Adventure

From Hills to Vales: 16 Hiking Boylston’s Varied Terrain

Boylston, Massachusetts, located in Worcester County, offers a diverse range of natural landscapes and outdoor recreation opportunities for hiking enthusiasts.

With its scenic trails, tranquil forests, and picturesque views, Boylston is a perfect destination for outdoor adventurers looking to explore the beauty of New England.

Whether you’re a beginner hiker looking for an easy stroll or an experienced outdoor enthusiast seeking a more challenging trek, Boylston has something to offer for everyone.

Join us as we discover the wonders of hiking in Boylston, MA, and immerse ourselves in the beauty of nature.

1. Wachusett Mountain State Reservation

Wachusett-Mountain-State-Reservation

Wachusett Mountain State Reservation in Boylston, MA, USA, is a beautiful protected area that offers a variety of outdoor activities for visitors to enjoy.

The reservation includes roadways that lead to the summit, providing stunning views of the surrounding landscape. One of the main draws of Wachusett Mountain State Reservation is its 17 miles of hiking and biking trails.

These trails wind through the woods and offer opportunities to see a variety of plant and animal life.

Hikers can choose from easy, moderate, and challenging trails, making it suitable for all skill levels. In addition to hiking and biking, Wachusett Mountain State Reservation also offers ski slopes for winter sports enthusiasts.

The reservation is a popular destination for skiing and snowboarding during.

Rating: 9.4

Phone: +1 978-464-2987

Address: 345 Mountain Rd, Princeton, MA 01541, United States

Website: mass.gov

2. Gate 8 – Sawyer Bluff to Wachusett Reservoir Trail Parking

Gate-8-Sawyer-Bluff-to-Wachusett-Reservoir-Trail-Parking

If you’re looking for a great hiking spot in Boylston, MA, USA, look no further than Gate 8 – Sawyer Bluff to Wachusett Reservoir Trail Parking.

This trail is perfect for those who want to enjoy nature with their furry companions, as dogs are allowed on this trail. As you start your hike at Gate 8, you’ll be greeted by the lush greenery and peaceful surroundings of the Sawyer Bluff area.

Gate-8-Sawyer-Bluff-to-Wachusett-Reservoir-Trail-Parking-1

The trail offers a mix of flat terrain and moderate inclines, making it suitable for hikers of all levels. Whether you’re looking for a leisurely walk or a more challenging trek, this trail has something for everyone. As you make your way along the trail, you’ll have the.

Rating: 9.4

Phone: +1 508-792-7806

Address: MA-70, Boylston, MA 01505, United States

Website: mass.gov

3. Mass Central Rail Trail – Wachusett Greenways section

Mass-Central-Rail-Trail-Wachusett-Greenways-section

The Mass Central Rail Trail – Wachusett Greenways section in Boylston, MA, USA, is a popular spot for hiking and walking with your furry friend because dogs are allowed on the trail.

This section of the rail trail offers a scenic and peaceful environment for you and your dog to enjoy.

The well-maintained trail is perfect for leisurely strolls or more challenging hikes. Dogs are allowed on leash, so you can feel free to bring your four-legged companion along for the adventure.

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Just be sure to clean up after your pet and be mindful of other trail users. The Mass Central Rail Trail – Wachusett Greenways section is a great place to get some exercise and fresh air with your dog. Whether you’re.

Rating: 9.4

Phone: +1 508-479-2123

Address: 105 Glenwood Rd, Rutland, MA 01543, United States

Website: wachusettgreenways.org

4. Mass Central Rail Trail (West Boylston)

Mass-Central-Rail-Trail-West-Boylston

The Mass Central Rail Trail in West Boylston is a great spot for hiking with your furry friends, as dogs are allowed on the trail.

This makes it a perfect location for dog owners looking to get some exercise and fresh air with their four-legged companions. As you walk along the trail, you’ll be surrounded by beautiful scenery and peaceful nature.

