Top 20 Best Things To Do In Chestnut Hill Ma

Chestnut Hill, MA, is a charming neighborhood packed with fun activities and beautiful sights. Whether you’re interested in shopping, dining, or enjoying nature, there’s something for everyone. This friendly area has parks, historic sites, and cozy spots to relax with friends and family. You can feel the unique mix of community spirit and rich history as you stroll through its lovely streets.

Today, we’ll share some of the best things to do in Chestnut Hill. From local parks where you can play and picnic to shops that offer unique treasures, this wonderful town has a lot to offer. Get ready for a great time!

Things To Do In Chestnut Hill Ma

1. Stroll through the Scenic Chestnut Hill Reservoir

Walking around the Chestnut Hill Reservoir is a refreshing experience. The picturesque route meanders around the water’s edge, offering stunning reflections of the sky. Visitors enjoy watching birds frolic on the water and seeing families picnicking along the shore.

This scenic spot is great for a leisurely stroll or an invigorating jog. As you walk, the lush greenery surrounding the reservoir adds to its charm. The path is well-maintained, making it accessible for everyone.

Trail runners often choose this route due to its beautiful scenery and mild inclines. The peaceful atmosphere allows for a wonderful escape from the hustle and bustle of city life. Many people also bring their dogs along to enjoy the nature walk.

As you walk, you can take a moment to appreciate the beautiful gardens and trees that line the reservoir. The changing seasons create varied landscapes, making each visit unique. It’s a perfect spot for photography lovers to capture stunning moments.

A stroll here offers a perfect blend of relaxation and recreation, making it a must-visit. Don’t forget to breathe in the fresh air while soaking in the views!

Address: 20 Reservoir Rd, Chestnut Hill, MA 02467.

2. Visit the Chestnut Hill Shopping Center

The Chestnut Hill Shopping Center is a shopper’s paradise! It features a variety of retail stores and dining options. From high-end boutiques to popular chain stores, there’s something for everyone.

You can easily spend the entire day exploring the center. Grab a coffee at a cozy café or enjoy a meal at one of the many restaurants. The food options range from casual bites to sit-down dining, perfect for any mood.

On weekends, the shopping center buzzes with energy. You may even find special events or sales happening. The ambiance makes shopping feel more like a fun outing.

Ample parking is available, making it convenient to visit. Many locals frequent the shopping center, making it a great spot for people-watching. You might even bump into friends while browsing.

The shopping center promises a delightful experience for all ages. It’s a great place to shop, relax, and enjoy the day!

Address: 199 Boylston St, Chestnut Hill, MA 02467.

3. Explore the Gardens at Elm Bank

The Gardens at Elm Bank is a hidden gem perfect for nature lovers. This beautiful space features a variety of gardens that showcase native plants, seasonal flowers, and unique landscapes. Each garden tells a story and offers a different vibe.

You can meander through the rose garden, where vibrant colors and lovely scents create a delightful atmosphere. The herb garden is another highlight, providing educational workshops that teach visitors about growing their own herbs.

Families can enjoy picnicking amidst the lush lawns. The sizeable open spaces are great for children to run around. Photography enthusiasts will love capturing the stunning scenery throughout the gardens.

The Gardens at Elm Bank also hosts seasonal events, including plant sales and art exhibitions. Be sure to check the schedule for any special happenings during your visit.

A trip to the gardens is both relaxing and inspiring. It’s a perfect way to immerse yourself in nature’s beauty!

Address: 900 Washington St, Wellesley, MA 02482.

4. Take a Guided Tour of the Historic Chestnut Hill Church

Visiting the Chestnut Hill Church is like stepping back in time. This historic building boasts stunning architecture and rich history that draws visitors. Guided tours provide fascinating insights into the church’s past.

The intricate stained-glass windows tell stories of the community. As you walk through the church, the charming details will capture your attention. The guides share captivating tales of the church’s role in local history.

Photography is encouraged, especially in the beautiful sanctuary. The peaceful atmosphere makes it an ideal spot for reflection and contemplation. Many visitors find themselves inspired by the church’s architecture.

