Holiday Happenings

Here are some local events that are sure to bring some holiday cheer to your season!

Annual Lighting of the Pilgrim Monument

Wednesday, November 21, 2018 – 5:00pm to 6:30pm
Pilgrim Monument & Provincetown Museum

The annual lighting of the Pilgrim Monument, which celebrates the Pilgrims’ First Landing in America at Provincetown.

Holiday Gifts & Small Works Sale & Children’s Candy Lighthouses!

Friday, November 23, 2018 – 10:00am to Tuesday, December 11, 2018 – 4:00pm
Creative Arts Center, 154 Crowell Rd., Chatham, MA

The Creative Arts Center in Chatham presents its Holiday Gifts & Small Works Sale on Friday, November 23rd at 10 a.m. through Tuesday, December 11th, 4 p.m. Children can make holiday Candy Lighthouses for free on Friday and Saturday, November 23rd and 24th from 10 a.m. to 3 p.m. The Creative Arts Center is located at 154 Crowell Rd. in Chatham. Phone 508-945-3583 for information.

Lighting of the Lobster Pot Tree

Saturday, November 24, 2018
Lopes Square, Provincetown

The Lobster Pot Christmas Tree is an annual holiday tradition in Provincetown! A unique lobster pot tree is built each holiday season the heart of the town’s Lopes Square, stacked with over 100 real lobster pots borrowed from local lobstermen. Lighting at 5:30 pm.

A Seaside Christmas in Orleans

Saturday, November 24, 2018 to Monday, December 31, 2018
Orleans, MA

Special events and savings at shops, galleries, restaurants, inns, theaters, churches, libraries, salons, spas, shows, and more. Meet visitors from the North Pole while enjoying all that Orleans has to offer! Save time, money and many miles per gift when you fill your sleigh in Orleans!

A Very Merry Market

Saturday, November 24, 2018 – 11:00am to 4:00pm
Cape Cod Beer, 1336 Phinney’s Lane, Hyannis, MA 02601

It’s a Very Merry Market at Cape Cod Beer!

Holiday shop with your favorite local makers! A Pop-Up market with locally produced goods.

Every Saturday we’ll have a half dozen Cape Cod artisans here at the brewery showcasing their products.  Stop by for some creative and fun, local, gift ideas!  And Beer!

Brewster For the Holidays

Friday, November 30, 2018 to Sunday, December 2, 2018

A traditional Cape Cod holiday celebration recreated from years past and sponsored by Brewster businesses for all of Brewster to enjoy! Look for “Brewster For the Holidays” flags at participating businesses. Shops, restaurants, inns, museums and galleries will be glowing to welcome shoppers to experience their unique holiday spirit.

Christmas in Harwich

Friday, November 30, 2018 to Sunday, December 2, 2018

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, merchant open houses, discounts and sales and much much more.

Holly Folly Weekend in Provincetown

Friday, November 30, 2018 to Sunday, December 2, 2018
Provincetown, MA

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.

Eastham Holiday Festival

Saturday, December 1, 2018
Gift Barn and the Orleans-Estham Elk Lodge, Eastham

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.

Santa Stampede 5K and Family Fun Run

Saturday, December 1, 2018 – 9:00am to 12:00pm
Orleans, MA

Join the Stampede! A family-friendly event for all ages. Professionally timed for serious runners and good fun for everyone else. Run or walk in your best holiday costume and win a prize! Kids also get their own ‘Mini Claus’ Run. Afterwards, join the post-party and awards ceremony at the Barley Neck Inn, with prizes for the fastest runners and most creative costumes.

The first 200 registrants get a FREE long-sleeved t-shirt.  Race Start: 10am, Registration: 9am Professionally timed. Entry Fee: $25 Pre-Register; Day of Registration: $30.

Holiday Festival at Taylor-Bray Farm

Saturday, December 1, 2018 – 9:00am to Sunday, December 2, 2018 – 4:00pm
108 Bray Farm Road N. Yarmouth Port, MA

LoveLocal Fest: Holiday Edition

Saturday, December 1, 2018 – 12:00pm to Sunday, December 2, 2018 – 5:00pm
Cape Cod Community Media Center 17 Shad Hole Rd., Dennis Port

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!

Yarmouth Port Christmas Stroll

Sunday, December 2, 2018 – 1:00pm to 4:00pm
Route 6A, Yarmouth Port, MA

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!

Crafts & Drafts: Holiday Tree Paint Party

Tuesday, December 4, 2018 – 7:00pm to 9:00pm
Cape Cod Beer, 1336 Phinney’s Lane, Hyannis, MA 02601

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.

Chatham Christmas Stroll

Friday, December 7, 2018 to Saturday, December 8, 2018
Chatham, MA

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!

Enjoy Holiday Magic Events at the Atwood

Friday, December 7, 2018 – 1:00pm to Saturday, December 29, 2018 – 4:00pm
347 Stage Harbor Rd, Chatham, MA 02633

    The Atwood House & Museum is offering a sleigh-full of activities and events to celebrate a month of Holiday Magic at the Atwood.  Exhibits throughout the Museum will be decorated for the season, to help you get into the Christmas spirit.

    –  Most exciting, perhaps, is the return of Ryder Martin’s electric trains, filling the entire Main Gallery with local scenes, landmarks and, of course, trains! The display will run during museum hours every Friday and Saturday, December 7 – 29, from 1 p.m. – 4 p.m.

Annual Osterville Christmas Open House & Stroll

Friday, December 7, 2018 – 6:30pm to 8:00pm
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!

Chatham Historic Inn and Museum Tour

Saturday, December 8, 2018
Chatham Town Wide

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.

Dennis Christmas Stroll

Sunday, December 9, 2018 – 12:00pm to 4:00pm
Route 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.

First Light Provincetown

Friday, December 28, 2018 to Wednesday, January 2, 2019

First Light Provincetown stretches the New Year’s celebration into a fun-filled weekend December 28-January 1!  Highlights of the town-wide holiday extravaganza – which is set against the festive backdrop of the illuminated Pilgrim Monument – include a spectacular fireworks display, craft fair, New Year’s Dance Parties, live performances and the New Year’s Day Polar Bear Plunge (followed by a warm-up Chili Party).

First Light Fireworks

Sunday, December 30, 2018 – 5:30pm to 6:00pm
MacMillan Pier, Provincetown

The First Light Fireworks Display for is scheduled for Sunday, December 30th 2018 at 5:30pm. Rain date is  January 1st at 5:30pm.

First Night Chatham

Monday, December 31, 2018

Come join us for First Night Chatham! We are a family-friendly, alcohol free, town-wide celebration of the arts with over 70 performances and events.  December 31st, 2017 will be First Night Chatham’s 27th New Year’s Eve celebration. It’s a full day of fun and entertainment, starting with the Town Photo at the Chatham Lighthouse at Noon, and culminating with Fireworks at Oyster Pond at the stroke of midnight.