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March 20, 2020
Fall Mini Road Trips from Boston

October is my favorite month of the year. The weather is usually pretty perfect- not too hot, not too cold- fall clothes are in full effect (hello cozy sweaters and high boots), and the foliage is like a picture out of a book.  With fall comes fun outdoor activities. Whether you have a kid to keep entertained, a pup who needs a city break, or group of friends who know that the end of summer does not mean the end of day drinking, here is a list of places under one hour from Boston that can fulfill all your fall outdoor activities! Get your cozy fall outfit on and get ready for some mini road-trips! Be sure to check out their websites for more information on events and pricing.

Kid Friendly Farms, Apple Orchards and Pumpkin Patches

1. Belkin Lookout Farm in Natick

Address: 89 Pleasant Street South, South Natick, Mass.Hours: Daily 10am-5pmWebsite

Belkin Farm is a great place to bring your kids.  It has farm animals for the kids to pet, train rides, pony rides, face painting, and hayrides on Saturdays and Sundays.  In the fall they also offer apple, pear, and pumpkin picking.  The U-Pick barn sells their own golden honey, apple cider, home-baked pies, cider donuts and other yummy treats.  They even have a tap room for the big kids which you can learn about here .

2. Davis’ Farmland

Address: 145 Redstone Hill Rd, Sterling, Mass.Hours: Thurs-Sun 9:30am-5pmWebsite

Davis Farmland is a discovery farm for families with children 12 and younger, featuring over 100 breeds – including North America’s largest sanctuary of endangered farm animals. There is also pretend and nature-based play, a water spray park, hay and pony rides, delicious food, apple & pumpkin picking & more!

3.  Smolak Farms

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Address: 315 South Bradford Street,North Andover, Mass.Hours: Daily 7am-6pmWebsite

Smolak Farms is home to loads of farm animals, including baby sheep, goats, swans, and fallow deer. There’s also a playground for little ones, hay rides in the fall, pick your own fruit, and a delicious farm stand with a bakery, gift shop, and ice cream counter.

4.) Tougas Family Farm

Address: 234 Ball Street, Northborough, Massachusetts 01532Hours: Tues-Sun 10am-5pmVisit Website

Tougas Farm is extremely family friendly and has a barnyard, playground, and farm kitchen. After apple picking, visit the barnyard to see the goats climb their mountain of stone and then enjoy farm fresh homemade baked goods, ice cream, and apple cider donuts at the Tougas Farm Kitchen.

5.) Wilson Farm Inc

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Address: 10 Pleasant St, Lexington, MA 02421Hours: Weekdays 9am-7pm, Weekends 8am-7pmVisit WebsiteWilson Farm is open year-round, and is a multiple “Best of Boston” winner. They sell locally grown produce, house baked bread and sweets, freshly prepared take home meals, their own hen house eggs, top quality meats, dairy and cheeses from New England, beautiful cut flowers, and a huge selection of lush garden and indoor plants. This farm may be more suitable for older kids and adults, as it has a fun corn maze and potato blasters in which you can launch a spud at a target in the field.6.) Smolak FarmsAddress: 315 S Bradford St, North Andover, MA 01845Hours: 8am-5pm dailyVisit WebsiteSmolak Farms has a variety of events on their website like Trick or Treat Hayrides, as well as apple and pumpkin picking.  They have a good variety of seasonal pick-your-own crops, a full service bakery, a farm stand, and a petting zoo.   It was selected as best farm by Best Of North Shore in 2012!

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7.) Shelburne Farm

Address: 106 West Acton Rd, Stow, MA 01775Hours: 9am-5pm

Visit Website

Shelburne Farm, located just 20 miles west of downtown Boston, is the oldest pick-your-own apple orchard in eastern Massachusetts. This farm is very kid friendly and has a variety of farm animals, face painting (weekends only), a John Deere Combine Hay Maze and Playground, Moon Bounce, Pedal Tractors, Hay Mountain, Tractor Discovery Zone and Tractor Playground. They also have a farmstand, greenhouse, and seasonal UPick orchards.

8.) Brooksby Farm

Address: 54 Felton St., Peabody, MA 01960Hours: 9am-5pm dailyVisit WebsiteYou pick apples, abundant farm store goods, fall birthday parties, pumpkin yard and various fall activities.  After October 15th you can cut your own Christmas Trees, and enjoy pies, jams/jellies, holiday greens, boughs, wreaths, kissing balls and more

9.) Connors Farm

Address: 30 Valley Road, Danvers, MassachusettsHours: 8am-6pm dailyVisit WebsiteConnors Farm is a lovely family-owned and operated business in the town of Danvers, just outside Salem. Throughout the year, stop by to pick up some fresh produce, baked goods, jams and more. In the fall, the cornfield gets haunted with a corn maze, hayrides and the corn cannon.


1.) Russell Orchards

Address: 143 Argilla Road, Ipswich, MA 01938Hours:  Fridays, Saturday and Sunday 12:00-5:30Visit Website

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2.) Nashoba Winery

Address: Wattaquadock Hill Road, Bolton, MA 01740Hours: Mon+Tues 11am-5pm, Wed-Fri 11am-6pm, Sat 10am-6pm, Sun 10am-5pmVisit Website

3.) Alfalfa Farm Winery

Address: 267 Rowley Bridge Road, Topsfield, MA 01983Hours: Sat+Sun 1pm-5pmVisit Website

Local Hiking Trails

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1.) Skyline Trail at Blue Hills Reservation

Address: 695 Hillside St., Milton, MAHours: 24 hours dailyVisit Website

2.) Middlesex Fells Reservation

Address: 4 Woodland Road, Stoneham, MA 02180Visit Website

3.) Mt. Misery Hiking

Address:  RT-117, Lincoln, MA 01773Visit Website

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