In addition to tours, the church often hosts community events and services. Check their schedule to see if anything aligns with your visit. Attending a service can provide a deeper connection to the church.

Exploring the Chestnut Hill Church is a rewarding experience. It’s a blend of history, beauty, and community spirit.

Address: 670 Greeley Ave, Chestnut Hill, MA 02467.

5. Enjoy a Day of Tennis at the Chestnut Hill Tennis Club

The Chestnut Hill Tennis Club is the perfect destination for tennis enthusiasts. With well-maintained courts, players of all levels can hone their skills. The club welcomes both beginners and seasoned players.

You can book a court for a game with friends or join a class. The club offers lessons taught by experienced coaches, ensuring everyone can improve their technique. It’s a great way to meet fellow tennis lovers!

After a vigorous game, relax in the club’s lounge area. Enjoy a refreshing drink or catch up with friends. The community atmosphere makes it feel like a second home.

The club also hosts tournaments throughout the year. Participating in these events adds an exciting competitive edge to your tennis experience. It’s a lovely opportunity to showcase your skills.

A day at the Chestnut Hill Tennis Club is both fun and rewarding. You’ll leave feeling energized and accomplished!

Address: 911 W Roxbury St, Chestnut Hill, MA 02467.

6. Discover Local History at the Chestnut Hill Historical Society Museum

The Chestnut Hill Historical Society Museum is a must-visit for history buffs. This charming museum showcases the rich history of the area. As you step inside, you’ll find fascinating exhibits chronicling the town’s development over the years.

The museum features artifacts, documents, and photographs that tell the story of Chestnut Hill. It’s an educational experience that connects visitors to the town’s past. Many locals participate and lend their stories, enriching the exhibits.

You can take a self-guided tour to explore at your own pace. Knowledgeable staff members are also available to answer questions and provide additional insights. Their passion for local history is evident.

Special events and gatherings are held at the museum throughout the year. These opportunities allow the community to come together and celebrate their heritage.

Visiting the Chestnut Hill Historical Society Museum is both informative and enjoyable. It will deepen your appreciation for this lovely town.

Address: 19 Newbury St, Chestnut Hill, MA 02467.

7. Attend a Concert or Play at the Nearby Boston College Theatre

The Boston College Theatre offers a vibrant cultural experience. It hosts various performances, including concerts and plays throughout the year. These events showcase local talent and sometimes feature renowned artists.

Attending a performance allows you to immerse yourself in the arts. The theatre’s intimate setting enhances the experience, making you feel connected to the performers. It’s an excellent option for a fun night out with friends or family.

Check the schedule for upcoming events to plan your visit. Some performances may even include post-show discussions with the cast, adding depth to your experience.

Before the show, consider dining at one of the nearby restaurants. Enjoying a meal beforehand will make your evening more special. The area around Boston College is bustling with great dining options.

The Boston College Theatre promises an entertaining outing. It’s a wonderful way to appreciate the arts and support local talent.

Address: 140 Commonwealth Ave, Chestnut Hill, MA 02467.

8. Relax in the Lush Greenery of the Chestnut Hill Park

Chestnut Hill Park is a serene escape from the city. This lovely park offers sprawling green spaces perfect for relaxation. Whether you want to read a book or enjoy a picnic, this park is ideal.

The lush lawns are dotted with trees, providing ample shade on sunny days. Families often visit to play games or simply relax under the trees. The peaceful environment invites you to unwind and take a breath.

Walking trails wind through the park, making it easy to explore. You might spot local wildlife as you stroll, adding to the park’s charm. Children will enjoy the playground where they can run and climb.

Special events are often held at the park, such as community picnics and outdoor movie nights. These gatherings help foster community spirit and bring locals together.

A visit to Chestnut Hill Park is a refreshing way to spend your day. It’s all about enjoying nature and taking a break from daily routines.

Address: 21 N St, Chestnut Hill, MA 02467.

