Things to Do in New Ashford Massachusetts
Updated July 7, 2024 at 7:47 pm
Discover the hidden gems and attractions of New Ashford, Massachusetts, a quaint town offering outdoor adventures, historical sites, and local charm in the Berkshires.
Discover the Natural Beauty of Mount Greylock State Reservation
If you are looking for an outdoor adventure, Mount Greylock State Reservation is the place to be.
Located at the highest point in Massachusetts, Mount Greylock offers breathtaking views that you won’t want to miss.
The Appalachian Trail runs across the reservation, providing ample opportunities for hiking and exploring.
There are multiple trails of varying difficulty, so you can choose one that matches your fitness level and experience.
During fall, the foliage here is simply stunning, making it one of the best times to visit.
Summit Road allows you to drive to the top if hiking isn’t your thing.
Pack a picnic and enjoy it at one of the scenic spots while taking in the views of the Berkshires.
While you’re there, you might also like to visit Bascom Lodge, which offers comfortable accommodations and meals.
Step Back in Time at The Susan B. Anthony Birthplace Museum
History buffs will appreciate a visit to The Susan B. Anthony Birthplace Museum.
This museum offers a glimpse into the early life and legacy of Susan B. Anthony, a leader of the women’s suffrage movement.
The well-preserved home is filled with artifacts, documents, and exhibits that showcase her important contributions to American history.
Located nearby in Adams, it’s just a short drive from New Ashford and definitely worth a stop.
If you’re planning a day trip, consider combining your visit here with a walking tour of the historical sites in the area.
The museum frequently hosts special programs and events, so check their schedule before you go.
For anyone interested in women’s rights and social justice, this is an inspiring and educational stop.
Savor Local Flavors at The Mill on the Floss
Enjoy a fine dining experience at The Mill on the Floss.
This charming restaurant offers a menu filled with French-inspired dishes made from locally-sourced ingredients.
Set in a historic building, the ambiance is both elegant and cozy, making it perfect for a romantic dinner or a special celebration.
The wine list is extensive, offering a variety of options to complement your meal.
Reservations are recommended, especially on weekends when it can get quite busy.
It’s said that people rave about the filet mignon and the fresh seafood dishes, so those might be worth trying.
If you’re a dessert lover, don’t miss the chocolate mousse – it’s a local favorite.
For a more casual dining experience, consider visiting the bar area, where you can enjoy a cocktail and a lighter menu.
Shop and Stroll at Local Farmers Markets
Supporting local farmers and artisans is a great way to experience the community vibe in New Ashford.
The farmers markets here are filled with fresh produce, handmade crafts, and delicious baked goods.
Visiting these markets is not just about shopping; it’s also about enjoying the lively atmosphere and engaging with local vendors.
It’s a wonderful opportunity to pick up some unique souvenirs and gifts.
If you’re visiting in the summer or fall, these markets are typically in full swing, offering a wide range of seasonal products.
Many vendors accept cash and credit cards, but it’s always a good idea to have some small bills on hand.
Early mornings are usually the best time to get fresh produce before it sells out.
For those who enjoy cooking, you might find some unique ingredients to bring back home and experiment with.
This is a great way to support small businesses while enjoying the best of what the region has to offer.
Speaking of local markets, it’s always fascinating to explore the top farmers markets for organic selections.
Relax at Ashuwillticook Rail Trail
The Ashuwillticook Rail Trail is a perfect spot for leisurely activities.
This 10-foot wide, 11-mile-long pathway is great for walking, biking, and rollerblading.
The scenic trail passes through Cheshire, Lanesborough, and Adams, offering picturesque views of the Berkshire Mountains and Lake Cheshire.
There’s also plenty of wildlife to observe, making it a good option for nature enthusiasts.
Benches along the path provide spots to rest and take in the surroundings.
It’s typically less crowded on weekdays, so that might be the best time if you prefer a quieter experience.
Free parking is available at various points along the trail, making it accessible for everyone.
If you’re into photography, this is a great place to capture some beautiful shots of nature.
Don’t forget to bring water and snacks, especially if you plan on covering a longer distance.
For similar picturesque trails, you might also enjoy visiting the best trails in Rhode Island to satisfy your hiking enthusiast spirit.
