Milton, MA – One of the Top Ten Small Towns in America

Three towns in Massachusetts made the top 10 in WalletHub’s list of Best Small Cities to Live in in the United States. Milton, home of the Blue Hills Reservation and the new 55+ community, Wolcott Woods, was ranked the 6th best small city out of the 1,200 cities that WalletHub reviewed.

The ranking compared cities with a population of 25,000-100,000 citizens on 43 categories including affordability, education, quality of life, and safety . As of 2020, Milton has a population of 27,568. According to WalletHub, Milton has the third lowest crime rate on the list. For this, and many more reasons, Milton is a great place to call home.

Check out what else Milton has to offer:

Well-Respected Schools

Milton offers a top-rated public school system that garnered an “A+” rating from Niche. Students score consistently higher in math and reading according to test scores. There are six schools in the Milton system ranging from elementary to high school.

Milton Academy is a prestigious private school, educating students from Kindergarten through 12th grade. Boarding is available for grades 9-12.

Curry College, located right in Milton, is a private institution founded in 1879 offering both undergraduate and graduate degree programs. It was originally located in downtown Boston and moved to its current 131-acre campus in 1952.

Delicious Restaurants

Milton serves up a wide variety of dining options. You can find almost any cuisine you are looking for, from classic American fare and upscale Italian to great seafood and sushi.

Here are some of our favorites:

  • Steel and Rye – Locally-sourced New American dishes with hand-crafted cocktails.
  • Abby Park – A trendy New American bistro known for its stylish decor and creative dishes.
  • Newcomb Farms – a well-known favorite for breakfast.
  • Novara – A casually sophisticated Italian restaurant located on the site of the historic Milton cinema.
  • Fruit Center Marketplace – A local favorite one-stop-shop for gourmet groceries, flowers, and beer and wine that also offers great food to go from sandwiches to sushi.
  • The Plate – The Plate is a favorite stop with locations in Lower Mills and above the Milton Marketplace with a seasonal menu, a homemade bakery and restaurant.
milton - Suzanne Grudem, CC BY-SA 4.0 <>, via Wikimedia Commons
Eustis Estate Museum, photo by Suzanne Grudem

Explore Town – Something to do for Everyone

Whether you’re looking for something to do inside or out, the town of Milton has activities for everyone – from educational museums to hiking the Blue Hills and everything in between. If you prefer learning about the area’s rich history and exploring collections of art, be sure to visit the Forbes House Museum, a National Historic Landmark located atop Milton Hill overlooking Boston’s skyline, where you can uncover the treasures of four generations of the Captain Robert Bennet Forbes family. Another great stop for the history buff is the Eustis Estate Museum, a beautiful historic mansion with four art galleries and eighty acres of property to explore just down the road from Wolcott Woods.

Daybeak at Blue Hills photo by Dan Dvorscak

If nature is more your thing, then Milton is still the place for you – with a few different parks for you to explore. Blue Hills Reservation offers over 125 miles of trails to hikers, bikers, and cross-county skiers with views of the Boston skyline from numerous outlooks at the summit. Within the Blue Hills is Houghton’s Pond for picnics, swimming, and fishing. Also in town is the Neponset River Reservation, which runs from Milton to Boston and offers walking/hiking, biking, boating and fishing.

Golfers can enjoy playing a round at the Wollaston Golf Club in Milton, as well as the nearby Granite Links Golf Club and Blue Hills Country Club.

Easy Access

Milton is ideally located, just a 20-minute drive outside of Boston, with access to major highways such as Routes 128, 93, 95, and 3 that can lead you wherever you want to go. If you don’t want to drive into the city, Milton offers close proximity to commuter rail stations including University Station just minutes away. Milton station is in the Lower Mills District for quick and easy access directly into the city via the Red Line.

Are you as convinced as we are that Milton, MA is a great place to live, and interested in moving into the town’s newest residential community?

Close to everything Milton has to offer and nestled on 47 hillside acres neighboring the Blue Hills Reservation, Wolcott Woods is a new 55+ community developed by award-winning Northland Residential offering 54 exquisite homes on a former private estate off of Canton Avenue.

For more information on Wolcott Woods or another property in Milton, contact Greta Gustafson at