Welcome to Holliston, a picturesque town nestled in Middlesex County, Massachusetts! Whether you’re a local resident or a visitor, Holliston offers many activities and attractions for everyone to enjoy.
This charming town is renowned for its natural beauty, fascinating history, and vibrant community.
From exploring tranquil parks and scenic trails to immersing yourself in the local arts scene and indulging in delicious cuisine, there is something for everyone in Holliston.
So, prepare to embark on an unforgettable journey as we delve into a list of incredible things to do in this captivating town.
1. Brentwood Conservation Land
Located in Holliston, Massachusetts, Brentwood Conservation Land is a must-visit destination for nature enthusiasts and outdoor adventurers. This expansive 400-acre park offers visitors a tranquil escape from the hustle and bustle of everyday life.
With its two picturesque ponds, meandering stream, and extensive trail system, Brentwood Conservation Land is a haven for wildlife viewing and exploration. The park’s highlight is undoubtedly its two stunning ponds.
These serene bodies of water are perfect for a leisurely stroll along the shoreline or a peaceful picnic by the water’s edge.
Visitors can bask in the natural beauty of the ponds, their shimmering surfaces reflecting the surrounding trees and sky, creating a truly idyllic atmosphere. For those seeking a bit more adventure, the stream.
Rating: 8.6
Address: 598 Prentice St, Holliston, MA 01746, United States
Website: townofholliston.us
2. Wenakeening Woods Public Access
Holliston, a charming town in Massachusetts, offers a variety of activities for visitors to enjoy. One place that stands out is Wenakeening Woods Public Access.
This beautiful natural area provides a serene and picturesque setting for outdoor enthusiasts, and the best part is that dogs are allowed!
Wenakeening Woods Public Access is a haven for dog owners looking to spend quality time with their furry companions.
The sprawling trails winding through the woods offer a perfect opportunity for dogs to stretch their legs and explore nature.
As you wander along the well-maintained paths, you’ll be surrounded by the sights and sounds of the forest, providing a peaceful and rejuvenating experience. For those who enjoy hiking, Wenakeening Woods Public Access has a variety of trails.
Rating: 9.4
Address: Highland St, Holliston, MA 01746, United States
Website: hollistontrails.tripod.com
3. Goodwill Park
Located in Holliston, Massachusetts, Goodwill Park is a fantastic destination for both locals and visitors looking for outdoor activities. This picturesque park offers a wide range of recreational opportunities for everyone to enjoy.
One notable feature of Goodwill Park is that it is a dog-friendly space, making it an excellent place to spend time with your furry friends.
Upon entering Goodwill Park, you will be greeted by beautifully maintained walking trails that wind through the park’s lush greenery.
These trails provide a peaceful and serene setting for a leisurely stroll or an invigorating jog. With your four-legged companion by your side, you can explore the park’s natural beauty and take in the fresh air.
Rating: 9.4
Address: 37 Green St, Holliston, MA 01746, United States
4. Blair Square
Blair Square is a vibrant and charming public space in Holliston’s heart. Despite its seemingly simple description as” it is a place that offers a multitude of activities and experiences for visitors and residents alike.
Whether you’re looking for relaxation, entertainment, or a sense of community, Blair Square has something for everyone. One of the main attractions in Blair Square is its beautifully landscaped green space.
Lush grass, vibrant flowers, and towering trees provide a serene and peaceful environment for picnics, reading a book, or simply enjoying the fresh air.
The well-maintained paths provide a perfect setting for leisurely strolls or jogging, allowing visitors to connect with nature and unwind from the hustle and bustle.
Rating: 8.4
Address: Rail Trail, Upper Charles Rail Trail (Holliston), Holliston, MA 01746, United States
5. Ashland State Park
Ashland State Park, located in Holliston, is a fantastic destination for outdoor enthusiasts and nature lovers. With its diverse range of activities, it offers something for everyone.
The park boasts an extensive network of trails that are perfect for hiking, biking, and cross-country skiing.
These well-maintained trails provide an opportunity to immerse yourself in nature’s beauty while enjoying various outdoor activities. Hiking at Ashland State Park is a popular choice among visitors.
The trails wind through picturesque landscapes, offering breathtaking views of the surrounding nature. Whether you are a seasoned hiker or a beginner looking for a leisurely stroll, trails are suitable for all skill levels.