Enjoy a Relaxing Day at Margaret Lindley Park
If you’re looking for a quiet, scenic spot to unwind, Margaret Lindley Park is a hidden gem in New Ashford, Massachusetts.
This beautiful park features a tranquil pond, perfect for a leisurely swim during the summer months.
Surrounded by lush greenery and shaded picnic areas, it’s an ideal location for a family outing or a romantic picnic.
The park also has a small playground, making it a great place for families with young children.
Weekdays are usually less crowded, so if you prefer a more peaceful experience, that’s the best time to visit.
People often comment on the park’s cleanliness and well-maintained facilities, which add to its charm.
It’s a lovely spot to relax and enjoy nature without straying too far from town.
If you’re into birdwatching, bring your binoculars – you might spot some interesting local bird species.
During the fall, the park’s foliage is stunning, offering fantastic photo opportunities.
Explore Shaker Farms
Located just a short drive from New Ashford, Shaker Farms is a unique destination that offers a glimpse into the area’s agricultural heritage.
Visitors can take guided tours of the farm, learning about the Shaker way of life and their innovative farming techniques.
The farm is known for its organic produce, which you can purchase directly from their farm stand.
People often praise the farm’s friendly staff, who are more than happy to share their knowledge and answer any questions.
In the fall, the farm hosts apple picking and pumpkin patches, making it a great destination for families.
It’s said that the farm’s homemade pies and apple cider are must-tries, so be sure to stop by the farm stand before you leave.
This authentic farm experience allows you to connect with the land and learn more about sustainable farming practices.
While you’re in the area, it’s also worth visiting some of the more serene coastal retreats .
Get Artsy at the Williamstown Theatre Festival
Just a short drive from New Ashford, the Williamstown Theatre Festival is a must-visit for art and culture enthusiasts.
This renowned festival, held annually, showcases a variety of performances ranging from classical plays to modern dramas.
Many attendees rave about the high quality of the productions and the impressive talent of the performers.
If you plan to visit during the summer, purchasing tickets in advance is highly recommended as shows often sell out quickly.
Even if you’re not a theatre aficionado, attending one of these performances is a delightful experience that adds a cultural touch to your trip.
The festival also hosts workshops and readings, providing a deeper insight into the world of theatre.
For a full cultural day, consider combining your theatre visit with a stop at nearby museums and galleries.
The lively atmosphere of the festival makes it a perfect activity for a fun and enriching evening out.
For those interested in other local events, you might find unexplored educational stops equally interesting.
Indulge in a Sweet Treat at Gould Farm Bakery
No trip to New Ashford is complete without a visit to the Gould Farm Bakery.
This local bakery offers a delectable variety of baked goods, all made with love and care.
Visitors often rave about their fresh-from-the-oven bread, pastries, and cookies.
The bakery also features a cozy café where you can sit down and enjoy a cup of coffee with your treat.
It’s a great place to unwind, and the friendly staff makes the experience even more enjoyable.
If you have dietary restrictions, you’ll be pleased to know that they offer gluten-free and vegan options as well.
Stop by early in the day for the best selection, as popular items tend to sell out quickly.
Bring some goodies back with you to enjoy a taste of New Ashford even after your trip is over.
Join a Workshop or Class at IS183 Art School
Unleash your creativity by participating in a workshop or class at the IS183 Art School.
Located nearby in Stockbridge, this art school offers classes for all skill levels, from beginners to advanced artists.
People often mention how inspiring and supportive the instructors are, making it a great environment to learn and grow.
The school offers a variety of courses, including painting, pottery, photography, and more.
Joining a class here is not only educational but also incredibly fun and therapeutic.
For those visiting with family, they have special classes designed for kids and teens as well.
Check their schedule in advance to find a class that fits your interests and timeframe.
Consider bringing home a piece of art that you created as a memorable souvenir of your trip to New Ashford.
Stargaze at Sheep Hill
For those who love stargazing, Sheep Hill offers a perfect spot to admire the night sky.
This open field area provides unobstructed views, making it ideal for astrophotography and astronomy enthusiasts.
People often mention how clear and breathtaking the night sky looks from this location.
