Need a peaceful getaway in the foothills of the Berkshires? Head to Ashfield! Discover scenic drives, charming farms, artful vibes, and outdoor adventures. Whether you're leaf-peeping in fall, enjoying summer swims, or exploring local shops, Ashfield is a hidden gem with timeless New England charm.

Best Time to Visit

The best time to visit Ashfield is from late spring to mid-fall (May through October). The area bursts with wildflowers in spring, summer fun at Ashfield Lake, and brilliant foliage in autumn.

How to Get There

  • If you are traveling by car: Ashfield is located off Route 112, about 30 minutes west of Northampton and under 2 hours from Boston.
  • By Bus/Train: Public transit is limited, but Peter Pan buses and Amtrak serve nearby towns like Northampton or Greenfield. A car is recommended for exploring.
  • By Air: Bradley International Airport (BDL) in Connecticut is about 1.5 hours away.

Where to Stay

  • The Inn at Norton Hill – A charming country inn offering classic New England hospitality and garden views.
  • Airbnbs & Farm Stays – Cozy cabins, hilltop retreats, and farmhouses give visitors an authentic countryside experience.
  • Berkshire-area Hotels – Additional lodging can be found in nearby Shelburne Falls or Northampton.

Top Attractions

1.Hike and Cool Off at Chapel Brook’s Scenic Trails and Falls

Hike and Cool Off at Chapel Brook’s Scenic Trails and Falls

© lenonka/stock.adobe.com

Chapel Brook is a tributary of the South River and a 173-acre preserve along the brook in southeast Ashfield. The Chapel Brook reservation contains Chapel Falls, a cascade of three waterfalls on Chapel Brook, 10 feet, 15 feet and 20 feet high. Pony Mountain, known as Chapel Ledge, a 100-foot open granite cliff face are also located within the park. The ledge is a popular rock climbing site. Hiking to the top of Pony Mountain, then cooling off in the summer in the chilly waters of the brook and pools below the waterfalls is one of the favorite destinations in the area. The panoramic views of the Highlands and the Berkshires foothills of the Berkshires are spectacular and well worth the hike.

Ashfield, MA

2.Experience Bold Storytelling at Double Edge Theatre

Experience Bold Storytelling at Double Edge Theatre

© metamorworks/stock.adobe.com

Double Edge Theatre is an artist-run non-profit organization founded by Stacy Klein in 1982. The Double Edge group creates performance cycles that tour internationally. The Chagall Cycle, which includes plays called The Odyssey, Shahrazad, and The Grand Parade, portray the life, work and imagination of Russian-Jewish artist Marc Chagall. The Latin American Cycle is inspired by the surrealist visual art and literature and magical realist literature of South America especially of Leonora Carrington and Alejandro Jodorowsky. Double Edge worked from Boston until 1994, when it moved to a 105-acre former dairy farm in rural Ashfield, MA, where it created a sustainable artistic home. Double Edge's mission is to create a ‘living culture’ by developing the original theatre performance based on the interaction of an actor with the community where the performance takes place.

948 Conway Rd, Ashfield, MA 01330, Phone: 413-628-0277

Activities and Attractions for Couples:

3.Pick Fresh Berries and Explore Nature at Bug Hill Farm

Pick Fresh Berries and Explore Nature at Bug Hill Farm

© Bug Hill Farm

Bug Hill Farm is a berry farm located in Ashfield, MA, best known for their Pick Your Own Berries. While picking juicy, ripe berries, the visitors can walk the trails, enjoy the view of the land and the pond and maybe even spot a beaver, otter or Great Blue Heron. After the visit, a visit to the farm store will allow them to stock up with fruit cordials, berry shrubs they can plant in their own garden and fruit preserves. All their products are made from local fruit, including some of their own raspberries, black currants and aronia. They also use other local producers’ organic berries, honey and organic sugar. The farm is dedicated to managing the land following regenerative and organic practices, which result in nutrient-dense berries and native habitats healthy for wildlife and pollinators.

