This page was updated March 2026.
Suburban Wellesley with its close-together homes and sidewalk-lined streets isn’t the place to live if you want to keep horses on your property. Technically, it’s not impossible to get the kids a pony, however, town bylaws kind of get in the way. They state, “No horses…shall be kept closer than 150 feet from an abutting dwelling unless it is occupied by the owner of the said animals.” The 150-feet part is a deal breaker for most lots in Wellesley.
There are two places in Wellesley where horses live in harmony with the bylaws—Hunnewell Farm on the Natick/Wellesley line, and Dana Hall. Neither place offers horseback riding lessons to the public. For that, you’ll have to go further afield.
Horseback riding lessons under 20 miles from Wellesley Square
Annabelle Meadows Farm
580 High St., Westwood, MA 02090
Full service hunter, jumper and equitation training facility. Boarding, training, horses for sale, and instruction from beginner to competitive.
Maplewood Farm
28 Ball Hill Rd., Berlin, MA 01503
Ridgetop Farm
734 Adams St, Holliston, MA 01746
Sage Farm
349 Dedham St, Dover, MA 02030
Willowbrook Farm
1070 Washington St., Holliston, MA 01746
BINA Farm Center—Inclusive Therapeutic & Recreational Programs
55 Allen St, Lexington, MA 02421
Lovelane—special needs horseback riding program
40 Baker Bridge Rd., Lincoln, MA 01773
Annual fundraising Susan McDaniel Run for Lovelane held every June.
Rising Star Equestrian Center—full service hunter/jumper facility
149 Summer St., Medway, MA 02053
Apple Knoll Farm
25 Forest Ln, Millis, MA 02054
Kilkern Farm
172 Ridge St, Millis, MA 02054
Shadowfax Farm
112 Farm St, Millis, MA 02054
Full Circle Stable
12 N. Main St., Sherborn, MA 01770
Sweet Meadow Farm
111 Coolidge St, Sherborn, MA 01770