The trail is well-maintained, making it easy to navigate with your dog by your side.

Mass-Central-Rail-Trail-West-Boylston-1

You can enjoy the sights and sounds of the outdoors while getting some exercise and bonding time with your pet.

Dogs are required to be on a leash at all times while on the trail so you can feel confident that your pup is safe and secure. This rule helps ensure that all hikers.

Rating: 9.4

Address: 16 Foster St, West Boylston, MA 01583, United States

5. Echo Lake Trail

Echo-Lake-Trail

Located in Boylston, MA, the Echo Lake Trail offers a picturesque hiking experience for outdoor enthusiasts of all skill levels.

The trail winds through lush forests and offers stunning views of Echo Lake. Hikers can expect a moderate level of difficulty on this trail, with some steep inclines and rocky terrain to navigate.

The well-marked path is easy to follow, making it an ideal choice for beginners looking to explore the beauty of the region. As you make your way along the trail, keep an eye out for local wildlife such as deer, birds, and maybe even a glimpse of a fox or coyote.

Echo-Lake-Trail-1

The sounds of nature surround you, providing a peaceful and serene atmosphere for your hike. Be sure to pack plenty of water and snacks for.

Rating: 9.2

Address: 82 Westminster Rd, Princeton, MA 01541, United States

6. Wachusett Reservoir Sterling Line Trailhead

Wachusett-Reservoir-Sterling-Line-Trailhead

The Wachusett Reservoir Sterling Line Trailhead in Boylston, MA, USA is a popular starting point for hikers looking to explore the scenic trails in the area.

The trailhead is located near the Wachusett Reservoir, providing hikers with stunning views of the water and surrounding landscape. Hikers can expect a variety of terrain along the trails, from rocky paths to wooded areas.

The trails are well-maintained, making it easy for hikers of all levels to enjoy a day of hiking in nature.

Wachusett-Reservoir-Sterling-Line-Trailhead-1

Along the way, hikers may encounter local wildlife, such as birds, squirrels, and deer. The Wachusett Reservoir Sterling Line Trailhead offers a peaceful and serene setting for hikers to.

Rating: 8

Address: 439 MA-110, West Boylston, MA 01583, United States

7. Little Chauncy Pond Trail (Tunnel) / Tolbot Trail (Cedar Hill area)

Tolbot-Trail-Cedar-Hill-area

If you’re looking for a scenic hike in the Boylston, MA area, the Little Chauncy Pond Trail (Tunnel) and Talbot Trail (Cedar Hill area) are great options to explore.

One of the best parts about these trails is that they are dog-friendly, so you can bring along your furry friend for some outdoor adventures.

The Little Chauncy Pond Trail offers a peaceful walk through the woods with the added bonus of a tunnel to pass through, making it a unique and enjoyable experience.

Tolbot-Trail-Cedar-Hill-area-1

The trail is well-maintained and offers a moderate level of difficulty, making it suitable for hikers of all skill levels. You’ll have the chance to enjoy the sights and sounds of nature while also getting some exercise.

Rating: 8.2

Address: Talbot Rd, Northborough, MA 01532, United States

Website: town.northborough.ma.us

8. Summer Star Meadow

Summer-Star-Meadow

Located in Boylston, MA, USA, Summer Star Meadow is a picturesque destination for hiking enthusiasts.

The meadow offers a peaceful escape from the hustle and bustle of everyday life, providing a serene environment for visitors to connect with nature. As you wander through the meadow, you’ll be surrounded by lush greenery and wildflowers.

The trails are well-maintained, making it easy to navigate through the landscape. You may even encounter some wildlife along the way, adding to the sense of adventure.

Summer-Star-Meadow-1

The tranquil atmosphere of Summer Star Meadow is perfect for those looking to relax and unwind.

Whether you’re seeking a solo hike for some introspection or a leisurely stroll with loved ones, this is the ideal setting to enjoy the beauty.

