Where To Eat + Pick Apples in Massachusetts

Ready for apple festivals and pick-your-own apple adventures? Look no further because today we’re all about celebrating the fresh, crisp, delicious apple goodness that fall in New England always brings (and, um, apple cider donuts!). This roundup includes 10 upcoming apple festivals through November (ordered by date) + 19 places to pick your own apples in Massachusetts (ordered by town). Grab your calendar and make a plan! 

If you need a little more apple inspiration: Learn more about apples (+ enjoy a few quick recipes for babies to adults, try Michelle'shomemade applesauce, check out these12 apple recipes for your seasonal haul, and be sure to add Jeannie’s Apple Crumb Pie to your to-do list!

2019 Apple Festivals in Massachusetts

1. Now - October 27 (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)

2. September 14: Head to this free Apple Harvest Fair for fun, train rides, midway games, homemade chowder, apple crisp, and baby animals (East Walpole)

3. September 15-October 27 (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)

4. September 19-20: 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, and Apple Pie Baking and Eating Contests (Princeton)

5. September 19-22: From contra dancing, parades, and hiking to ice cream, BBQ, and a pancake breakfast, Northborough Applefest offers 30 unique events to celebrate and enjoy the harvest (Northborough)

6. September 21: The Boxford Apple Festival, featuring crafters, food, music, and community groups, has been a tradition for over 50 years (Boxford)

7. September 21-22: Apples and delicious treats abound at The Lenox Apple Squeeze--stroll through town for children’s activities, live music, and more (Lenox)

8. October 5: The Dudley Grange Apple Festival features live music, tug-of-war and apple pie eating contests for all ages, games, craft vendors, and a bounce house (Dudley)

9. November 1-3: Franklin County Cider Days celebrate all things apple with tours, cider tastings, workshops, and more in venues that span the area (Various Locations)

10. November 2-3: 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. Cider Hill Farms (Amesbury). If you’re around September 13, hop over to their free Early Season Apples farm tasting. Otherwise, you can pick apples and more daily!

2. 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!

3. 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.

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

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

6. 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.

7. 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.

8. 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.

9. 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.

10. 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.  

11. 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.

12. 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.

13. 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.

14. 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.

15. 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.

16. 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.

17. 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.

18. 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.

19. 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