Adventure

Elevate Your Hike: 17 Brookline’s Must-Visit Trails

Brookline, Massachusetts, is a picturesque town located just a few miles outside of Boston.

Known for its tree-lined streets, historic architecture, and community, Brookline is also home to some beautiful hiking trails that provide a peaceful escape from city life.

Whether you’re looking to explore lush forests, scenic riverside paths, or challenging hilltops with panoramic views, Brookline offers a variety of options for hikers of all skill levels.

Join us as we delve into the world of hiking in Brookline and discover the natural beauty that this charming town has to offer.

1. Friedman Park

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Located in the heart of Brookline, Massachusetts, Friedman Park offers a peaceful escape from the hustle and bustle of city life. With its winding trails and lush greenery, this park is the perfect spot for hiking enthusiasts looking to immerse themselves in nature.

Visitors can expect to encounter a variety of wildlife, including birds, squirrels, and maybe even the occasional deer. The park’s well-maintained paths make it easy for hikers of all skill levels to explore and enjoy the beauty of their surroundings.

As you meander through the park, you’ll come across picturesque views of the surrounding area, providing the perfect backdrop for a relaxing hike. Whether you’re looking for a challenging workout or simply a quiet stroll.

Rating: 9

Phone: +1 617-383-4643

Address: 387-413 Walnut St, Brookline, MA 02445, United States

Website: brooklinema.gov

2. Freedom Trail

Freedom-trail-2

The Freedom Trail in Brookline, MA is a popular hiking spot for both locals and visitors. The trail offers a peaceful escape from the bustling city life and provides stunning views of nature.

As you walk along the trail, you’ll be surrounded by lush greenery, towering trees, and the soothing sounds of birds chirping. The trail is well-maintained and easy to navigate, making it perfect for hikers of all skill levels.

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One of the highlights of the Freedom Trail is the beautiful scenery you’ll encounter along the way. From babbling brooks to picturesque meadows, there’s no shortage of natural beauty to admire.

In addition to the stunning views, the trail also offers a chance to spot wildlife in their natural habitat.

Rating: 9.8

Address: Boston, MA 02113, United States

Website: npplan.com

3. Lost Pond Conservation Area

Lost-Pond-Conservation-Area

Lost Pond Conservation Area in Brookline, MA, USA, is a nature sanctuary spread across 33 acres surrounding a stunning natural kettle pond.

This serene and picturesque location is open to visitors for wildlife viewing only, making it an ideal spot for nature enthusiasts and birdwatchers.

As you explore the trails that wind through the conservation area, you’ll have the opportunity to observe a variety of bird species, including waterfowl, songbirds, and raptors.

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The peaceful atmosphere of Lost Pond provides the perfect setting for birdwatching, allowing visitors to immerse themselves in the sights and sounds of the natural world.

In addition to birdwatching, Lost Pond Conservation Area offers opportunities for hiking and wildlife photography.

The diverse habitats found within the sanctuary attract.

Rating: 9

Address: Brookline, MA 02467, United States

Website: brooklinema.gov

4. Brookline Reservoir Park

Brookline-Reservoir-Park

Brookline Reservoir Park is a beautiful outdoor space located in Brookline, MA, USA. The park spans 32 acres and offers a variety of recreational activities for visitors to enjoy.

One of the main highlights of the park is the walking/jogging track that surrounds the reservoir. The walking/jogging track provides a scenic and peaceful setting for visitors to exercise and enjoy nature.

As you walk or jog along the track, you will be treated to stunning views of the reservoir and surrounding greenery.

The track is well-maintained and offers a smooth surface for a comfortable workout. In addition to the walking/jogging track, Brookline Reservoir Park also offers fishing opportunities for those who enjoy casting a line. The reservoir is stocked.

Rating: 9.4

Phone: +1 617-730-2088

Address: 674 Boylston St UNIT 504, Brookline, MA 02445, United States

Website: brooklinema.gov

5. Cottage Street Preserve

Cottage-Street-Preserve

Cottage Street Preserve is a hidden gem in Brookline, MA, USA. This peaceful oasis offers a tranquil escape from the hustle and bustle of city life.

With its lush greenery and winding trails, it’s the perfect place for a leisurely hike. The preserve is in a residential neighborhood, making it easily accessible to locals and visitors alike.

As you meander through the wooded paths, you’ll be surrounded by the sights and sounds of nature.

Birds chirping leaves rustling in the wind, and the occasional squirrel darting across your path create a serene atmosphere. The trails at Cottage Street Preserve vary in difficulty, catering to hikers of all skill levels.

Whether you’re looking for a leisurely stroll or a more challenging one.

Rating: 8

Address: 120 Cottage St, Brookline, MA 02445, United States

Website: brooklinema.gov

6. Hall’s Pond Sanctuary

Halls-Pond-Sanctuary

Hall’s Pond Sanctuary in Brookline, MA, USA, is a hidden gem that offers a tranquil escape from the hustle and bustle of city life.

This 3.5-acre urban park features a pond, formal garden, and walking trail, all set in a secluded and lush setting. As you enter the sanctuary, you are immediately greeted by the peaceful sounds of nature.

