Holiday magic in the orchard

A festive artisan fair & farmers market celebrating the season, community, and thoughtful gifting

The Holiday Artisan Fair & Market at Bolton Spring Farm is a new beloved seasonal tradition, bringing together local artists, makers, farmers, and food producers just in time for the holidays.

Set among the orchards, this bustling yet cozy market is the perfect place to gather inspiration for your holiday table and find truly meaningful, handcrafted gifts. Stroll through thoughtfully curated vendor tents, warm up by the fire pit, sip wine, hot cider or hot chocolate, and enjoy the sounds of carolers weaving holiday cheer throughout the day.

With Santa doing a little shopping of his own, festive music in the air, and the farm dressed for the season, this is holiday shopping the way it’s meant to be … relaxed, joyful, and rooted in community.

Sat., Nov. 14, 2026 | 10:30 a.m. - 3:30 p.m.

Sun., Nov. 15, 2026 | 10:30 a.m. - 3:30 p.m.

Bolton Spring Farm | Bolton, Massachusetts

Admission $5 | Kids 12 and under free

Free Parking!

What to Expect

  • 80+ curated artists, artisans, and specialty food vendors from across New England

  • A vibrant outdoor holiday market set throughout the orchard grounds

  • A curated farmers market with everything you need for your holiday table

  • Handcrafted gifts perfect for the season, including art, décor, specialty foods, and more

  • Craft wine by the glass or bottle from Hardwick Vineyard & Winery AND the new Bolton Spring Farm Beer Garden serving up great local craft beers

  • Hot cider and hot chocolate available for purchase to keep you warm

  • Gourmet food vendors and local farm offerings

  • Seven gourmet food trucks serving up all your local favorites (including one for dogs!)

  • Festive carolers throughout the day creating a warm, nostalgic holiday atmosphere

  • Santa strolling the market, shopping alongside guests and posing for photos

  • A cozy fire pit area to gather, warm up, and linger

  • The Bolton Spring Farm Country Store dressed for the holidays with seasonal gifts and treats

  • Free parking

Event includes:

Meet the Artists & Artisans

Shop 80+ creative makers from across New England

Meet the Farms of the Market

This holiday season, something special is growing in our antique potting shed: the spirit of giving.

Visit Fresh Start Furniture Bank at our Holiday Artisan Fair, where beautifully wrapped gifts and simple acts of kindness help neighbors create a place to call home.

Where Community Grows

The Day’s Activities

Holiday Market Strolling

10:30 a.m. - 3:30 p.m. | Market Hours

From the moment you arrive, the market unfolds at an easy, welcoming pace. Wander the orchard paths, browse beautifully curated booths, sample specialty foods, and enjoy the festive sounds of the season drifting through the trees.

Warm up with hot cider or cocoa, grab a bite from a local food vendor, and take your time discovering gifts you won’t find anywhere else.

9:00 a.m. - 6:00 p.m. | Bolton Spring Farm Hours


Festive Finds, Food & Farm Fun

Guests are encouraged to linger, return to favorite vendors, warm up by the fire pit, enjoy another treat, or pop into the Country Store for a little extra holiday magic.

Whether you’re checking gifts off your list or simply enjoying a cozy day on the farm, the Holiday Artisan Fair & Market is designed to feel joyful, unrushed, and full of seasonal charm.

Experience the Magic

A little glimpse of the holidays at Bolton Spring Farm.

There’s something special about the farm during the holidays. From the sound of carolers filling the air to local artisans, festive food and all the little moments in between, the Holiday Artisan Fair & Farmers Market has become a wonderful way to kick off the season.

Take a look back at last year’s celebration—and then come experience it for yourself this November.

Why We Love this Event

By attending Holiday Artisan Fair & Market, you are supporting:

  • Local artists, artisans, and small businesses

  • Regional farms and food producers

  • Thoughtful, handmade alternatives to mass-produced gifts

  • Community gathering spaces and creative experiences

  • The ongoing preservation of Bolton Spring Farm’s open land

This event quickly become a favorite for both guests and vendors, known for its warmth, quality, and the simple joy of shopping small during the holidays.

Eat, Drink, Be Merry - Holiday Gourmet Food Truck Lineup!

Thoughtfully prepared and ready for you to enjoy!

Food worth chasing!

A returning favorite from our November event, Wheelie Good Food Truck brings authentic Liège Belgian waffles—perfectly crisp on the outside, soft on the inside, and made to be enjoyed by hand.

From classic and specialty waffles to creative waffle sandwiches and paninis, their menu is both inventive and deeply satisfying, including past offerings featuring Bolton Spring Farm apples.