You can choose from shorter loops for a quick hike or tackle longer trails.
Rating: 9.4
Phone: +1 508-881-4092
Address: 156 W Union St, Ashland, MA 01721, United States
Website: mass.gov
6. Holliston Historical Society
The Holliston Historical Society is a prominent museum located in Holliston, MA, USA. Its rich collection of artifacts and exhibits offers visitors an engaging and informative experience.
Although the place description for the Holliston Historical Society is,” the museum’s significance and impact are not to be overlooked. Upon entering the Holliston Historical Society, visitors are transported back in time to explore the town’s history.
The museum boasts diverse exhibits, showcasing the town’s cultural heritage, notable events, and influential figures.
From the early days of settlement to the present, the museum provides a comprehensive overview of Holliston’s evolution. One of the focal points of the Holliston Historical Society is its collection of artifacts. These artifacts are carefully preserved.
Rating: 9.2
Phone: +1 508-429-5795
Address: 547 Washington St, Holliston, MA 01746, United States
Website: hollistonhistoricalsociety.org
7. Choate Park
Located in Holliston, Choate Park is a recreational retreat offering a wide range of activities and amenities for visitors.
Its beautiful surroundings and numerous amenities make it a perfect place to spend a fun-filled day outdoors. One of the highlights of Choate Park is its tennis courts.
Whether you are a seasoned player or just starting out, you can enjoy a friendly game of tennis with friends or family.
The well-maintained courts provide a great opportunity to improve your skills or have fun. For those with children, the playground at Choate Park is a must-visit.
Equipped with various play structures and equipment, it offers a safe and enjoyable environment for kids to run, climb, and play to their hearts.
Rating: 9.4
Phone: +1 508-321-4740
Address: 0 Oak St, Medway, MA 02053, United States
Website: medwayma.myrec.com
8. Upper Charles Rail Trail parking Central St, Holliston
Holliston, a charming town in Massachusetts, offers a variety of activities for both residents and visitors. One of the must-visit spots is the Upper Charles Rail Trail parking on Central St, where dogs are allowed.
This pet-friendly location is ideal for outdoor enthusiasts to enjoy quality time with their furry friends. Upon arriving at Central St’s Upper Charles Rail Trail parking lot, visitors with dogs can immediately feel welcomed.
The trail is open to all, including four-legged companions, making it a fantastic destination for dog owners.
This allowance creates a unique opportunity for people to explore the trail while spending quality time with their beloved pets. As you start your adventure on the trail, you can take in the beautiful surroundings.
Rating: 9.6
Address: Upper Charles Rail Trail (Holliston), Holliston, MA 01746, United States
Website: hollistontrails.org
9. Our Lady of Fatima Shrine – Xaverian Missionaries
Located in Holliston, MA, USA, Our Lady of Fatima Shrine – Xaverian Missionaries is not just a museum but a place of spiritual significance. Although the place description is the absence of information, it does not diminish its importance and allure.
Visitors to Our Lady of Fatima Shrine – Xaverian Missionaries can expect to experience a unique blend of art, culture, and religion. As they step inside, they are greeted by a tranquil atmosphere that immediately instills a sense of peace and reverence.
The serene surroundings provide the perfect backdrop for reflection and introspection. The absence of a specific place description does not mean there is nothing to see or learn at Our Lady of Fatima Shrine – Xaverian Mission.
Rating: 9.6
Phone: +1 508-429-2144
Address: 101 Summer St, Holliston, MA 01746, United States
Website: xaverianmissionaries.org
10. Mass Audubon Waseeka Wildlife Sanctuary
The Mass Audubon Waseeka Wildlife Sanctuary is a popular destination in Hopkinton, MA, USA.
This unique place allows visitors to immerse themselves in nature and learn about the local wildlife. Located in Hopkinton, the Mass Audubon Waseeka Wildlife Sanctuary is a haven for nature enthusiasts.
With its vast expanse of land, this sanctuary provides a sanctuary for various species of plants and animals.
Visitors can explore the sanctuary’s trails and observe the diverse wildlife that calls this place home. As you wander through the sanctuary, you’ll encounter various bird species.
From majestic hawks soaring through the sky to colorful songbirds perched on branches, the sanctuary offers a paradise for birdwatchers.