The pond reflects the surrounding trees and sky, creating a picturesque scene that is perfect for relaxation and reflection.

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The formal garden adds a touch of elegance to the park, with carefully manicured plants and flowers that bloom throughout the seasons. The walking trail meanders through the sanctuary, inviting visitors to explore and discover the beauty of the natural world.

Surrounded by tall trees and native.

Rating: 9.4

Phone: +1 617-730-2088

Address: 3 Amory St, Brookline, MA 02446, United States

Website: brooklinema.gov

7. Stony Brook Park

Stony-Brook-Park

Stony Brook Park in Brookline, MA, USA, is a great spot for hiking, and the best part is that dogs are allowed to join in on the adventure.

The park offers a variety of trails that wind through the lush greenery, providing a peaceful escape from the hustle and bustle of city life.

With your furry companion by your side, you can enjoy the sights and sounds of nature as you explore the beautiful surroundings. Whether you’re looking for a leisurely stroll or a more challenging hike, Stony Brook Park has something for everyone.

Stony-Brook-Park-1

The trails are well-maintained and easy to navigate, making it a great option for both novice and experienced hikers. As you make your way through the park, be sure to keep.

Rating: 9.4

Phone: +1 617-333-7404

Address: Turtle Pond Pkwy, Boston, MA 02130, United States

Website: mass.gov

8. Chestnut Hill Reservation

Chestnut-Hill-Reservation

Located in the heart of Brookline, Massachusetts, the Chestnut Hill Reservation offers a serene escape from city life for both humans and their furry companions.

One of the highlights of this hiking spot is that dogs are allowed on the trails, making it a great destination for pet owners looking to explore the great outdoors with their four-legged friends.

As you wander through the lush greenery of the reservation, you’ll find a variety of trails to choose from, ranging from easy strolls to more challenging hikes.

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Whether you’re looking for a leisurely walk or a more rigorous workout, there’s something for everyone at Chestnut Hill Reservation.

The trails wind through beautiful wooded areas, offering plenty of opportunities to spot wildlife and take in the natural beauty of the surroundings.

Rating: 9.6

Phone: +1 617-333-7404

Address: Beacon Street, Brighton, MA 02135, United States

Website: mass.gov

9. Freedom Trail Starting Point

Freedom-Trail-Starting-Point

The Freedom Trail Starting Point in Brookline, MA is a popular spot for hikers looking to explore the scenic trails in the area.

Situated in a picturesque location with ample parking and restroom facilities, this starting point is the perfect place to begin your hiking adventure.

As you set out from the Freedom Trail Starting Point, you’ll be greeted by well-marked trails that wind through lush forests and meadows.

The trails offer a variety of difficulty levels, making it suitable for hikers of all skill levels.

Whether you’re looking for a leisurely stroll or a challenging hike, you’ll find it all at the Freedom Trail Starting Point. The views from the trails at the Freedom Trail Starting Point are truly breathtaking. As you make your way through the.

Rating: 9.6

Address: Freedom Trl, Boston, MA 02108, United States

Website: thefreedomtrail.org

10. Allandale Woods

Allandale-Woods

In Brookline, MA, USA, Allandale Woods offers a serene escape from the hustle and bustle of city life.

The 86-acre wooded park is home to a variety of trees, including oaks, pines, and maples, creating a picturesque setting for hiking enthusiasts to explore.

As you wander through the winding trails of Allandale Woods, you’ll be surrounded by the beauty of nature at every turn.

Allandale-Woods-1

The lush greenery and towering trees provide a sense of tranquility, making it the perfect place to unwind and reconnect with the great outdoors.

One of the highlights of Allandale Woods is its cattail marsh, a unique ecosystem that is home to a variety of plant and animal species.

Take.

Rating: 9.2

Phone: +1 617-635-4505

Address: 75 VFW Pkwy, Boston, MA 02132, United States

Website: boston.gov

11. Lone Tree Hill

Lone-Tree-Hill-1

Lone Tree Hill in Brookline, MA, USA, offers visitors the chance to explore various trails through woods and a meadow in a peaceful conservation area.

The trails wind through the trees, providing a serene and tranquil environment for hiking enthusiasts to enjoy. As you walk along the paths, you may encounter a variety of wildlife and plant species native to the area.

The sounds of birds chirping and leaves rustling in the wind create a soothing backdrop to your hike, allowing you to immerse yourself in nature and appreciate the beauty of the outdoors.

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The meadow offers a change of scenery, with open fields and wildflowers stretching out before you.

It’s the perfect spot to take a break, have a picnic, or simply sit and admire the surrounding.

Rating: 9.6

Phone: +1 617-993-2600

Address: 800 Concord Ave, Belmont, MA 02478, United States

Website: belmont-ma.gov

12. Stony Brook Reservation

Stony-Brook-Reservation-1

Stony Brook Reservation in Brookline, MA, USA, is a must-visit destination for nature lovers and outdoor enthusiasts. This sizable urban forest offers a peaceful escape from the hustle and bustle of city life.

One of the main attractions of Stony Brook Reservation is its extensive network of walking trails. These well-maintained paths wind through the lush greenery, providing visitors with the perfect opportunity to explore the natural beauty of the area.

