Where to Take a Family-Friendly Sleigh Ride This Winter

Channel a simpler time and take the kids on an old-fashioned sleigh ride at one of these Massachusetts locations

There are so many fun and festive family-friendly holiday activities to take part in each year, from taking a Christmas train ride and attending a Santa breakfast, to shopping for gifts at a local market. One more tradition that we love is taking a cozy sleigh ride, and warming up after with a steaming cup of hot cocoa. We’ll be dreaming of a white Christmas so we can go dashing through the snow at one of these seven spots in Massachusetts that offer sleigh rides!

But even if we have another green Christmas, most of the sleigh rides are offered all winter long. So it might just be the perfect activity for a winter weekend once all the holidays are over. We love anything that makes January and February more fun.

Cornerstone Ranch
29 Dowds Lane, Princeton
(978) 464-4570
When you visit Cornerstone Ranch in Worcester County you’ll feel like you’ve traveled back to a time when life was quaint and simple. The ranch is a horseback riding stable that offers lessons to beginner and experienced riders alike. In the winter, weather permitting, the ranch offers sleigh rides that are pulled by its Black Beauty Percheron mares Sadie and Tanya. After the ride, warm up by the campfire with hot cocoa and s’mores. 

HKS Clydesdales
35 Taylor St., Duxbury
(781) 582-0034
Come to Hobby Knoll Stable, which is tucked away on a back road on the South Shore, for a special sleigh ride experience. The 12-acre farm has been family-run for more than 100 years and is home to six Clydesdales. While the horses can often be seen out and about at parades or events, HKS offers sleigh rides at its beautiful farm in the winter when there’s enough snow.

Kimball Farm
791 East Broadway, Haverhill
(978) 807-3214
We’re used to things in New England being old, but it’s not every day that you come across a farm that’s been in the same family for nearly 200 years. That’s what you’ll find at Kimball Farm, which is now run by a ninth-generation farmer. Over the years, Kimball has evolved from being a dairy farm to raising and selling pork, beef, and eggs. In recent years the farm added some “agritainment” in the way of a corn maze, hay rides and even sleigh rides when there’s enough snow. On the rides you’ll meet Belgian draft horses Mark and Mike as well as other farm animals.

 Breathtaking views can be found on many of the sleigh rides. Courtesy of Sweet Brook Farm.

Mainely Drafts
1361 Lyon St., Ludlow
(413) 218-4074 
Not far from Springfield in Ludlow, you’ll find Mainely Drafts, a horse and carriage farm. Mainely Drafts offers rentals of its draft horses, carriages, and wagons for special events like weddings or festivities like parades. And in the winter, Mainely Drafts invites you to its farm for a sleigh ride through the snow. There are two sleigh ride options available, a larger sleigh that holds up to 12 people or a smaller one that fits five. No matter which you choose, you can warm up with hot chocolate after the ride.

Old Sturbridge Village
1 Old Sturbridge Village Road, Sturbridge
(800) 733-1830
If you’re looking to take a trip back in time when you hop onto the sleigh, head to Old Sturbridge Village. The historic living history museum does the holidays right, from Brunch with Santa to Christmas by Candlelight. That’s where you’ll find the sleigh rides (weather permitting), along with festive foods like gingerbread and entertainment like live music and storytelling. New this year at Old Sturbridge Village is the North Pole Village where kids can meet Santa and his elves.

Silver Bell Farm
305 Silver St., Monson
(413) 977-8447
Get in the Christmas spirit at Silver Bell Farm, located not far from I-90 in central Massachusetts. While many farms in the area are at their peak in the fall, this charming Christmas tree farm really shines once winter rolls in. When you head out to Silver Bell after Thanksgiving, you can cut your own Christmas tree, meet Santa and take a sleigh (or wagon) ride. The farm also has additional kids’ activities, seasonal music, and plenty of hot cocoa.

Sweet Brook Farm
580 Oblong Road, Williamstown
(413) 884-4246
Sweet Brook Farm in Williamstown is consistently ranked one of the top places to go for a sleigh ride, not just in Massachusetts, but in all of New England. The farm’s location in the Berkshires can’t be beat for its beauty. And Sweet Brook raises alpacas for yarn, so there’s the additional draw of seeing these adorable farm animals. Sleigh rides begin after Thanksgiving with enough snow and include a hot chocolate break at a cabin in the woods.


Top image of a sleigh ride through the Berkshires courtesy of Sweet Brook Farm.

Travel Regions: 
location: 
Cornerstone Ranch
29 Dowds Lane
01541 Princeton , MA 42° 25' 25.8312" N, 71° 55' 33.2796" W
Massachusetts
HKS Clydesdales
35 Taylor St.
02332 Duxbury , MA 42° 3' 29.2248" N, 70° 46' 26.5548" W
Massachusetts
Kimball Farm
791 East Broadway
01830 Haverhill , MA 42° 48' 24.6708" N, 71° 0' 28.2096" W
Massachusetts
Mainely Drafts
1361 Lyon St.
01056 Ludlow , MA 42° 13' 16.2984" N, 72° 28' 46.434" W
Massachusetts
Old Sturbridge Village
1 Old Sturbridge Village Road
01566 Sturbridge , MA 42° 6' 32.0328" N, 72° 5' 55.5072" W
Massachusetts
Silver Bell Farm
305 Silver St.
01057 Monson , MA 42° 8' 25.17" N, 72° 23' 2.0976" W
Massachusetts
Sweet Brook Farm
580 Oblong Road
01267 Williamstown , MA 42° 40' 47.9064" N, 73° 14' 56.7204" W
Massachusetts