Things to Do in Ashland Massachusetts
Updated July 2, 2024 at 1:27 pm
Discover the best attractions, activities, and hidden gems in Ashland, Massachusetts, from scenic parks to local dining and shopping experiences. Explore everything this charming town has to offer in our comprehensive guide.

Explore the Ashland State Park
One of the primary attractions in Ashland, Massachusetts, is the beautiful Ashland State Park.
Covering over 470 acres, this park is perfect for any nature lover looking for a serene escape.
Enjoy hiking trails that meander through the lush landscape or take a leisurely walk around the 157-acre Ashland Reservoir.
There are also ample opportunities for fishing, swimming, and picnicking.
Visiting the park is an excellent way to unwind and enjoy some fresh air away from the hustle and bustle of city life.
Visit the Warren Conference Center and Inn
Located on over 100 acres of scenic nature, the Warren Conference Center and Inn is an ideal spot for both relaxation and events.
Whether you are planning a wedding, corporate retreat, or just a quiet weekend getaway, this venue offers a wide range of facilities and services.
The center also offers various recreational activities including canoeing, volleyball, and tennis.
Booking a stay at the Inn provides the perfect combination of comfort and natural beauty, making it a must-visit.
Discover Stone Park
Stone Park is another excellent option for outdoor activities right in Ashland.
With a well-maintained playground, it is a wonderful spot for families with young children.
The park also features baseball fields, tennis courts, and a pavilion that can be rented for family gatherings or parties.
Stone Park’s tranquil setting is great for a relaxing day out with the whole family.
Check Out Local Restaurants
Ashland boasts a variety of dining options to suit any palate.
For a cozy, fine dining experience, head over to Stone’s Public House, a historic pub dating back to 1834.
They are known for their hearty meals, friendly atmosphere, and rich history.
Moody’s Delicatessen & Provisions is another must-visit, offering an array of sandwiches, charcuterie, and other gourmet items.
If you’re in the mood for a quick bite, make sure to check out Sunnyside Café for delicious breakfast and lunch options.
People often rave about their extensive menu and exceptional service.
Attend Local Festivities and Events
Ashland hosts several events throughout the year that are worth planning your visit around.
For example, the annual Ashland Day Celebration takes place every September and features a parade, live music, and various fun activities for all ages.
There is usually a farmers’ market during summer months that showcases local produce, handmade crafts, and more.
These events are fantastic opportunities to immerse yourself in the local culture and meet the friendly residents of Ashland.
Explore Nearby Attractions
If you’re open to a short drive, there are numerous interesting places to visit near Ashland.
You might consider heading over to neighboring Rhode Island to explore some of their unique and unexplored spots.
For those with a love for the beach, prime beach locations in Rhode Island for an ideal summer day are just a drive away.
Additionally, if you are a history enthusiast, you might enjoy checking out the must-see historical landmarks in Rhode Island.
Visit Local Shops and Businesses
Supporting local businesses is always a good idea when visiting a new place.
Ashland is home to several charming shops and businesses where you can find unique souvenirs, handmade goods, and more.
Make sure to stop by The Homegrown Boutique, a local favorite known for its eclectic mix of clothing, accessories, and home décor.
Additionally, Ashland’s farmers’ markets are opportunities to support local farmers and artists while enjoying fresh produce and crafted items.
Relax at a Local Coffee Shop
Sometimes the best way to experience a town is by sitting down with a good cup of coffee.
Head over to Sunnyside Café or The Bagel Table for a cozy atmosphere and excellent coffee.
These spots are perfect for taking a break, enjoying some local flavors, and maybe even meeting some local residents.
It’s said that people enjoy the warm ambiance and friendly service in these local cafes.
Engage in Community Sports and Activities
If you enjoy being active, Ashland offers several community sports leagues and activities.
Whether you’re interested in soccer, baseball, or tennis, there are numerous leagues and organizations you can join.
Participating in a local league is also a fantastic opportunity to meet new people and become a part of the community.
Many people find that joining community sports helps them stay active while having fun and making new friends.
Find Hidden Gems and Quiet Spots
In addition to the more well-known attractions, Ashland has several hidden gems that are worth discovering.