Rating: 9.4
Phone: +1 978-464-2712
Address: 161 Clinton St, Hopkinton, MA 01748, United States
Website: massaudubon.org
11. Out Post Farm
Out Post Farm is a charming and picturesque location in Holliston’s heart. With its serene surroundings and abundance of activities, it offers visitors a unique and memorable experience.
Whether you’re a nature enthusiast, a food lover, or simply looking for a peaceful retreat, Out Post Farm has something for everyone. One of the main attractions at Out Post Farm is its vast and beautiful landscape.
The farm boasts sprawling green fields, vibrant flower gardens, and towering trees that provide a tranquil atmosphere. Visitors can take leisurely strolls along the well-maintained walking trails, immersing themselves in the natural beauty of the surroundings.
The serene ambiance makes it an ideal spot for a relaxing picnic or a peaceful read under the shade of a tree.
Rating: 9.6
Phone: +1 508-429-5244
Address: 216 Prentice St, Holliston, MA 01746, United States
Website: outpostfarmma.com
12. MacArthur Farm
MacArthur Farm, located in the charming town of Holliston, offers visitors a delightful escape from the hustle and bustle of everyday life.
With its picturesque setting, this family-owned farm is the perfect place to indulge in various enjoyable activities. One of the main attractions at MacArthur Farm is their pick-your-own fruit orchard.
From juicy apples to succulent strawberries, visitors have the opportunity to wander through the orchard and hand-pick their favorite fruits.
This interactive experience allows you to savor the freshest produce and provides a unique opportunity to connect with nature.
For those who prefer a more leisurely experience, MacArthur Farm offers scenic hayrides around the property.
Climb aboard a vintage tractor-pulled wagon.
Rating: 8.2
Phone: +1 508-429-4873
Address: 137 Concord St, Holliston, MA 01746, United States
Website: macarthurfarm.com
13. Hopkinton State Park
Hopkinton State Park in Hopkinton, MA, USA, offers a variety of recreational activities for visitors to enjoy. One of the park’s main attractions is the opportunity for swimming and fishing in the picturesque Hopkinton Reservoir.
The reservoir provides a tranquil setting for water activities and is a popular spot for both locals and tourists. In addition to the reservoir, Hopkinton State Park boasts 10 miles of marked trails for hiking, biking, and walking.
These trails wind through the park’s scenic landscapes, offering visitors the chance to explore the area’s natural beauty.
Whether you’re a seasoned hiker or just looking for a leisurely stroll, the park’s trails provide options for all skill levels. For those who prefer a more.
Rating: 9.2
Phone: +1 508-435-4303
Address: 164 Cedar St, Hopkinton, MA 01748, United States
Website: mass.gov
14. Holliston Antiques
Holliston Antiques offers a variety of activities and experiences for visitors to enjoy. One of the main attractions of this establishment is its in-store shopping experience.
With a wide range of unique and vintage items available, there is something for everyone to discover and appreciate. As you step into Holliston Antiques, you will be greeted by a charming and inviting atmosphere.
The store is filled with diverse antiques, each with its own story to tell.
Whether you are a seasoned antique collector or simply curious about the past, you will surely find something that catches your eye. Browsing through the aisles, you will come across a delightful array of furniture, home decor, jewelry, and more.
From intricately carved wooden chairs to.
Rating: 8.6
Phone: +1 508-429-0428
Address: 798 Washington St, Holliston, MA 01746, United States
Website: hollistonantiques.com
15. Arcadian Farms Inc
Arcadian Farms Inc. is a must-visit destination in Holliston, offering a wide range of activities for visitors to enjoy.
With its picturesque location and an array of attractions, this place is perfect for those looking to immerse themselves in nature and experience the beauty of the outdoors. One of the main highlights of Arcadian Farms Inc. is its vast and stunning fields of flowers.
The vibrant colors and fragrant aromas create a truly magical atmosphere, making it an ideal spot for nature enthusiasts and photographers to capture breathtaking moments.
Whether you stroll through the flower fields or have a picnic amidst the blossoms, the experience will surely be unforgettable. In addition to the flower fields, Arcadian Farms Inc. also boasts a charming farm stand. Here, visitors can browse.
Rating: 9.2
Phone: +1 508-429-4439
Address: 258 Norfolk St, Holliston, MA 01746, United States
Website: arcadianfarms.com
16. Happy Goats Farm
Happy Goats Farm, located in Holliston, is a hidden gem that offers visitors a unique and unforgettable experience.
