Cape Cod Holiday Events & Strolls

    Updated for 2018!

    It’s the most wonderful time of the year. The holiday season is upon us, so share in the magic of the season with your family and friends. Here is our list of where to find all of the Cape Cod Holiday Events & Strolls happening this year.

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    Pictures with Santa at the Cape Cod Mall

    Time: Mall Hours daily through Christmas Eve

    Location: The Cape Cod Mall (near the Gap Store), Hyannis

    Website

    Details: Get your picture taken with Santa at the Cape Cod Mall! Keep an eye on their calendar for special events such as pictures for your pets and Santa.

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    The Annual Lighting of the Provincetown Monument

    Time: 5:00pm – 7:00pm

    Location: The Provincetown Monument

    Website

    Details: To commemorate the first landing place of the Pilgrims on November 11, 1620 the Provincetown Monument is illuminated every year. This event is free.

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    Gardens Aglow at the Heritage Museum & Gardens

    Time: 4:30pm – 8:30pm

    Location: Heritage Museum & Gardens 67 Grove Street, Sandwich

    Website

    Details: The Gardens Aglow at Heritage Museum and Gardens runs from Friday, November 23 to Sunday December 30. From 3:00pm – 4:14pm there is a Santa VIP event which you can buy tickets for in advance.

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    Lighting of the Lobster Pot Tree in Provincetown

    Time: 5:30pm

    Location: Lopes Square, Provincetown

    Website

    Details: Over 100 lobster pots make up this enormous “tree”in Lopes Square, Provincetown.

    A Seaside Christmas in Orleans

    Time: Depends on the day and activity

    Location: Various locations in Orleans

    Website

    Details: You will find festive events throughout the town of Orleans from November 24 to December 31.

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    Pet Pictures with Santa at Agway of Cape Cod

    Time: 11:00am – 2:00pm

    Location: Agway of Cape Cod, 686 Route 134 South Dennis

    Website

    Details: For $10, you can get your pet’s picture with Santa this year! Please make sure your furry friend is up to date on their vaccinations and on a leash (cash only).

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    Holly Folly Weekend in Provincetown

    Time: Varies throughout the weekend of November 30th – December 2nd

    Location: Various locations in Provincetown

    Website

    Details: There is a little bit of everything during the Holly Folly Weekend in Provincetown! Catch a speedo race downtown and champagne brunch or participate in some shopping and singing Christmas carols by the piano.

    Brewster for the Holidays

    Time: Varies throughout the weekend of November 30th – December 2nd

    Location: Various locations in Brewster

    Website

    Details: Keep an eye out when in Brewster this weekend for the “Brewster for the Holidays” flag because then you will know that this is where the holiday fun can be found.

    Christmas in Harwich

    Time: Varies throughout the weekend of November 30th – December 2nd

    Location: Center of Harwich

    Website

    Details: The Christmas in Harwich has Christmas caroling, a tree lighting, carriage rides and the ability to take pictures with Santa.

    17th Annual Cape Cod Enchanted Village

    Time: 5:00pm

    Location: The Cape Codder Resort & Spa, 1225 Iyannough Road Hyannis

    Website

    Details: Every night from November 30 to December 23, this free and open to the public event features a festive light display, Christmas music and Santa comes by for a visit. Unwrapped gifts and gift cards are collected here and all of the proceeds from this event go to the Independence House.

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

    Time: Throughout the day

    Location: Main Street, Hyannis Village

    Website

    Details: Start your day by having breakfast with Santa before participating in a variety of events throughout the day before the illuminated boat parade in the evening.

    Eastham Holiday Festival

    Time: Throughout the day

    Location: Gift Barn and the Eastham Elk Lodge

    Website

    Details: From 10:00am to 1:00pm, you can find Santa at the Gift Barn. After your visit with the big guy, take the free trolley to the Elks Lodge for holiday crafts, face painting and tasty treats.

    Santa Stampede 5K and Family Fun Run

    Time: 9:00am – 12:00pm

    Location: The Barley Neck Inn, 5 Beach Road Orleans 

    Website

    Details: Dress in your holiday best (or costume) for this family fun run! Once the race is complete, the Barley Neck Inn will host the awards for best in race and best holiday costume.

    Holiday Festival at Taylor Bray Farm

    Time: Saturday December 1st at 9:00am – SundayDecember 2nd at 4:00pm

    Location: Taylor Bray Farm, 108 Bray Farm Road Yarmouth Port

    Website

    Details: Purchase your Christmas tree, holiday swag or other crafts at the Holiday Festival at Taylor Bray Farm. There are plenty of homemade jams and baked goods for purchase as well. 

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    Yarmouthport Christmas Stroll

    Time: 1:00pm – 4:00pm

    Location: Route 6A Yarmouthport

    Website

    Details: Local merchants up and down Yarmouthport Route 6A open their businesses to the public to spread holiday cheer.

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    Barnstable Village Christmas Stroll

    Time: 6:00pm – 8:00pm

    Location: Route 6A Barnstable Village

    Website

    Details: The Barnstable Village Christmas stroll will get you in the holiday spirit with their warm apple cider, holiday goodies and chilled eggnog.

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    Chatham Christmas Stroll

    Time: Friday December 7th  – Saturday December 8th

    Location: Main Street Downtown Chatham

    Website

    Details: The whole weekend will be filled with Holiday fun downtown Chatham. On Friday evening, there will be caroling and a tree lighting to kick it all off.

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    Wellfleet Holiday Tree Lighting and Sing-Along

    Time: 2:00pm – 5:00pm

    Location: Wellfleet Preservation Hall

    Website

    Details: Bring your family and friends to the Wellfleet Holiday Tree Lighting and Sing Along to enjoy some holiday cheer.

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    Dennis Christmas Stroll

    Time: 12:00pm – 4:00pm

    Locaton: Route 6A Dennis Village

    Website

    Details: Live music will be playing throughout the day in the Village Green and there will be trolley rides and hay rides available so that you can check out all of the events going on Route 6A in Dennis.

    Cape Cod Holiday Events & Strolls

    Enjoy this beautiful time of year with your family and friends and take in the Cape Cod Holiday Events & Strolls. On your way, stop by one of the coffee shops  mentioned in on our “Cape Cod Coffee Shops Open in the Off Season” blog. 

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