Rating: 6

Address: 211 Mile Hill Rd, Boylston, MA 01505, United States

9. Thomas Street Parking Mass Central Rail Trail

Thomas-Street-Parking-Mass-Central-Rail-Trail

Located in Boylston, MA, the Thomas Street Parking Mass Central Rail Trail offers a picturesque setting for hiking enthusiasts to explore.

The trail is easily accessible from the parking lot on Thomas Street, making it a convenient option for those looking to enjoy the great outdoors.

As you begin your hike along the Mass Central Rail Trail, you’ll be surrounded by lush greenery and towering trees, creating a serene and peaceful atmosphere.

Thomas-Street-Parking-Mass-Central-Rail-Trail-1

The trail is well-maintained and clearly marked, making it easy to navigate for hikers of all skill levels. As you make your way through the trail, keep an eye out for native wildlife and colorful flora that call this area home.

Birdwatchers will especially enjoy the opportunity to spot a variety of bird species along the.

Rating: 9.4

Address: 155-199 Thomas St, West Boylston, MA 01583, United States

10. Mass Central Rail Trail River St. Parking

Mass-Central-Rail-Trail-River-St

Located in Boylston, MA, the Mass Central Rail Trail River St. Parking is a popular starting point for hikers looking to explore the scenic trails in the area.

The parking lot provides easy access to the trail, making it convenient for visitors to begin their outdoor adventure. As you make your way along the trail, you will be surrounded by lush greenery and the peaceful sounds of nature.

The trail offers a mix of flat terrain and gentle inclines, making it suitable for hikers of all skill levels.

Mass-Central-Rail-Trail-River-St

Whether you’re looking for a leisurely stroll or a more challenging hike, the Mass Central Rail Trail has something to offer everyone. One of the highlights of hiking in Boylston is the opportunity to explore the beautiful landscapes and wildlife.

Rating: 9.6

Address: 124 River St, Holden, MA 01520, United States

11. Wachusett Mt. Summit

Wachusett-Mt

Wachusett Mt. Summit in Boylston, MA, USA, is a great place to go hiking with your furry friends because dogs are allowed on the trails. The summit offers breathtaking views of the surrounding area, making it a popular spot for both locals and tourists.

You and your pup can enjoy the fresh air and exercise while taking in the beautiful scenery. Make sure to bring plenty of water for both you and your dog, as the trails can be challenging at times.

Wachusett-Mt

It’s important to keep your dog on a leash and clean up after them to ensure a positive experience for everyone. Whether you’re looking for a leisurely stroll or a more challenging hike, Wachusett Mt. Summit has something for everyone. So grab you.

Rating: 9.6

Address: Princeton, MA 01541, United States

Website: mass.gov

12. South Bay, Wachusett Reservoir

South-Bay-Wachusett-Reservoir

Located in Boylston, MA, USA, the South Bay area of the Wachusett Reservoir offers a picturesque setting for hiking enthusiasts.

The reservoir itself serves as a source of drinking water for the city of Boston, making it a vital part of the region’s infrastructure. The hiking trails in the South Bay area are well-maintained and offer stunning views of the surrounding landscape.

Visitors can expect to see a variety of wildlife, including birds, deer, and other native species.

The peaceful atmosphere of the area makes it a popular spot for nature lovers looking to escape the hustle and bustle of city life. Hikers can choose from a range of trails that cater to different skill levels, from easy walks along flat terrain to more challenging.

Rating: 9.6

Address: W Boylston St, Boylston, MA 01505, United States

13. Boynton Park

Boynton-Park

Located in Boylston, MA, Boynton Park is a popular destination for hikers. The park offers a variety of trails for all skill levels, making it perfect for both beginners and experienced hikers.

One of the best features of Boynton Park is that dogs are allowed on the trails, making it a great spot for dog owners to enjoy the outdoors with their furry friends.

The trails at Boynton Park wind through a beautiful wooded area, providing hikers with scenic views of the surrounding nature.

