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Monadnock Region

Your fall road trip itinerary for the Monadnock region.
Explore the quintessential country charm you’ll find along the Monadnock Region Loop as you bask in the glow of autumn with shades of red, yellow and orange decorating the rural landscape.

New Hampshire continues to closely monitor the developments regarding COVID-19 and the Delta variant. As a reminder, you are encouraged to contact any property prior to visiting to find out if there are any changes in hours or specific reservation requirements.

Alyson’s Orchard (57 Alyson’s Lane, Walpole) A pick your own experience perfect for the whole family awaits you this fall at Alyson’s Orchard. Set on a hillside overlooking the Connecticut River Valley, visitors will enjoy scenic views in a peaceful setting and acres and acres of apples (more than 50 varieties), ripe and ready for picking.

Stonewall Farm (242 Chesterfield Road, Keene) Fall at this working dairy farm is filled with hands-on activities and tours that demonstrate and educate about regenerative farming, food security, and healthy communities.   

Ashuelot Recreational Rail Trail This rail trail stretches about 22 miles and runs from Keene to Hinsdale. Access the trail in Keene and spend some time walking or biking a stretch of it. Look for historical landmarks and abandoned mills along the route. What a great way to enjoy a crisp fall day by getting out to explore nature.    

Cheshire Railroad Stone Arch Bridge Photo Opp (Route 101, Keene) This local piece of history was once a critical link in the former Cheshire Railroad. The Stone Arch Bridge spans the Branch River and is simply massive looking when you stand in front of it!  
Perkins Pond Photo Opp (Route 124, Troy) Travel along Route 124 to Troy for a gorgeous view of Mount Monadnock reflecting in the waters of Perkins Pond. At 3,165 feet it towers over any other peaks in the region, and provides a perfect backdrop to this season’s colorful scenery.

Rosaly’s Garden and Farm Stand (63 NH-123, Sharon) Get your fill of fresh fruits and vegetables at the oldest and one of New Hampshire’s largest certified organic farms! Fall is one of the best times to stop at the farm and discover the bounty of fresh produce and the fields of pick your own flowers.

Miller State Park (13 Miller Park Road, Peterborough) Head to Miller State Park to explore New Hampshire’s oldest State Park. Drive to the summit via the auto road, or take one of several trails that will take you to the top. Check out views of nearby Mt. Monadnock and on a clear day enjoy vistas of Mt Washington and the Boston Skyline.  

Shieling Forest (395 Old Street Road, Peterborough) This small forest is tucked away in the town of Peterborough. It’s a perfect place to stop and stretch your legs and do a little wandering along the trails to the bridges, brooks and boulders; there’s even a wildflower garden. If you time it just right, the leaves will be turning brilliant shades of red, orange and yellow creating stunning scenery. 

Pit Stops:
Eat: Local Burger (82 Main Street, Keene), Dublin Road Taproom & Eatery (53 Dublin Road, Jaffrey), Cooper’s Hill Public House (6 School Street, Peterborough), Twelve Pine (11 School Street, Peterborough).

Shop: A market that features more than 250 artisans, Hannah Grimes Marketplace is a one of a kind gift shop. Kimball Farm in Jaffrey is known for its seafood and ice cream, but they also have a Country Store to peruse!  Save some time for exploring in Peterborough with stops at Ava Marie Handmade Chocolates, Monadnock Oil & Vinegar and Peterboro Basket Factory Outlet.


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