Nestled in the picturesque countryside, this charming farm provides a delightful escape from the hustle and bustle of city life. One of the main attractions at Happy Goats Farm is the opportunity to interact with their friendly and adorable goats.
Visitors can enjoy feeding, petting, and even cuddling these lovable creatures, creating memories that will last a lifetime.
The farm owners are passionate about their goats and are always happy to answer any questions and share interesting facts about these fascinating animals. Apart from the goats, Happy Goats Farm also offers various activities for all ages.
Families can embark on a scenic nature walk, exploring the breathtaking landscapes.
Rating: 9.4
Phone: +1 617-272-0170
Address: 400 Norfolk St, Holliston, MA 01746, United States
Website: happygoatsfarm.com
17. EMC Park
If you’re in Hopkinton and looking for fun activities, make sure to visit EMC Park.
This park is a great place to spend some quality time outdoors, and the best part is that dogs are allowed! One of the first things you can do at EMC Park is take your furry friend for a walk.
The park offers ample space and well-maintained paths where you and your dog can stretch your legs and enjoy the fresh air.
You can explore the park’s various trails and enjoy the beautiful surroundings while your dog happily sniffs around. Another exciting activity you can engage in is playing fetch with your dog.
The park provides plenty of open spaces and grassy areas where you can throw a ball or a frisbee.
Rating: 9
Address: 113 Hayden Rowe St, Hopkinton, MA 01748, United States
Website: hopkintonma.myrec.com
18. Rocky Narrows
Rocky Narrows in Holliston is a true outdoor oasis that offers a variety of activities for nature enthusiasts.
With its forested trails, cliffs with a scenic overlook, and boating opportunities on the Charles River, there is something for everyone to enjoy. The forested trails at Rocky Narrows provide a fantastic opportunity for hiking and exploring.
As you wander through the lush greenery, you’ll be surrounded by the sights and sounds of nature. The trails are well-maintained, making navigating easy for visitors of all ages and fitness levels.
One of the highlights of Rocky Narrows is its cliffs with a scenic overlook. These dramatic cliffs offer breathtaking views of the surrounding landscape. Whether you’re a photographer looking for the perfect shot or simply.
Rating: 9.4
Phone: +1 508-785-0339
Address: 87 Forest St, Sherborn, MA 01770, United States
Website: thetrustees.org
19. Whitehall State Park
Whitehall State Park is a beautiful natural area located in Hopkinton, Massachusetts, USA. It is situated on the stunning Whitehall Reservoir, offering visitors a serene and picturesque setting to unwind and enjoy outdoor activities.
With its boating, fishing, and a 6-mile perimeter hiking trail, this park is a haven for nature lovers and outdoor enthusiasts. The main attraction of Whitehall State Park is undoubtedly the Whitehall Reservoir.
The reservoir provides ample opportunities for boating, allowing visitors to explore its calm waters and take in the surrounding natural beauty.
Whether you prefer kayaking, canoeing, or simply cruising on a boat, this is the perfect spot to indulge in water-based activities. Fishing enthusiasts will also find Whitehall State Park.
Rating: 9.4
Phone: +1 508-435-4303
Address: 300 Wood St, Hopkinton, MA 01748, United States
Website: mass.gov
20. Mass Audubon’s Broadmoor Wildlife Sanctuary
Natick, Massachusetts, offers various activities for nature enthusiasts and wildlife lovers. One must-visit destination is Mass Audubon’s Broadmoor Wildlife Sanctuary, a picturesque park that boasts an abundance of birds, otters, and other fascinating wildlife.
Moreover, the sanctuary offers an extensive network of walking trails, allowing visitors to explore diverse and captivating terrains.
Upon arrival at Mass Audubon’s Broadmoor Wildlife Sanctuary, visitors are immediately greeted by the serene and scenic surroundings.
Towering trees, lush greenery, and the tranquil flow of the Charles River create an idyllic atmosphere that is perfect for a leisurely stroll or a peaceful picnic. The sanctuary’s beauty alone makes it a must-see destination for anyone seeking a.
Rating: 9.4
Phone: +1 508-655-2296
Address: 280 Eliot St, Natick, MA 01760, United States
Website: massaudubon.org
21. Oakland Park
Oakland Park in Holliston, Massachusetts, is a fantastic place to visit if you’re a dog owner or love spending time with your furry friends.