Serving all weekend, Saturday & Sunday.

website | Instagram | Facebook

Wheelie Good

Woodman’s of Essex

A Family Tradition Since 1914 | Six Generations & Still Frying

A true icon of the North Shore, Woodman’s of Essex brings over a century of seafood tradition to the fair with their beloved food truck.

Credited with inventing the fried clam, Woodman’s has been serving generations of guests with fresh, locally sourced seafood—from crisp, golden fried clams to classic New England favorites.

Rooted in Essex and rich with history, their offerings are as timeless as they are delicious—hearty, authentic, and unmistakably New England.

Serving all weekend, Saturday & Sunday.

website | Instagram | Facebook

Hand-stretched, wood-fired, unforgettable

A returning favorite from our November event, Wheat + Water is a husband-and-wife duo serving up wood-fired pizzas and their signature “Pock-itz,” all made with hand-stretched dough and thoughtfully sourced ingredients.

Their apple-topped pizza, featuring Bolton Spring Farm apples during our November event, was a standout hit, and a perfect example of their creative, chef-driven approach.

From the aroma of blistered crust fresh from the oven to each bold, satisfying bite, Wheat + Water is all about bringing people together over truly memorable food.

Serving all weekend, Saturday & Sunday.

website | Instagram | Facebook

Wheat + Water Crafted Doughz

Serving handcrafted coffee+artisanal mocktails from our vintage mobile bar

Brewed2perfection is an artisan mobile coffee bar serving handcrafted espresso drinks and seasonal specialties from a restored 1977 horse trailer. Each drink is thoughtfully crafted using quality ingredients for a cafe-style fair experience.

Serving all weekend, Saturday & Sunday.

Instagram | Facebook

Brewed2perfection, LLC

Have wheels, will travel!

Get ready for a taste of New England! Off The Hook Roadside Eatery brings fresh, flavor-packed East Coast favorites to the farm, with a menu that takes comfort food up a notch. Think lobster rolls, lobster grilled cheese, Bang Bang shrimp and fish tacos, Korean BBQ pork tacos, hand-cut fries and more. Family-owned and based in nearby Rutland, Off The Hook is led by Executive Chef Adam Foreman, whose 20+ years of culinary experience go into every delicious bite.

Warm, hearty and decidedly New England, exactly what you want after a little holiday shopping on a crisp November day

Serving all weekend, Saturday & Sunday.

Website | Instagram | Facebook

Off the Hook Roadside Eatery

Say Cheese!

What could be better on a crisp November day than a warm, melty grilled cheese? Say Cheese! is a woman-owned, Worcester-based food trailer serving up gourmet takes on everyone’s favorite comfort food. From classic cheesy goodness to creative combinations featuring ingredients like bacon and dill pickles, goat cheese and fig jam, or mozzarella, fresh basil and balsamic, these aren’t your childhood grilled cheese sandwiches, although they’re every bit as comforting. Founded in 2015, Say Cheese has been bringing its deliciously cheesy creations to events throughout New England ever since. Come hungry, because this is one holiday indulgence worth getting a little cheesy about!

Serving all weekend, Saturday & Sunday.

website | Instagram | Facebook

Still as cheesy as ever!

Squirrel? A Dog Bistro

We promise we’re worth the chase!

Squirrel, A Dog Bistro is New England's first food truck created exclusively for dogs, serving up delicious, chef-inspired treats made just for your four-legged best friend. From savory bistro cups to homemade baked treats, every menu item is crafted with wholesome ingredients so your pup can enjoy a special meal while you explore the festival together. Proudly, woman-owned 🏳️‍🌈.

Serving all weekend, Saturday & Sunday.

Instagram | Facebook

NEW! The Orchard Bar & Beer Garden

There’s a new spot to gather at Bolton Spring Farm!

We’re excited to introduce the Bolton Spring Farm Orchard Bar & Beer Garden, a relaxed new place to grab a locally crafted beer, take a seat and enjoy the atmosphere of the farm.

During the Holiday Artisan Fair & Farmers Market, stop by for a selection of New England craft beers, then settle in and enjoy the music, food and festivities happening throughout the weekend.

Looking for wine? Our friends at Hardwick Vineyard & Winery will be pouring their locally made wines by the glass and offering bottles to take home.

Shop local. Sip local. Stay awhile.

 

Step back in time & slow down with us

Set on 150 acres of rolling orchard hills and woodlands, Bolton Spring Farm offers a rare chance to slow down during the busiest season of the year.

Here, holiday shopping feels more intentional, centered on connection, craftsmanship, and the beauty of the land. We invite you to wander, taste, and enjoy the season while supporting the farmers and makers who help keep this special place thriving.

Bolton Spring Farm
159 Main Street, Bolton, Massachusetts 01740

Frequently Asked Questions

Still have questions? Take a look at the FAQ or reach out anytime. If you’re feeling ready, go ahead and apply.

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