If you’re visiting during a meteor shower or astronomical event, head out to Sheep Hill for an unforgettable experience.
Remember to bring a blanket or a lawn chair for a comfortable stargazing session.
It’s also a fantastic spot for a nighttime picnic or a romantic evening under the stars.
Before you go, check the weather forecast and moon phases for the best viewing conditions.
Enjoying the natural beauty of the night sky is a peaceful and awe-inspiring way to end your day in New Ashford.
Find Peace at the Chesterwood Museum and Gardens
Explore the beautifully landscaped gardens and historical exhibits at the Chesterwood Museum.
This museum is the former summer home and studio of sculptor Daniel Chester French, best known for his work on the Lincoln Memorial in Washington, D.C.
Visitors often highlight how peaceful and inspiring the gardens and surrounding woodlands are.
The museum showcases a collection of French’s works, studio tools, and personal artifacts.
It’s a fantastic place to learn more about American art and sculpture.
Guided tours are available and highly recommended to get deeper insights into French’s life and work.
Bring a camera to capture the scenic beauty and the intricate details of the sculptures.
For a more laid-back visit, simply wander through the gardens and enjoy the tranquil atmosphere.
Attend an Event at New Ashford Town Hall
The New Ashford Town Hall serves as the hub for community events and gatherings.
Throughout the year, the town hall hosts a variety of events, from holiday celebrations to craft fairs.
These events are a wonderful way to meet locals and get a taste of the community spirit.
Check the town’s event calendar to see what’s happening during your visit.
Whether it’s a potluck dinner, a flea market, or a community play, there’s always something interesting going on.
Participating in these events is a great way to feel a part of the community and enjoy some local hospitality.
Go Fishing at Cheshire Reservoir
If you enjoy fishing, Cheshire Reservoir offers ample opportunities to catch a variety of fish.
This scenic reservoir is popular among both locals and visitors for its tranquil setting and abundant fish.
It’s a peaceful spot to spend a morning or afternoon with a fishing pole in hand.
You might catch bass, trout, or perch, depending on the season and your luck.
Remember to bring your fishing gear and a valid Massachusetts fishing license.
Try to visit early in the morning or late in the afternoon for the best fishing conditions.
Even if you’re not into fishing, the reservoir is a lovely place for a leisurely walk or picnic.
Stay at a Cozy Bed and Breakfast
For a more intimate and personalized lodging experience, consider staying at a local bed and breakfast.
New Ashford and the surrounding areas have several charming B&Bs that offer comfortable accommodations and warm hospitality.
Guests often rave about the home-cooked breakfasts and the cozy, homelike atmosphere.
Staying at a B&B gives you a chance to meet and interact with the hosts, who can provide insider tips and recommendations.
It’s a wonderful way to experience local culture and make your trip more memorable.
Be sure to book your stay in advance, especially during peak travel seasons.
For more luxurious lodging options, you might be interested in exploring premier hotels and sumptuous retreats during your trip.
Experience the Art at the Clark Art Institute
No visit to New Ashford and its surroundings would be complete without a trip to the Clark Art Institute in nearby Williamstown.
This renowned museum is home to an impressive collection of European and American art, including works by Renoir, Degas, and Homer.
People often commend the museum’s beautiful architecture and serene setting, making it a delightful cultural experience.
The museum frequently hosts special exhibitions, so there’s always something new to see.
The extensive grounds also offer walking trails and stunning views, perfect for a relaxing stroll after exploring the galleries.
Consider attending one of the museum’s lectures or workshops to get a deeper understanding of the art on display.
The Clark combines world-class art with a tranquil atmosphere, making it a must-visit for art lovers.
The museum’s on-site café offers a pleasant setting for a light meal or coffee break during your visit.
Discover Berkshire Botanical Garden
Located a short drive from New Ashford, Berkshire Botanical Garden is a picturesque spot worth exploring.
This 24-acre garden is open year-round and features a diverse array of plants, flowers, and trees.
Visitors often highlight the garden’s peaceful ambiance and beautifully maintained landscapes.
Throughout the year, the garden hosts various educational programs, workshops, and events focused on gardening and horticulture.