Sometimes the best experiences come from the unexpected places you stumble upon.
Take a leisurely walk through quiet neighborhoods, and you might find a quaint little bookshop or a beautiful spot for a picnic.
These hidden gems can often become the highlight of your visit, making your experience in Ashland truly unique.
Explore the Ashland Town Forest
A great place for outdoor enthusiasts in Ashland is the Ashland Town Forest.
This expansive forest offers a plethora of trails for hiking, biking, and bird watching.
If you’re lucky, you might even spot some local wildlife during your visit.
The trails vary in difficulty, so there’s something for everyone, from beginners to seasoned hikers.
Spending a day in the Ashland Town Forest is a fantastic way to reconnect with nature.
Learn About Local History at the Ashland Historical Society
For those interested in history, the Ashland Historical Society is a must-visit.
Located in a historical building, the society offers a glimpse into Ashland’s rich past.
Here, you can explore various exhibits and collections that tell the story of the town’s development and heritage.
Attending a guided tour can provide you with deeper insights and fascinating anecdotes about Ashland’s history.
It’s an educational and enriching experience that adds depth to your understanding of the area.
Catch a Movie at the AMC Framingham 16
Sometimes, a relaxing movie night is just what you need.
Located nearby in Framingham, AMC Framingham 16 offers a comfortable and modern movie-watching experience.
Enjoy the latest blockbuster hits in their state-of-the-art theaters, complete with luxurious seating and top-notch sound systems.
People often praise the cleanliness and friendly staff, making it a pleasant outing for all ages.
Spend a Day at the Charles River Trail
A short distance from Ashland, the Charles River Trail is perfect for a day of exploration.
This scenic trail follows the beautiful Charles River and is ideal for walking, running, or cycling.
The tranquil ambiance and picturesque views make it a great spot for nature lovers and fitness enthusiasts alike.
It’s also a pleasant place for a picnic, so pack a lunch and make a day of it.
Visit Hopkinton State Park
If you’re in the mood for more outdoor adventure, Hopkinton State Park is just a short drive away.
This park offers a variety of activities, including swimming, boating, and hiking.
The park’s large reservoir is perfect for canoeing or kayaking, and equipment rentals are available if you don’t have your own.
Many visitors appreciate the well-maintained facilities and scenic beauty of the park.
Discover the Arts at Fountain Street Fine Art
Art lovers should not miss a visit to Fountain Street Fine Art in nearby Framingham.
This contemporary art gallery showcases a diverse range of artworks from local and regional artists.
From paintings to sculptures and mixed media, there is always something new and exciting to see.
Attending an exhibit or event at Fountain Street Fine Art is a wonderful way to support the local arts community.
Shop at Open Door Theater of Acton
For those who enjoy local theater, the Open Door Theater of Acton offers captivating performances.
Located just a short drive from Ashland, this community theater group puts on a variety of shows throughout the year.
Their productions are known for their high quality and enthusiastic performances.
Attending a show here is a delightful way to support local talent and enjoy an evening of entertainment.
Enjoy a Craft Brew at Exhibit ‘A’ Brewing Company
Craft beer enthusiasts will love visiting Exhibit ‘A’ Brewing Company in nearby Framingham.
This popular brewery offers a wide selection of handcrafted beers brewed on-site.
They have a spacious taproom where you can sample their latest creations and enjoy a relaxed atmosphere.
Many visitors recommend their IPA and seasonal selections, which are considered among the best in the area.
Find Unique Gifts at the Homegrown Boutique
Shopping for unique gifts and souvenirs is a joy at the Homegrown Boutique in Ashland.
This charming shop offers a curated selection of handmade and locally sourced products.
From clothing and jewelry to home décor and artwork, there’s something for everyone.
Many shoppers appreciate the friendly staff and the one-of-a-kind items they find at this boutique.
Discover Community Events at the Ashland Library
The Ashland Library is more than just a place for books; it’s a hub for community events and activities.
Throughout the year, the library hosts various workshops, lectures, and performances for all ages.
Check their calendar for upcoming events that might interest you during your visit.
