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Chestnut Hill, Massachusetts

The Street Chestnut Hill

The Street Chestnut Hill is a modern shopping and dining destination with upscale boutiques, eateries, and beautiful outdoor areas. It's a perfect place to stroll, shop, and grab a bite to eat in a chic atmosphere.

The Street Chestnut Hill

Phone: (617) 566-6667

Official Website
 

Chestnut Hill Reservoir

This scenic reservoir offers a 1.5-mile walking and jogging path with views of Boston College and the surrounding woodlands. It's a peaceful retreat for nature lovers and joggers alike.

Chestnut Hill Reservoir

Phone: N/A

Official Website
 

Boston College

Boston College is a prestigious private Jesuit research university with beautiful Gothic architecture and a vibrant academic atmosphere. Visitors enjoy campus tours, lectures, and seasonal events.

Boston College

Phone: (617) 552-8000

Official Website
 

Frederick Law Olmsted National Historic Site

Located just outside Chestnut Hill in Brookline, this site preserves the home and office of famed landscape architect Frederick Law Olmsted. Tour the grounds and learn about the creator of Central Park.

Frederick Law Olmsted National Historic Site

Phone: (617) 566-1689

Official Website
 

Waban Hill Reservoir Park

This quiet and lesser-known reservoir offers a peaceful walking path and views of Boston College and the Chestnut Hill area. Ideal for a quiet stroll or photography.

Waban Hill Reservoir Park

Phone: N/A

Official Website
 

Metropolitan Waterworks Museum

This museum showcases the history of Boston’s clean water system and features massive steam engines and architectural exhibits. It's located right by the Chestnut Hill Reservoir.

Metropolitan Waterworks Museum

Phone: (617) 277-0065

Official Website
 

Longyear Museum

This museum tells the story of Mary Baker Eddy and the early history of Christian Science. It includes a beautiful historic house and exhibits on her life and work.

Longyear Museum

Phone: (800) 277-8943

Official Website
 

Wegmans Food Market

Not just a grocery store, Wegmans in Chestnut Hill is a culinary destination with a food court, sushi bar, bakery, and cafe. It's a favorite stop for locals and visitors alike.

Wegmans Chestnut Hill

Phone: (781) 694-1200

Official Website
 

The Shops at Chestnut Hill

This elegant shopping center features high-end retailers like Bloomingdale’s, along with restaurants and cafes. It’s a go-to destination for fashion and luxury shopping.

The Shops at Chestnut Hill

Phone: (617) 965-3037

Official Website
 

Hammond Pond Reservation

This large nature area features wooded trails, rock climbing areas, and beautiful Hammond Pond. It’s perfect for hikers, bird watchers, and outdoor enthusiasts.

Hammond Pond Reservation

Phone: N/A

Official Website
 

Brookline Reservoir Park

Just east of Chestnut Hill, this reservoir is surrounded by a gravel walking path and lined with mature trees. It’s a favorite spot for joggers and dog walkers in all seasons.

Brookline Reservoir Park

Phone: N/A

Official Website
 

Newton Commonwealth Golf Course

This public golf course offers 18 holes with rolling fairways and beautiful city views. It's a convenient and scenic option for golf enthusiasts near Chestnut Hill.

Newton Commonwealth Golf Course

Phone: (617) 630-1971

Official Website
 

Larz Anderson Park

This expansive park features gardens, picnic areas, and views of the Boston skyline. It’s also home to the Larz Anderson Auto Museum and a seasonal skating rink.

Larz Anderson Park

Phone: (617) 730-2088

Official Website
 

Larz Anderson Auto Museum

Housed in a historic carriage house, this museum features a collection of vintage automobiles and automotive exhibits. It’s one of America’s oldest car museums.

Larz Anderson Auto Museum

Phone: (617) 522-6547

Official Website
 

Newton Centre Playground

This large city park includes sports fields, a playground, and shaded walking trails. It’s a relaxing community spot for families and fitness enthusiasts alike.

Newton Centre Playground

Phone: (617) 796-1500

Official Website
 

Cutty's

Cutty's is a beloved sandwich shop in Brookline Village, just minutes from Chestnut Hill. Known for its roast beef sandwiches and house-made chips, it’s a foodie favorite.

Cutty's Sandwich Shop

Phone: (617) 505-1844

Official Website
 

Brookline Booksmith

This indie bookstore is a literary haven with shelves full of bestsellers, classics, and local author titles. It also hosts regular readings and book signings.

Brookline Booksmith

Phone: (617) 566-6660

Official Website
 

Coolidge Corner Theatre

This historic art-deco cinema showcases indie films, cult classics, and special events. It’s a cultural staple of the nearby Brookline community.

Coolidge Corner Theatre

Phone: (617) 734-2500

Official Website
 

Chestnut Hill Square

A lifestyle and shopping plaza that offers a mix of national retailers, boutique fitness studios, and restaurants. It’s a vibrant hub for shopping and wellness activities.

Chestnut Hill Square

Phone: (617) 965-3037

Official Website
 

CorePower Yoga Chestnut Hill

Offering high-energy yoga classes in a heated studio, CorePower is a favorite for fitness seekers. It’s conveniently located for locals and visitors looking to stay active.

CorePower Yoga

Phone: (617) 383-5531

Official Website

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