Hikers can expect to see a variety of wildlife, including birds, squirrels, and maybe even the occasional deer. The peaceful atmosphere of the park makes it an ideal place to escape from the hustle and bustle of everyday life.

Rating: 9

Phone: +1 508-799-1190

Address: 50 Boynton Pkwy, Paxton, MA 01612, United States

Website: worcesterma.gov

14. Hendrickson Orchard Trailhead

Hendrickson-Orchard-Trailhead

Hendrickson Orchard Trailhead is a popular starting point for hikers in Boylston, MA, USA.

The trailhead is located in a picturesque orchard setting, surrounded by apple trees and rolling hills. As hikers set out on the trail from Hendrickson Orchard Trailhead, they are immediately immersed in nature.

The trail winds through dense forest, past babbling brooks, and up steep inclines, offering a challenging but rewarding hike for outdoor enthusiasts.

Hendrickson-Orchard-Trailhead-1

Overall, hiking at Hendrickson Orchard Trailhead in Boylston, MA, USA, is a wonderful way to experience the beauty of nature and get some exercise in a serene setting.

Whether you’re a seasoned hiker or just.

Rating: 9

Address: 30 Chapin Rd, Holden, MA 01520, United States

Website: whiteoaktrust.org

15. Edmund Hill Woods

Edmund-Hill-Woods

If you’re looking for a great hiking spot in Boylston, MA, look no further than Edmund Hill Woods. This beautiful location offers a variety of trails for hikers of all skill levels to enjoy.

And the best part? Dogs are allowed to join you on your adventure. The trails at Edmund Hill Woods wind through dense forests, open fields, and along peaceful streams.

You’ll have the opportunity to immerse yourself in nature and take in the sights and sounds of the outdoors.

With your furry friend by your side, you can both enjoy the fresh air and exercise. As you explore the trails, keep an eye out for wildlife and native plants. You never know what you might encounter during your hike. And with your dog exploring alongside you.

Rating: 8.8

Phone: +1 508-393-5040 ext. 7

Address: Northborough, MA 01532, United States

Website: town.northborough.ma.us

16. Oak Hill and Waterman Trailhead

Oak-Hill-and-Waterman-Trailhead

In the town of Boylston, MA, USA, lies the Oak Hill and Waterman Trailhead. This trailhead serves as the starting point for various hiking adventures in the surrounding area.

With its well-maintained paths and beautiful scenery, it is a popular destination for outdoor enthusiasts. The trailhead is easily accessible, with ample parking available for visitors.

From here, hikers can choose from a range of trails that wind through the lush forests and rolling hills of Boylston.

Oak-Hill-and-Waterman-Trailhead-1

Whether you’re looking for a leisurely stroll or a more challenging hike, there is something for everyone at Oak Hill and Waterman Trailhead. As you explore the trails, you’ll be treated to stunning views of the surrounding landscape.

Rating: 8

Address: 785 Salisbury St, Holden, MA 01520, United States

Website: whiteoaktrust.org

Conclusion

Hiking in Boylston, MA, offers a variety of beautiful trails and outdoor experiences for nature enthusiasts and adventure seekers.

With its scenic views, diverse terrain, and peaceful surroundings, Boylston provides the perfect setting for a rewarding hiking experience.

Whether you are looking for a leisurely stroll or a more challenging hike, Boylston’s trails cater to all skill levels and preferences.

So pack your gear, lace up your boots, and hit the trails in Boylston for an unforgettable outdoor adventure.

Photo of author

Laura Chassaigne

After spending her early years in Boston, Laura moved abroad and has lived in Montreal, London, and Paris. She now shares a home with her husband and daughter at the top of Beacon Hill, and these days, she can often be found chasing her daughter in the Public Garden or downtown playgrounds. Laura has a background in art history and archaeology and is also a certified Kripalu yoga teacher. Connect with Laura on Twitter or Instagram.

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