Spring and summer are particularly lovely times to visit, with colorful blooms and lush greenery.
The garden also offers plenty of spots to sit and relax, making it a perfect place for a quiet afternoon.
If you’re a plant enthusiast, you might find some unique species to photograph and learn about.
Before you leave, stop by the garden’s shop, which offers a variety of plants, gardening tools, and books.
Go on a Guided Mushroom Foraging Tour
If you’re interested in nature and unique culinary experiences, why not try a guided mushroom foraging tour?
These tours are offered by local experts who can teach you how to identify and safely collect edible mushrooms.
Participants often rave about how informative and enjoyable these tours are, providing a hands-on learning experience.
The forests around New Ashford are rich with a variety of mushroom species, making it an ideal location for foraging.
Mushroom hunting is a great way to connect with nature and possibly bring home some delicious, fresh ingredients.
Make sure to wear comfortable walking shoes and dress appropriately for outdoor conditions.
Check the schedule of local foraging experts to join a tour that fits your itinerary.
Foraging can be a fun and educational activity for individuals, couples, or families.
Take a Scenic Drive on the Mohawk Trail
For those who appreciate scenic drives, the Mohawk Trail offers breathtaking views and charming stops along the way.
This historic route stretches across northwestern Massachusetts and features beautiful forested areas, rivers, and mountain views.
People often mention how serene and picturesque the drive is, especially during the fall when the foliage is vibrant.
Along the trail, you’ll find quaint towns, scenic overlooks, and opportunities for hiking and picnicking.
Driving the Mohawk Trail is a relaxing way to experience the natural beauty of the Berkshires.
Take your time to stop at various points of interest, such as Shelburne Falls and Natural Bridge State Park.
This drive is perfect for a leisurely day trip, allowing you to explore at your own pace.
If you love taking photos, you’ll find plenty of scenic spots to capture the beauty of the region.
Experience Thrills at Jiminy Peak Mountain Resort
For those seeking adventure, Jiminy Peak Mountain Resort in nearby Hancock offers a wide range of activities year-round.
During the winter, it’s a popular destination for skiing and snowboarding, featuring well-groomed trails for all skill levels.
In the summer, the resort transforms into an outdoor playground with mountain biking, hiking, and an aerial adventure park.
People often highlight the resort’s family-friendly atmosphere and variety of activities available.
The resort also offers scenic chairlift rides, providing beautiful views of the surrounding area.
If you’re looking for an adrenaline rush, don’t miss the Alpine Slide, a thrilling ride down the mountain.
Jiminy Peak also has a cozy lodge and several dining options, making it a great place to spend the day.
Relax at Lake Shaftsbury State Park
For a relaxing day by the water, consider visiting Lake Shaftsbury State Park, just a short drive from New Ashford.
This park features a picturesque lake perfect for swimming, fishing, and paddle boating.
The park’s clean and well-maintained beach area is great for families with kids.
People often mention the park’s peaceful setting and scenic beauty, making it an ideal spot for a picnic.
You can rent paddle boats, canoes, and kayaks to explore the lake at your own pace.
If you enjoy hiking, the park offers several trails with varying levels of difficulty.
Spend a leisurely day at Lake Shaftsbury State Park to unwind and enjoy nature.
The park is also a wonderful place for birdwatching, with several species commonly spotted in the area.
Unwind at Spring Street Market & Cafe
After a busy day exploring, unwind with a delicious meal at Spring Street Market & Cafe in nearby Williamstown.
This charming eatery offers a variety of freshly made sandwiches, salads, and pastries.
Visitors often praise the friendly service and cozy atmosphere.
The café also features a small market area with a selection of local and gourmet products.
If you’re looking for a great coffee spot, their espresso drinks are highly recommended.
Spring Street Market & Cafe is a perfect place to relax and refuel before continuing your adventures.
For a sweet treat, try one of their homemade desserts – they’re a hit with both locals and visitors.
Take a Yoga Class at Grounded Yoga Studio
If you’re looking to relax and rejuvenate, consider taking a yoga class at Grounded Yoga Studio.
This local studio offers a variety of classes suitable for all levels, from beginners to advanced practitioners.
