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Monadnock Region

Your summer road trip itinerary for the Monadnock region.
This summer, take a cruise through the Monadnock Region where soft rolling hills and stunning natural landscapes offer the perfect backdrop to your summer adventures. Ready to hit the road? Here are a few stops to add to your drive:

New England Sweetwater Farm & Distillery (136 Main Street, Winchester) Make an escape to sip on full-flavored, artisan liquors including vodka, gin, bourbon, rum, and unique creations like chocolate whiskey in a warm and welcoming tasting room on the banks of the Ashuelot River.

Pickity Place (248 Nutting Hill Road, Mason) Looking for an unforgettable dining experience? Reserve yourself a spot for one of Pickity Place’s renowned 5-course lunches featuring homegrown seasonal ingredients and imaginative cuisine you won’t find anywhere else.

Kimball Farm (158 Turnpike Road, Jaffrey) It wouldn’t be a summer road trip without a stop for ice cream. Kimball Farm serves a perfect summer menu of farm-fresh fried seafood, and homemade ice cream with a fun Country Store to browse right onsite.

Beaver Brook Falls (Located at the end of Washington Street Ext., Keene) The Monadnock region is full of surprises, like this hidden swimming hole with a rushing waterfall located on a 1.6 mile trail through the forest.

Hillsboro Summer Festival (29 Preston Street, Hillsboro) Visit between July 13 and 16, 2023 to experience a true summer celebration with live music, carnival rides, a town parade, beer tent for the 21+ crowd, and more!

Monadnock Berries (545 West Hill Road, Troy) Take advantage of the season and visit a second generation family farm where you can pick your own delicious blueberries, currants, gooseberries, and raspberries to take with you on the road!

On your way through the region, be sure to carve out time to explore the charming towns of Keene and Peterborough.
  • Keenes Main Street is home to a delightful collection of welcoming small businesses well worth a detour, such as Bowerbird & Friends, a unique antique group shop featuring antiques, gifts, and art. For those looking to explore by foot or pedal, the Drummer Hill Conservation Area offers a beautiful woodland area with over 18 miles of mountain biking and walking trails. Hidden Gem: If you visit during June, you’ll find Main Street transformed into an outdoor art gallery, with thoughtful works decorating the quaint downtown for 10 days.

  • Just 20 miles east, you’ll reach Peterborough: another gem of the region studded with local attractions like the Waterhouse Restaurant, a casual yet elegant waterfront eatery along the Nubanusit River. Or Twelve Pine, an innovative cafe-style restaurant and gourmet marketplace. Hidden Gem: Peterborough is home to the only professional producing theatre in the region and one of the oldest summer stock companies in the country: The Peterborough Players. Check out their calendar of productions and enjoy a show!

Looking for even more to explore? Be sure to check out these additional Monadnock Region Road Trips:

Find a Place to Stay in the Monadnock Region


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