With its dog-friendly policy, this park offers various activities that you and your four-legged companion can enjoy together. One of the top things to do in Oakland Park is to take a leisurely stroll.
The park boasts well-maintained walking paths that wind through picturesque scenery, providing a perfect backdrop for a peaceful walk with your dog.
You can enjoy the fresh air and beautiful surroundings as you explore the park while your furry friend happily sniffs around and explores nature.
For more adventurous dogs, Oakland Park features an open space where dogs can run freely off-leash. This designated area allows you.
Rating: 9.8
Phone: +1 508-321-4740
Address: 76 Oakland St, Medway, MA 02053, United States
Website: medwayma.myrec.com
22. Ashland Historical Society
The Ashland Historical Society is a museum located in Holliston, MA, USA. It is a prominent cultural institution showcasing the town’s rich history and heritage.
The museum offers visitors a unique and immersive experience, allowing them to explore the past and better understand the community’s development.
Upon entering the Ashland Historical Society, visitors are greeted with a warm and welcoming atmosphere.
The museum’s staff is knowledgeable and passionate about preserving and sharing the town’s history.
They are always ready to answer questions and provide insightful information about the exhibits. The museum boasts a diverse collection of artifacts, photographs, documents, and memorabilia that chronicle the evolution of Holliston.
From its humble beginnings as a rural farming community to its growth into a.
Rating: 9.6
Phone: +1 508-881-8183
Address: 2 Myrtle St, Ashland, MA 01721, United States
Website: ashlandhistsociety.com
23. Medway Historical Society
The Medway Historical Society is a museum located in Holliston, MA, USA. It is a place of great historical significance, offering visitors a unique glimpse into the past.
The museum aims to preserve and promote the rich history of the Medway area. Upon entering the Medway Historical Society, visitors are greeted by a warm and inviting atmosphere.
The museum boasts a diverse collection of artifacts, documents, and photographs that tell the story of Medway’s past.
From the early days of settlement to the industrial revolution, every aspect of the town’s history is meticulously preserved and displayed for all to see. One of the highlights of the museum is its collection of historical photographs.
These captivating images provide a visual narrative of Medway’s evolution over the years.
Rating: 8.8
Phone: +1 508-533-7222
Address: 223 Main St, Medway, MA 02053, United States
Website: medwayhistoricalsociety.org
24. Holliston
Holliston, a charming town in Massachusetts, offers plenty of activities and attractions for visitors to enjoy. With its picturesque landscapes and rich history, there is something for everyone in this idyllic community.
Whether you’re a nature lover, a history enthusiast, or simply looking for a relaxing getaway, Holliston has it all. One of the must-visit places in Holliston is the Holliston Rail Trail.
This scenic trail stretches for miles, offering a perfect opportunity for hiking, biking, or leisurely strolls amidst nature’s beauty.
As you explore the trail, you’ll be greeted by lush greenery, charming bridges, and peaceful surroundings, making it an ideal spot for outdoor enthusiasts. For those interested in history, the Holliston Historical Society.
25. The Corner Spot
Holliston, a charming town in Massachusetts, offers a variety of activities and attractions for both residents and visitors alike.
One such place that stands out is The Corner Spot, a unique destination that caters to individuals who love spending time with their furry companions.
What sets this place apart is its welcoming policy that allows dogs to accompany their owners during their visit. At The Corner Spot, you can indulge in a range of exciting activities while enjoying the company of your four-legged friend.
Start your day by grabbing a delicious cup of coffee from the on-site café. As you sip on your favorite brew, you can also indulge in a delectable pastry or a hearty breakfast sandwich.
Rating: 9.4
Phone: +1 508-532-7905
Address: 6 Cherry St, Ashland, MA 01721, United States
Website: thecornerspotashland.com
Conclusion
Holliston offers many activities and attractions for visitors looking to explore the town. There is something for everyone, from its picturesque natural beauty to its rich history and vibrant cultural scene.
Whether you enjoy outdoor activities such as hiking, biking, or fishing or prefer to immerse yourself in the town’s history and charm through visits to museums and historic sites, Holliston has it all.
The town’s welcoming community, charming downtown area, and numerous events and festivals make it a perfect destination for a day trip or a longer stay.
So, whether you are a nature enthusiast, a history buff, or simply looking for a relaxing getaway, Holliston is definitely worth a visit.
Naim Benmayor