9. Stop by the Popular Wegmans for Gourmet Groceries and Dining

Wegmans is the go-to destination for gourmet groceries in Chestnut Hill. This popular store offers a wide range of fresh produce, quality meats, and artisanal baked goods. Shopping here feels like a culinary adventure.

The store features a vast selection of international products. You can find ingredients for any recipe or discover new flavors to try. Wegmans also emphasizes local products, supporting nearby farmers.

In addition to grocery shopping, you can dine at their cafe. Whether you want a quick lunch or a full meal, there’s plenty to choose from. The prepared food section is very popular, with delicious meals ready to take home.

Find a comfortable spot at one of the many seating areas and enjoy your meal. It’s a great place to relax and refuel during a busy shopping trip.

Wegmans combines quality groceries with a delightful dining experience. It’s a place where food lovers can truly rejoice!

Address: 180 Washington St, Chestnut Hill, MA 02467.

10. Visit the Boston College Campus

The Boston College Campus is a stunning site to explore. Its impressive architecture and beautiful landscapes make it a popular destination. As you walk around, you’ll see historic buildings surrounded by well-maintained gardens.

The campus is also steeped in history. Established in 1863, it has educated countless students and has a vibrant community spirit. You can admire the iconic Eagle statue as a symbol of school pride.

Self-guided walking tours are available, providing insights into the campus’s history. Stops along the way include the Gasson Hall and its stunning bell tower. Many students and visitors enjoy photographing these beautiful backdrops.

The campus is lively, especially when students are out and about. You can find lively outdoor spaces perfect for relaxing or socializing. It’s a wonderful place to immerse yourself in campus life.

A visit to Boston College will surely leave you with a lasting impression. It beautifully blends history, culture, and community.

Address: 140 Commonwealth Ave, Chestnut Hill, MA 02467.

11. Take a Walk through the Scenic Paths of the Newton Commonwealth Golf Course

The Newton Commonwealth Golf Course offers beautiful paths for leisurely walks. This scenic course allows visitors to enjoy nature while getting some exercise. Wandering through the lush greenery is both calming and refreshing.

Golfers enjoy the 18-hole course, but walkers are welcome too! The paths are well-kept, making them safe and pleasant for a stroll. Keep an eye out for wildlife along the way, including birds and squirrels.

The rolling hills provide diverse views as you walk. With changing seasons, the scenery constantly evolves, providing new photo opportunities each visit. It’s a favorite spot for both golfers and walkers.

Families often stroll through the golf course, enjoying quality time together. The course’s open spaces encourage kids to run and play while parents relax nearby.

Whether you’re an avid golfer or just looking for a nice walk, Newton Commonwealth Golf Course is a great destination. Its peaceful environment invites everyone to enjoy the outdoors.

Address: 20 Newton Commonwealth Ave, Newton, MA 02459.

12. Browse the Shelves and Attend Events at the Chestnut Hill Library

The Chestnut Hill Library is a fantastic place to spend your time. Whether you’re looking to borrow books or attend engaging events, it has it all. The cozy atmosphere invites visitors to explore its many shelves filled with various genres.

You can find new releases alongside classic titles. There are plenty of comfortable reading nooks for settling in with a good book. The library also hosts regular events, including author talks and book clubs.

Kids will enjoy the dedicated children’s section, filled with delightful stories. The library often organizes activities for younger patrons, encouraging a love of reading from an early age.

Connecting with the community is easy at the library. Residents can attend workshops and classes on various topics, from art to coding. It’s a hub for ongoing learning and creativity.

Visiting the Chestnut Hill Library is inspiring and enjoyable. Whether you’re reading, learning, or participating in community events, it’s a place where lifelong memories can be made.

Address: 14 Washington St, Chestnut Hill, MA 02467.

13. Join a Yoga Class or Fitness Session at the Reebok Club

The Reebok Club is the perfect place to focus on your fitness. With various classes offered daily, there’s something for everyone. From yoga to high-intensity workouts, you can find a class that fits your needs.

