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  • Fall Fun in and Around Boston
Fall Fun in and Around Boston

Fresh hot cider, crisp juicy apples, and sugary cider doughnuts are all some of the best parts of fall in New England. Apple-picking brings you back to the wonders of the fall season and back to a peaceful and happy time, perfect for a 2021 getaway!  

Check out our list of local farms that offer fun fall activities and Pick Your Own Apples!  All of these apple-picking spots are less than an hour's drive away from Boston and we will send you off with a mug of hot cider to get you started!

Belkin Family Lookout Farm
10 a.m.-5 p.m. daily, 89 Pleasant St., South Natick, Massachusetts, 508-651-1539,
Distance: 16.9 miles

One of the oldest working farms in the country dating back to 1651, Belkin Family Lookout is a staple in Boston, and the closest to the city. With several varieties of apples, you will find plenty to pick here. Their Lookout restaurant is a great all outdoor farm dining experience sited on 180 scenic acres. Seated at spaciously distanced picnic tables that are sanitized between use, guests can enjoy Lookout Farm beers, hard ciders and New England cuisine while taking in the surrounding farm views and fresh air.

Brooksby Farm
10 a.m.-4 p.m. daily, 54 Felton St., Peabody, Massachusetts, 978-531-7456,
Distance: 17.9 miles

In Brooksby's farm-fresh store, the smell of cider fills the air, while doughnuts and fresh fudge abound. Their pick your own experience is a wonderful weekend activity.

Dowse Orchards
9 a.m.-6 p.m. on Saturdays & Sundays, 98 North Main St., Sherborn, Massachusetts, 508-653-2639,
Distance: 21.3 miles

With 200 years of farming, fall at Dowse brings pumpkins, mums, and pick-your-own apples. In the beginning of October, many apple varieties reach their prime at Dowse, specifically Golden and Red Delicious.

Connors Farm
8 a.m.-6 p.m. daily, 30 Valley Road, Danvers, Massachusetts, 978-777-1245,
Distance: 22.4 miles

Apple picking is available all week and Connors Farm can't be beat for activities. With a corn maze and several farm themed play areas, Connors farm is still offering diversifies activities in 2021! Stay tuned to their website for information on their Friday night flashlight nights.

Boston Hill Farm
Farm stand 9 a.m.-6 p.m. daily, apple orchard 10 a.m.-5:15 p.m., 1370 Turnpike St., North Andover, Massachusetts, 978-681-8556,
Distance: 23 miles

Pick your own apples (McIntosh, Cortland, Macoun, Ginger Gold) are just the beginning at Boston Hill Farm. Their 2021 modified fall festivals begin September 19th. The festivals typically run every weekend in September and run through the end of October.  During the festivals, they offer apple and pumpkin picking, homemade apple cider donuts, live music, BBQ, a petting zoo, ice cream and much more.  During the picking season, they are dog friendly as long as they are leashed.  However, they do not allow dogs inside the Farm Stand.  

Honeypot Hill
9 a.m.-6 p.m. daily, 138 Sudbury Road, Stow,  Massachusetts, 978-562-5666,
Distance: 28.8 miles
One of Boston's premier orchards, Honeypot Hill is known for their mazes, delicious fresh cider and cider doughnuts, caramel apples, and apple pies.

Shelburne Farm
9 a.m.-5 p.m. daily, 9 a.m.-6 p.m. weekends, 106 W. Acton Road,  Stow,  Massachusetts, 978-897-9287,
Distance: 29 miles

Pick your own apples and peaches, warm apple cider donuts, farm animals and an apple shop.

Smolak Farms
7 a.m.-6 p.m. 315 South Bradford St., North Andover, Massachusetts, 978-682-6332,
Distance: 30.5 miles

With the most varieties of any farm near Boston, Smolak Farms is the best choice for varied picking. In the Antique Apple Orchard, Smolak Farms grows 20 types of apples, preserving some varieties that are no longer grown commercially, including the Pink Pearl and Sheepnose.

For those that love to leaf-peep, check out a few drives that promise to bring some fall beauty to your day:

Lexington, MA to Concord, MA - it may be a short 15 minute trip from one town to the other but the best part is, it's close to Boston.  Plus, if you're a history-fanatic, it provides great opportunities to stop along the way.  Start on Massachusetts Avenue in Lexington and continue on to Route 2A towards Concord (the small parking lot on the right is where Paul Revere was arrested by British officers during his heralded midnight ride).  Back on 2A, take a right onto Lexington Road (you will see Louisa May Alcott's Orchard House, where she wrote Little Women).  Continue on until you hit charming Concord Center.

Keene, NH round-trip - This 80 mile loop of the Monadnock Region promises beautiful foliage as well as historic towns along the way, should you wish to stop.  Drive Route 101 to Marlborough, NH and then head south on Route 124.  Be sure to stop at Monadnock State Park, which features over 4,000 miles of hiking trails and breathtaking views of Mount Monadnock.  

Conway, NH to Lincoln, NH - Otherwise known as the Kancamagus Highway, this 35 mile section of Route 112 will shine this autumn.  Unlike other routes, this two-lane road doesn't feature quaint shops or mom-and-pop restaurants - only eye-popping color as the only pull-offs will look out over waterfalls, mountains and national forest.  
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