Whether it’s a children’s storytime, a book club meeting, or a local author talk, there’s always something going on at the library.
Explore the Ashland State Park
One of the primary attractions in Ashland, Massachusetts, is the beautiful Ashland State Park.
Covering over 470 acres, this park is perfect for any nature lover looking for a serene escape.
Enjoy hiking trails that meander through the lush landscape or take a leisurely walk around the 157-acre Ashland Reservoir.
There are also ample opportunities for fishing, swimming, and picnicking.
Visiting the park is an excellent way to unwind and enjoy some fresh air away from the hustle and bustle of city life.
Visit the Warren Conference Center and Inn
Located on over 100 acres of scenic nature, the Warren Conference Center and Inn is an ideal spot for both relaxation and events.
Whether you are planning a wedding, corporate retreat, or just a quiet weekend getaway, this venue offers a wide range of facilities and services.
The center also offers various recreational activities including canoeing, volleyball, and tennis.
Booking a stay at the Inn provides the perfect combination of comfort and natural beauty, making it a must-visit.
Discover Stone Park
Stone Park is another excellent option for outdoor activities right in Ashland.
With a well-maintained playground, it is a wonderful spot for families with young children.
The park also features baseball fields, tennis courts, and a pavilion that can be rented for family gatherings or parties.
Stone Park’s tranquil setting is great for a relaxing day out with the whole family.
Check Out Local Restaurants
Ashland boasts a variety of dining options to suit any palate.
For a cozy, fine dining experience, head over to Stone’s Public House, a historic pub dating back to 1834.
They are known for their hearty meals, friendly atmosphere, and rich history.
Moody’s Delicatessen & Provisions is another must-visit, offering an array of sandwiches, charcuterie, and other gourmet items.
If you’re in the mood for a quick bite, make sure to check out Sunnyside Café for delicious breakfast and lunch options.
People often rave about their extensive menu and exceptional service.
Attend Local Festivities and Events
Ashland hosts several events throughout the year that are worth planning your visit around.
For example, the annual Ashland Day Celebration takes place every September and features a parade, live music, and various fun activities for all ages.
There is usually a farmers’ market during summer months that showcases local produce, handmade crafts, and more.
These events are fantastic opportunities to immerse yourself in the local culture and meet the friendly residents of Ashland.
Explore Nearby Attractions
If you’re open to a short drive, there are numerous interesting places to visit near Ashland.
You might consider heading over to neighboring Rhode Island to explore some of their unique and unexplored spots.
For those with a love for the beach, prime beach locations in Rhode Island for an ideal summer day are just a drive away.
Additionally, if you are a history enthusiast, you might enjoy checking out the must-see historical landmarks in Rhode Island.
Visit Local Shops and Businesses
Supporting local businesses is always a good idea when visiting a new place.
Ashland is home to several charming shops and businesses where you can find unique souvenirs, handmade goods, and more.
Make sure to stop by The Homegrown Boutique, a local favorite known for its eclectic mix of clothing, accessories, and home décor.
Additionally, Ashland’s farmers’ markets are opportunities to support local farmers and artists while enjoying fresh produce and crafted items.
Relax at a Local Coffee Shop
Sometimes the best way to experience a town is by sitting down with a good cup of coffee.
Head over to Sunnyside Café or The Bagel Table for a cozy atmosphere and excellent coffee.
These spots are perfect for taking a break, enjoying some local flavors, and maybe even meeting some local residents.
It’s said that people enjoy the warm ambiance and friendly service in these local cafes.
Engage in Community Sports and Activities
If you enjoy being active, Ashland offers several community sports leagues and activities.
Whether you’re interested in soccer, baseball, or tennis, there are numerous leagues and organizations you can join.
Participating in a local league is also a fantastic opportunity to meet new people and become a part of the community.
Many people find that joining community sports helps them stay active while having fun and making new friends.
Find Hidden Gems and Quiet Spots
In addition to the more well-known attractions, Ashland has several hidden gems that are worth discovering.
Sometimes the best experiences come from the unexpected places you stumble upon.