The atmosphere is welcoming, fostering a sense of community among members. Newcomers are encouraged, and the instructors are always happy to help you get started. Group classes are a fun way to meet like-minded individuals.

In addition to classes, the club features state-of-the-art equipment. You can also enjoy amenities such as a pool and spa services post-workout. It’s a complete wellness experience under one roof.

The Reebok Club often hosts special events, including workshops and fitness challenges. Participating in these events can motivate you to meet your fitness goals.

Joining the Reebok Club means committing to a healthier lifestyle while having fun. It’s an inviting space that promotes both physical and mental well-being.

Address: 100 Wyman St, Chestnut Hill, MA 02467.

14. Visit the Nearby Boston Butterfly Museum

The Boston Butterfly Museum is a delightful place to explore. It features various butterfly species, making it a paradise for nature lovers. As you enter, you’ll be greeted by beautiful fluttering butterflies around you.

The museum offers an educational experience, teaching visitors about butterfly lifecycles and habitats. They often hold interactive sessions that engage younger visitors, showcasing their beauty and importance in the ecosystem.

As you walk through the museum, you can enjoy the lush gardens designed for butterflies. The environment is designed to be as natural as possible, allowing these creatures to thrive.

Relaxation areas are available for visitors to sit and soak in the beauty around them. It’s common to spend hours admiring the colorful displays and learning new facts about butterflies.

A visit to the Boston Butterfly Museum is both enjoyable and enriching. It’s a unique experience that shines a light on these amazing creatures and their role in nature.

Address: 1035 Commonwealth Ave, Boston, MA 02215.

15. Enjoy a Gourmet Meal at One of the Upscale Restaurants, Like Pine Tree Hill

Pine Tree Hill is an upscale restaurant that provides a delightful dining experience. The ambiance is both warm and elegant, making it perfect for special occasions or casual outings. Local ingredients are used to create delectable dishes that showcase seasonal flavors.

The menu features a variety of options, including vegetarian and gluten-free selections. Each dish is beautifully presented, highlighting the chef’s creativity. The restaurant staff is friendly and attentive, ensuring top-notch service throughout your meal.

Additionally, Pine Tree Hill offers an extensive wine list, perfect for pairing with your meal. This thoughtful selection enhances the overall dining experience. It’s a great place to celebrate a birthday or simply enjoy a nice evening out.

Consider indulging in their dessert menu as well! Each sweet treat is made in-house, providing a perfect conclusion to your meal. The passion for quality food is evident in every bite.

A meal at Pine Tree Hill is not just dining; it’s a culinary adventure. It’s where good food and great memories are made.

Address: 4 Pine Tree Hill Rd, Chestnut Hill, MA 02467.

16. Stroll through the Chestnut Hill Greenway

The Chestnut Hill Greenway offers a peaceful escape for walkers and bikers alike. This scenic path is perfect for leisurely strolls or energetic bike rides. The pathway is lined with beautiful trees and gardens, creating a serene atmosphere.

Visitors can enjoy the local wildlife while exploring the greenway. It’s common to see birds, squirrels, and even the occasional deer. The nature surrounding the path makes it a delightful journey full of discovery.

The greenway is well-maintained, making it accessible for everyone. Families often enjoy the wide-open spaces where children can play and explore. The layout encourages a commitment to fitness through regular walks or runs.

Throughout the year, you can observe the changing seasons. Blossoms in the spring and vibrant foliage in the fall make for picturesque views. It’s a great spot for photography enthusiasts to capture natural beauty.

A stroll through the Chestnut Hill Greenway offers relaxation and enjoyment. It’s a must-visit for anyone looking to experience the beauty of the outdoors.

Address: Chestnut Hill Greenway, Chestnut Hill, MA 02467.

17. Attend a Workshop or Class at the Chestnut Hill Arts Center

The Chestnut Hill Arts Center offers a variety of workshops and classes that spark creativity. It’s perfect for artists at all skill levels. From painting to pottery, the options available are endless!

Participants can explore their artistic side in a supportive environment. Local artists often teach the classes, sharing their talents and techniques. The atmosphere encourages exploration and experimentation.