People often highlight the calming atmosphere and supportive instructors.
The studio provides all necessary equipment, so you can simply show up and enjoy your practice.
Classes range from gentle, restorative yoga to more vigorous, vinyasa flows.
Attending a yoga class is a wonderful way to unwind and find inner peace during your trip.
For those looking to immerse themselves even further, exploring some leading yoga retreats might be of interest.
Explore the Scenic Trails at Field Farm
Located nearby in Williamstown, Field Farm offers several scenic trails that are perfect for a leisurely hike.
This 316-acre property features diverse landscapes, including meadows, wetlands, and woodlands.
People often praise the property’s natural beauty and the peacefulness of its trails.
The trails are well-marked and suitable for all fitness levels, making it a great spot for a family outing.
Field Farm also has a bed and breakfast if you want to extend your stay and fully immerse yourself in nature.
Bring a camera to capture the stunning views and abundant wildlife.
Visit the Hancock Shaker Village
Experience a piece of American history by visiting Hancock Shaker Village, a living history museum.
This well-preserved site offers a glimpse into the daily lives of the Shakers, a religious and communal society.
Visitors often highlight the beautifully restored buildings and informative exhibits.
Guided tours provide deeper insights into Shaker culture, craftsmanship, and agriculture.
The village also hosts various events and workshops, such as traditional crafts and cooking demonstrations.
It’s a perfect place for history buffs and those interested in sustainable living practices.
The on-site café offers a selection of farm-to-table meals, providing a taste of local flavors.
Visit the Berkshire Museum
For a mix of art, history, and natural science, head to the Berkshire Museum in nearby Pittsfield.
This eclectic museum features a diverse range of exhibits, from ancient artifacts to contemporary art pieces.
People often praise the museum’s engaging and well-curated displays.
The museum also offers hands-on activities and educational programs for children and families.
It’s a great place to spend a few hours exploring and learning something new.
The museum frequently updates its exhibits, so there’s always something different to see with each visit.
After exploring the museum, take a stroll through downtown Pittsfield to enjoy its shops and restaurants.
Enjoy a Picnic at the Natural Bridge State Park
Enjoy a scenic picnic at Natural Bridge State Park, home to the only natural white marble arch in North America.
This unique geological formation is a fascinating sight and provides a breathtaking backdrop for a day out.
Visitors often mention the serene environment and well-maintained facilities.
The park has several picnic areas and walking trails, making it an ideal spot for a relaxing outing.
Take a walk along the trails to explore the natural beauty and striking marble features.
If you’re interested in geology, the park offers informative displays and guided tours.
The park is especially beautiful in the fall, with colorful foliage adding to the scenic views.
For those looking to explore more unique natural attractions, consider visiting other state parks in the region.
Bike Through the Ashuwillticook Rail Trail
One of the best ways to explore the natural beauty of New Ashford is by biking through the Ashuwillticook Rail Trail.
This scenic trail stretches for over 11 miles, offering stunning views of the Berkshire Mountains and local waterways.
Visitors often praise the trail’s smooth surface and well-maintained conditions.
The trail is suitable for all levels of cyclists, making it a great activity for families and casual riders.
Along the way, you’ll find several spots to stop and enjoy a picnic or simply take in the scenery.
If you don’t have a bike, there are local rental shops that can provide everything you need for a day of cycling.
Remember to bring water and wear appropriate gear to stay comfortable during your ride.
Find Serenity at Hop Brook Wildlife Sanctuary
For those who love nature and wildlife, a visit to Hop Brook Wildlife Sanctuary is a must.
This serene sanctuary offers several trails that wind through diverse habitats, including wetlands and forests.
Visitors often highlight the sanctuary’s peaceful atmosphere and abundant wildlife.
It’s a great spot for birdwatching, with many species regularly seen in the area.
The trails are suitable for all fitness levels, making it a perfect destination for a relaxing hike.
Bring your binoculars and camera to capture the beauty of the sanctuary and its inhabitants.
A visit to Hop Brook Wildlife Sanctuary is a wonderful way to connect with nature and unwind.
For more nature-oriented activities, you might also enjoy exploring some of the local dog parks and nature trails.
Avery Ingram
Contributor