Where To Eat + Pick Apples in Massachusetts

One iconic thing about fall in New England is fresh delicious APPLES (and, uh, apple cider donuts!), which leads to loads of apple festivals and pick-your-own-apple opportunities. The festivals kick off a bit earlier this year so grab your calendar and make a plan! This roundup includes 7 upcoming apple festivals through November (ordered by date) + 18 places to pick your own apples in Massachusetts (ordered alphabetically by town).

And also, for those of you looking for further apple inspiration: Learn more about apples (+ enjoy a few quick recipes for babies to adults, try Michelle's homemade applesauce, check out these 12 apple recipes for your seasonal haul, and be sure to add Jeannie’s Apple Crumb Pie to your to-do list!

2018 Apple Festivals in Massachusetts

September 1 - October 28 (weekends): Smolak Farms hosts a Fall Festival every weekend through the end of October, celebrating the season and the harvest with ice cream, hayrides, a corn maze, and of course, apple picking! (North Andover)

September 13-14: Applefest at Wachusett Mountain celebrates the season with more than 100 craft exhibitors, a farmers' market, kids’ entertainment, and peak fall foliage viewing from the SkyRide, plus live music, the Giant Pumpkin Weigh-off, and Apple Pie Baking and Eating Contests (Princeton)

September 15: The Boxford Apple Festival has been a tradition for over 50 years, and features crafters, food, music, and community groups (Boxford)

September 16-October 28 (weekends): Boston Hill Farm offers Fall Festivals throughout the season with apple and pumpkin picking, homemade apple cider donuts, live music from Ronnie Chase and Russ Bennett, BBQ, a petting zoo, ice cream, and much more (North Andover)

September 22-23: Apples and delicious treats abound at The Lenox Apple Squeeze--stroll through town for children’s activities, live music, and more (Lenox)

November 2-4: At Franklin County Cider Days there are tours, cider tastings, workshops, and more in venues that span the area (Various Locations)

November 3-4: Russell Orchards hosts its annual Apples and Wine Festival with fruit wines and hard ciders, live folk music, hands-on cider pressing, make-your-own apple pie, and apple samples all weekend (Ipswich)

Where To Pick Your Own Apples In Massachusetts

1. Nashoba Valley Winery (Bolton). This winery is all about beauty; whether it's the lovely winery/restaurant setting to the many varieties of apples in color coded rows. Dogs are welcomed at this orchard!

2. Connors Farm (Danvers). This year at Connors, enjoy the corn maze, barnyard animals, games, campfires, cow milking, horse swings, a giant rocking chair, gemstone mining, and so much more.

3. Farmer Dave’s (Dracut). In addition to pick your own apples and hayrides available at Farmer Dave's, enjoy a delicious variety of vegetables and herbs for sale. This spot also offers delicious local baked goods, locally roasted coffee, locally produced soaps, maple syrup, ice cream, and more.

4. Fairmount Fruit Farm (Franklin). Take a hayride, pick your own apples, and enjoy local farm stand products at this fifth generation apple farm.

5. Carlson Orchards (Harvard). Carlson Orchards offers a peaceful spot to pick apples (over 14 varieties!), plus a farm store stocked with cider and apple crisp.

6. Doe Orchards (Harvard). At Doe Orchards, if you're not tired after wandering 25 apple acres, there are 35 acres farm open to visitors. The farm store offers its own honey, cider, maple syrup, and more.

7. Westward Orchards (Harvard). This fourth generation orchard offers delicious lunches, a barn full of fresh fruits and vegetables for purchase, apple cider doughnuts, live bluegrass, and -- of course -- pick your own apples.

8. Russell Orchards (Ipswich). In addition to delicious apples, a winery, bakery, and store loaded with local produce and ice cream, Russell Orchards has a barnyard full of animals for your littles to visit.

9. Belkin Lookout Farm (Natick). In addition to traditional picking, Belkin has lots of entertainment for kids, including farm animals, a moon bounce, train rides, a maze, and weekend special events such as camel and pony rides, live children’s entertainment, hayrides, and children’s face painting.  

10. Boston Hill Farm (North Andover). Boston Hill Farm offers a farm store with a deli and bakery, hop on hayrides, ice cream and a petting zoo where guests can feed the animals.

11. Smolak Farms (North Andover). Smolak is planning many harvest festivals this fall, in addition to their apple picking, tasty bakery treats, ice cream stand, and farm animal visits.

12. Brooksby Farm (Peabody). Enjoy apple picking, barnyard animal visits, and special events throughout the fall season at Brooksby. Their farm stand also offers flowers and vegetables.

13. Dowse Orchards (Sherborn). This orchard has been offering delicious apples since 1778. Maple syrup is available for sale, along with preserves, fresh sweet apple cider, and harvest vegetables.

14. Carver Hill Orchard (Stow). What with the delicious warm cider doughnuts and old-time orchard feel, Carver Hill provides a great respite from the city hustle and bustle. They also offer ice cream, cheese, cider, and jam.

15. Honeypot Hill Orchard (Stow). Honeypot offers a fun orchard atmosphere with apples to pick or to purchase at their farm store. There are also farm animals, hayrides, and hedge mazes.

16. Shelburne Farm (Stow). In addition to gorgeous apple picking with more than 80 varieties grown, , enjoy cider doughnuts, hay rides, a tractor playground, pony rides, and lots of children's activities.

17. Parlee Farms (Tyngsboro). At Parlee, there are over 20 varieties of apples to pick, with a hayride into the orchard available on weekends. At the farm stand, watch apple cider doughnuts being made, pick up an apple crisp, play with farm animals, or enjoy the hay play area.

18. Drew Farm Country Store (Westford). At Drew Farm, enjoy free tractor rides to the orchard, fireside s'mores, picnicking throughout the orchard, and a superlative apple crop.

Where to eat and pick your own apples in Massachusetts

Where to eat and pick your own apples in Massachusetts