Workshops are designed to be engaging and fun, often resulting in tangible takeaways. Attendees are proud to showcase their creations, often leading to a sense of accomplishment.

Aside from classes, the center occasionally hosts art shows and exhibitions. These events celebrate local talent and give artists a platform to share their work with the community.

Whether you’re a seasoned artist or a beginner, the Chestnut Hill Arts Center is inspiring and welcoming. It’s a wonderful opportunity to unleash your creativity!

Address: 3 Newbury St, Chestnut Hill, MA 02467.

18. Shop for Antiques and Vintage Items at the Chestnut Hill Antique Market

The Chestnut Hill Antique Market is a treasure trove for vintage lovers. It houses various dealers, offering unique antiques and collectibles. Browsing through the stalls is like stepping into a different era!

Each item has a story, making it fun to discover unique pieces for your home or collection. You might find furniture, jewelry, or vintage clothing, all waiting to be loved again. The nostalgic atmosphere invites you to explore at your leisure.

Many dealers are knowledgeable and can provide background on the items. Engaging with them can enhance the shopping experience. They often have insights into the value and history of different pieces.

The market is open year-round, ensuring you can visit whenever you’re in the mood for treasure hunting. Special events, such as themed weekends, often enhance the experience with added excitement.

The Chestnut Hill Antique Market is not just about shopping; it’s about experiencing the past. It’s a haven for those who appreciate history and craftsmanship.

Address: 8 Newbury St, Chestnut Hill, MA 02467.

19. Visit the Local Farmers Market for Fresh Produce and Artisanal Goods

The local farmers market is a fantastic way to support the community. It’s filled with fresh produce, baked goods, and artisanal crafts. Shopping here means you’re getting the best local offerings while enjoying a vibrant atmosphere.

You can meet the friendly farmers who grow your food. They will happily share tips on preparing and storing their delicious vegetables and fruits. This interaction adds a personal touch to your shopping experience.

Besides fruits and vegetables, you’ll find delicious homemade treats, from jams to baked goods. The market often features local artisans selling handmade crafts, perfect for unique gifts.

The market is a social hub, allowing you to connect with neighbors and enjoy live music. Often, you can find food trucks offering tasty meal options too, creating a festive atmosphere.

A visit to the local farmers market is more than grocery shopping; it’s a delightful outing! It supports local businesses while promoting healthy eating habits.

Address: 5 Newbury St, Chestnut Hill, MA 02467.

20. Experience Fine Dining at the Well-Known Café Jumi

Café Jumi offers an elegant dining experience in Chestnut Hill. Known for its exquisite cuisine, the restaurant blends flavors and presentation beautifully. Each dish is crafted with fresh, locally-sourced ingredients.

The menu reflects both local and international influences, offering a diverse selection suitable for everyone. You can choose from vegetarian options or meat dishes that highlight the chef’s creativity.

The atmosphere is inviting and upscale, making it ideal for special occasions or intimate dinners. Attentive staff ensures each guest feels valued and well taken care of.

Don’t forget to explore the dessert menu, featuring unique sweet treats that are made in-house. Pair your meal with an option from their beverage list, including carefully selected wines.

A dining experience at Café Jumi promises delicious food and exceptional service, making it a culinary delight! It’s a wonderful way to celebrate life’s little moments.

Address: 15 Newbury St, Chestnut Hill, MA 02467.

Final Thoughts

Chestnut Hill is a charming area that offers a rich blend of outdoor activities, cultural experiences, and culinary delights. Whether you’re strolling around the beautiful reservoir, enjoying gourmet meals, or exploring local markets, there’s something for everyone to enjoy. If you ever find yourself in Fairfax, you might also like to explore more things to do in Fairfax, VA. As you leave, the memories of your visit will linger, drawing you back to experience the vibrant community, picturesque scenery, and delightful offerings that Chestnut Hill has to offer. Each visit reveals new treasures and experiences that celebrate the unique spirit of this lovely destination.