Stony-Brook-Reservation-2

Whether you’re looking for a leisurely stroll or a more challenging hike, there is a trail for every skill level. In addition to the walking trails, Stony Brook Reservation also offers ample wildlife viewing opportunities.

Birdwatchers will be delighted by the diverse avian species that call this urban forest home.

Rating: 8.8

Phone: +1 617-333-7404

Address: 95 Turtle Pond Pkwy, Hyde Park, MA 02136, United States

Website: mass.gov

13. Beaver Brook Reservation

Beaver-Brook-Reservation

Beaver Brook Reservation in Brookline, MA, USA, is a unique hiking destination with a mix of historic buildings and natural beauty.

The park spans 59 acres, offering visitors a diverse landscape to explore. As you wander through the park, you’ll come across historic buildings that add a sense of charm and character to the surroundings.

These buildings tell the story of the park’s past and provide a glimpse into the area’s history. In addition to the historic buildings, Beaver Brook Reservation boasts woodlands that are perfect for a peaceful hike.

The trees provide shade and a sense of tranquility as you make your way through the park. One of the highlights of the park is a beautiful waterfall that adds a touch of serenity to the landscape.

Rating: 9.2

Phone: +1 617-727-5380

Address: 66 Mill St, Belmont, MA 02478, United States

Website: mass.gov

14. Griggs Park

Griggs-Park

Griggs Park in Brookline, MA, USA, is a great spot for hiking with your furry friends. The park is dog-friendly, so you can bring your four-legged companions along for the adventure.

As you explore the trails at Griggs Park, you’ll be surrounded by lush greenery and beautiful scenery.

The park offers a peaceful escape from the hustle and bustle of city life, making it the perfect place to unwind and enjoy nature with your dog. Whether you’re looking for a leisurely stroll or a more challenging hike, Griggs Park has something for everyone.

Griggs-Park-1

The well-maintained trails wind through the park, providing plenty of opportunities to take in the sights and sounds of the great outdoors. Don’t forget to bring along water.

Rating: 9

Phone: +1 617-730-2069

Address: 33 Griggs Rd, Brookline, MA 02446, United States

Website: brooklinema.gov

15. Charles River Park 1

Charles-River-Park-1-1

Charles River Park 1 in Brookline, MA, USA, is a great place for hiking with your furry friends. The best part about this park is that dogs are allowed, making it a perfect spot for dog owners looking to enjoy the outdoors with their pets.

As you explore the trails at Charles River Park 1, you’ll find beautiful scenery, well-maintained paths, and plenty of opportunities for your dog to stretch their legs and have some fun.

Charles-River-Park-1-2

The park offers a peaceful escape from the hustle and bustle of city life, allowing you and your dog to connect with nature and enjoy some quality time together.

Whether you’re looking for a leisurely stroll or a more challenging hike, Charles River Park 1 has something for everyone.

Rating: 9.8

Address: Dr Paul Dudley White Bike Path, Boston, MA 02135, United States

16. Hemlock Hill

Hemlock-Hill

In the heart of Brookline, Massachusetts, lies Hemlock Hill, a picturesque destination for hikers of all levels. This hidden gem offers a tranquil escape from the hustle and bustle of city life, with lush greenery and towering hemlock trees lining the trails.

The peaceful ambiance of Hemlock Hill makes it the perfect retreat for nature lovers looking to unwind and reconnect with the great outdoors. As you embark on your hike at Hemlock Hill, you’ll find yourself surrounded by a diverse array of plant and animal life.

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The colors of wildflowers and the sweet melodies of birds fill the air, creating a sensory experience like no other. Keep your eyes peeled for squirrels, chipmunks, and other wildlife that call this tranquil.

Address: Boston, MA 02130, United States

Website: arboretum.harvard.edu

17. Larz Anderson Park

Larz-Anderson-Park

Located in Brookline, Massachusetts, Larz Anderson Park is a picturesque destination for those looking to enjoy the outdoors. This landscaped park offers a variety of activities for visitors to enjoy, including pathways that wind through the park’s lush greenery.

One of the park’s notable features is its ponds, which provide a peaceful setting for visitors to relax and take in the natural beauty of the area. The park is also home to beautifully maintained gardens, adding to the park’s charm and appeal.

Larz-Anderson-Park-1

For those looking for more active pursuits, Larz Anderson Park offers a skating rink where visitors can enjoy ice skating during the winter months. Additionally, the park is home to an auto museum, providing a unique opportunity for visitors to learn about the history.

Rating: 9.4

Phone: +1 617-879-5650

Address: Goddard Ave & Newton St., Brookline, MA 02445, United States

Website: brooklinema.gov

Conclusion

Hiking in Brookline, MA offers a diverse range of trails and natural settings for outdoor enthusiasts to explore.

From the lush greenery of the Emerald Necklace to the tranquil paths of Larz Anderson Park, hikers can enjoy a variety of landscapes and experiences within this suburban community.

Whether you’re looking for a leisurely stroll or a challenging hike, Brookline provides ample opportunities to connect with nature and enjoy the beauty of the outdoors.

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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