Take a leisurely walk through quiet neighborhoods, and you might find a quaint little bookshop or a beautiful spot for a picnic.
These hidden gems can often become the highlight of your visit, making your experience in Ashland truly unique.
Explore the Ashland Town Forest
A great place for outdoor enthusiasts in Ashland is the Ashland Town Forest.
This expansive forest offers a plethora of trails for hiking, biking, and bird watching.
If you’re lucky, you might even spot some local wildlife during your visit.
The trails vary in difficulty, so there’s something for everyone, from beginners to seasoned hikers.
Spending a day in the Ashland Town Forest is a fantastic way to reconnect with nature.
Learn About Local History at the Ashland Historical Society
For those interested in history, the Ashland Historical Society is a must-visit.
Located in a historical building, the society offers a glimpse into Ashland’s rich past.
Here, you can explore various exhibits and collections that tell the story of the town’s development and heritage.
Attending a guided tour can provide you with deeper insights and fascinating anecdotes about Ashland’s history.
It’s an educational and enriching experience that adds depth to your understanding of the area.
Catch a Movie at the AMC Framingham 16
Sometimes, a relaxing movie night is just what you need.
Located nearby in Framingham, AMC Framingham 16 offers a comfortable and modern movie-watching experience.
Enjoy the latest blockbuster hits in their state-of-the-art theaters, complete with luxurious seating and top-notch sound systems.
People often praise the cleanliness and friendly staff, making it a pleasant outing for all ages.
Spend a Day at the Charles River Trail
A short distance from Ashland, the Charles River Trail is perfect for a day of exploration.
This scenic trail follows the beautiful Charles River and is ideal for walking, running, or cycling.
The tranquil ambiance and picturesque views make it a great spot for nature lovers and fitness enthusiasts alike.
It’s also a pleasant place for a picnic, so pack a lunch and make a day of it.
Visit Hopkinton State Park
If you’re in the mood for more outdoor adventure, Hopkinton State Park is just a short drive away.
This park offers a variety of activities, including swimming, boating, and hiking.
The park’s large reservoir is perfect for canoeing or kayaking, and equipment rentals are available if you don’t have your own.
Many visitors appreciate the well-maintained facilities and scenic beauty of the park.
Discover the Arts at Fountain Street Fine Art
Art lovers should not miss a visit to Fountain Street Fine Art in nearby Framingham.
This contemporary art gallery showcases a diverse range of artworks from local and regional artists.
From paintings to sculptures and mixed media, there is always something new and exciting to see.
Attending an exhibit or event at Fountain Street Fine Art is a wonderful way to support the local arts community.
Shop at Open Door Theater of Acton
For those who enjoy local theater, the Open Door Theater of Acton offers captivating performances.
Located just a short drive from Ashland, this community theater group puts on a variety of shows throughout the year.
Their productions are known for their high quality and enthusiastic performances.
Attending a show here is a delightful way to support local talent and enjoy an evening of entertainment.
Enjoy a Craft Brew at Exhibit ‘A’ Brewing Company
Craft beer enthusiasts will love visiting Exhibit ‘A’ Brewing Company in nearby Framingham.
This popular brewery offers a wide selection of handcrafted beers brewed on-site.
They have a spacious taproom where you can sample their latest creations and enjoy a relaxed atmosphere.
Many visitors recommend their IPA and seasonal selections, which are considered among the best in the area.
Find Unique Gifts at the Homegrown Boutique
Shopping for unique gifts and souvenirs is a joy at the Homegrown Boutique in Ashland.
This charming shop offers a curated selection of handmade and locally sourced products.
From clothing and jewelry to home décor and artwork, there’s something for everyone.
Many shoppers appreciate the friendly staff and the one-of-a-kind items they find at this boutique.
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Discover Community Events at the Ashland Library
The Ashland Library is more than just a place for books; it’s a hub for community events and activities.
Throughout the year, the library hosts various workshops, lectures, and performances for all ages.
Check their calendar for upcoming events that might interest you during your visit.
Whether it’s a children’s storytime, a book club meeting, or a local author talk, there’s always something going on at the library.

Avery Ingram
Contributor