502 Bug Hill Rd, Ashfield, MA 01330, Phone: 413-628-3980

4.Wander the Wild Woodlands of Bear Swamp

Wander the Wild Woodlands of Bear Swamp

© robertuzhbt89/stock.adobe.com

Bear Swamp is a forested park in Ashfield, Massachusetts owned and managed by the Trustees of Reservations. Bear Swamp was originally a sheep pasture and then a source of firewood and lumber, but in early 1960s Rev. Philip and Esther Steinmetz started buying the land concerned that Ashfield was on the way to losing its wild places. They gave the area to the public in 1968. Once it was left alone, it quickly turned into untouched wilderness. The land is well-drained and fertile and once it was protected started growing hardwood trees such as ash, hickory, basswood, maple and cherry. Three miles of trails run through the park. The Beaver Brook Trail follows the southern edge of a small pond and wet meadow with an old beaver dam. The Fern Glade Trail is surrounded by lush ferns and wildflowers. The Lookout Trail offers a beautiful view from the Apple Valley Overlook.

Ashfield, MA

Must-see if you are a first-time visitor:

  • Ashfield Lake – If you love swimming, kayaking, or a laid-back summer beach day.
  • Bear Swamp Reservation – Hike serene woodland trails with mountain views and wetlands.
  • The Ashfield Fall Festival – Crafts, food, music, and a quintessential small-town vibe every October.
  • Local Farms & Orchards – Visit pick-your-own apple farms, maple sugarhouses, or flower stands in season.

Where to Eat

  • Elmer’s Store – Beloved spot for comfort food, baked goods, and live music (check hours before visiting).
  • Ashfield Lake House – Lakeside tavern serving burgers, beers, and laid-back bites in summer.
  • West End Pub (Shelburne Falls) – Worth the drive for riverside dining and classic pub fare.

If you are interested in local events:

  • Ashfield Fall Festival (October) – Handmade crafts, local food, music, and small-town fun along Main Street.
  • Farmers’ Markets – Seasonal farm stands and weekend markets offer fresh produce and local goods.
  • Double Edge Theatre Shows – Seasonal performances in a unique rural setting—check for summer and fall productions.

If you are looking for unique day trips within 30 Minutes of Ashfield, Massachusetts:

  • Shelburne Falls (15–20 min) – Walk the Bridge of Flowers, see the Glacial Potholes, and browse artisan shops.
  • Northampton (30 min) – College-town energy, indie bookstores, galleries, and lively dining scene.
  • Deerfield (25 min) – Explore Historic Deerfield Village and the Yankee Candle flagship store.
  • Charlemont (20–25 min) – Zipline through the treetops, raft the Deerfield River, or ski at Berkshire East.
  • Conway (10–15 min) – Quiet countryside roads, hiking trails, and local artisans.
  • Greenfield (25–30 min) – Catch a show, shop downtown, or hike Poet’s Seat Tower.

Frequently Asked Questions:

  • Where is Ashfield located?
    • Ashfield is a charming small New England town nestled in the foothills of the Berkshires, known for its stunning landscapes and rich history.
  • What makes Ashfield a special place to visit?
    • The town offers gorgeous scenery year-round, a quaint historic downtown, and a welcoming community that draws visitors who often end up staying.
  • What attractions can visitors explore in Ashfield?
    • Visitors can enjoy Elmer’s, a 100-year-old breakfast spot, a cool old hardware store, a library, a museum, and a beautiful town hall.
  • Does Ashfield offer any cultural activities?
    • The town is home to three different theatre companies, bringing a vibrant arts scene to the community.
  • What outdoor activities can visitors enjoy?
    • Ashfield boasts a lake with a swimming beach, perfect for relaxation and enjoying nature.

At a Glance:


Best Time to Visit Places to Stay Tips for Visiting
Spring (March-May) – Mild temperatures and blooming flowers. The Inn at Norton Hill – A charming historic inn in the heart of Ashfield. Visit Chapel Brook Falls – Enjoy scenic waterfalls and hiking trails.
Summer (June-August) – Warm weather, great for outdoor adventures. Edge Hill Golf Course & Lodge – A cozy stay with beautiful countryside views. Explore Ashfield Lake – A great spot for swimming, kayaking, and picnicking.
Fall (September-November) – Stunning autumn foliage and crisp air. Bear Swamp Orchard & Cidery – A unique stay offering cider tastings and farm experiences. Drive the Mohawk Trail – A scenic route with breathtaking fall colors.

Plan Your Trip


Table of Contents: