts, all made by Farm volunteers. Taylor-Bray Farm calendars, activity books, t-shirts and grocery bags are available. More Info


LoveLocal Fest: Holiday Edition- Capetown Plaza, Hyannis

Expect a winter wonderland of good cheer and fantastic local shopping, featuring local artists, artisans, designers and makers, including LoveLocal Fest favorites and some new additions. You’ll find something special for everyone on your list! More Info


Sunday, December 2nd


Yarmouth Port Christmas Stroll- Route 6A, Yarmouthport

Join us as we celebrate the holiday season with the Yarmouth Port Christmas Stroll. The stroll will include many participating businesses offering tasty treats! Some additional highlights include magic shows, face painting, juggler, brass band, trolley rides, photos with Santa at the Captain Bangs Hallett House (courtesy of Walgreens), crafts, and a multitude of food offerings. This event is one you won’t want to miss. Free! More Info


Centerville Christmas Stroll- Main Street, Centerville

Enjoy delicious snacks while celebrating the season with friends and neighbors and enjoying the entertainment and special events along Main Street. More Info


Tuesday, December 4th


Crafts & Drafts: Holiday Tree Paint Party- Cape Cod Beer

Holiday Tree Paint Party with KC Originals! Topper, bow & white lights included. Choose your phrase or add a custom one! At the end of the event, you’ll take home a masterpiece created by you. All supplies will be provided. Cash bar. Non refundable deposit & reservations required. $20 deposit, $20 remaining balance due night of the party. More Info


Wednesday, December 5th



Barnstable Village Christmas Stroll- Route 6A, Barnstable Village

We welcome you to the stop by Wednesday December 5th for the Barnstable Village Christmas stroll! we'll be serving egg-nog, cider and treats. More Info


East Dennis Holiday Celebration and Community Give Back- Robert Paul Properties

Come join us at our Dennis office on Thursday, December 6th from 5-8 pm to celebrate local business and artisans - showcasing their exceptional artistic creations, talents and styles. Shop and socialize while enjoying delicious hors d'oeuvres offered by Encore Bistro. Wine tasting featuring wine maker Joseph Carr of Joseph Carr Wines and Josh Cellars. Vendors include Vineyard and Vines, Scargo Pottery, Ocean Love Design, The Underground Bakery, and more! More Info


Friday, December 7th


Annual Osterville Christmas Open House & Stroll- Osterville Village

Holiday festivities in the traditionally decorated village inlcude horse-drawn carriage rides, trolley rides, a visit from Santa, carolers, refreshments, music and more! From 6:30pm-8pm


Saturday, December 8th


A Coastal Christmas: A Tour of Five Holiday Homes in Osterville, Centerville and Cotuit

Tour five beautifully decorated homes. Contemporary to antique, these homes will be decorated in the spirit of each homeowner ​by members of the Osterville Garden Club.

Tickets and More Info


Sunday, December 9th


Dennis Christmas Stroll- Routa 6A, Dennis Village

Enjoy hayrides & trolley rides, Christmas tree lighting, face painting, village stroll (visit all the shops), silent auctions, toys and food donations, Santa & Mrs. Claus and so much more. Music at the Village Green Bandstand and many special events. More Info


Tuesday, Decmeber 11th


Yappy Hour with Santa- Cape Cod Beer

Join us with your furry friend for a doggie social at the brewery – where you can bring your favorite four legged friend to meet with other four legged friends while you enjoy a beer or two! Come get your pup's pictures taken with Santa! Note: your dog should be friendly and on a leash.  Please be prepared to clean up after your own dog. Also note: Your well behaved furry best friend is always welcome here at Cape Cod Beer – even when we are not hosting a “Yappy Hour” More Info


Lower Cape


Saturday, December 1st




Santa Stampede 5K and Family Fun Run- The Barley Neck Inn, Orleans

Join the Santa Stampede! The Santa Stampede 5K & Family Fun Run is held throughout scenic East Orleans. Kick off your holidays at our festival fun run! This year the first 200 registrants will receive a long-sleeve t-shirt, as well as the same top-notch timing, a gift bag with goodies from our sponsors, and finish line expo with vendors and food. More Info


Friday, December 7th


Chatham Christmas Stroll- Main Street, Chatham

Main Street shops welcome you with festive holiday spirit and happening! Weekend festivities include holiday caroling, a Tree Trimming & Lighting on Friday evening, the Historic Inn Tour on Sunday, raffles, giveaways, musical entertainment, book signings and more.

December 8, 6PM - 9PM Holly Trolly Rides, Carolers, Performers, Holiday Characters and more will be spreading the holiday cheer throughout Main Street! More Info


Saturday, December 8th



Chatham Historic Inn and Museum Tour- Throughout Chatham

Chatham's most beautiful historic inns are all decorated for the holidays, and they are opening their doors to the public for tours! 1 to 4 p.m. Dont forget to check out the famous gingerbread village in the lobby of Chatham Bars Inn! More info



Outer Cape


Friday, November 30th

Holly Folly Weekend in Provincetown- Throughout Provincetown

Do not miss these three days of holiday revelry, from traditional carols ‘round the piano to the not so traditional Speedo run down Commercial Street. Not quite what Currier and Ives had in mind, Holly Folly antics are a fun kick-start to the season with a non-stop line-up of events including the Gay Men's Chorus, dancing into the night and the popular 'Shop Hop,' where you vie for great prizes while taking advantage of major sales happening in Provincetown's shops and galleries. Free to everyone is the ever popular Inn Stroll, an open house at a number of Ptown's famed guest houses. Pace yourself for this one, as the innkeepers out 'Martha Stewart' each other in decorations, treats and libations. More Info


Saturday, December 1st


Eastham Holiday Festival- Gift Barn

Sponsored by the Gift Barn & the Eastham Chamber of Commerce, this free event draws hundreds of children every year to help kick off the holiday season. This festive day includes a visit with Santa at the Gift Barn 10 a.m. – 1 p.m. Tell him about your Christmas list and get some free goodies! Then ride the free trolley to the Orleans-Eastham Elks Lodge to create holiday crafts, get your face painted, and enjoy entertainment. Refreshments, gifts, and more.

To brighten the spirits of those less fortunate, we ask of those who wish to help to bring a new unwrapped toy of any value to the Elks Lodge. More Info


Saturday, December 8th


Holiday Craft Fair & Bazaar- Wellfleet Preservation Society

Over 50 local artisans and craft vendors will be with us, both inside and outside the Hall. Featuring a variety of handmade products including textiles, jewelry, pottery, art, children's goods, and much more...we'll be the perfect spot to find that special holiday gift. And the Prez Hall Cafe will be open all weekend with treats from the kitchen and bar, including delicious house-made soups! On Saturday 12/8 AND Sunday 12/9. More Info


Wellfleet Holiday Tree Lighting and Sing-Along-

Join friends and family from 2:00-5:00pm for some holiday cheer and a short tree

 lighting ceremony, followed by some festive caroling! More Info