26 Best & Fun Things to Do in Lenox (MA)

Looking for the best and fun things to do in Lenox, MA?

Lenox is a quaint town known for its numerous outdoor activities, expansive and scenic green spaces, Tanglewood Music Festival, and summer concerts.

It is an ideal place to feel the serenity of mountains and parks, have a good time listening and watching music plays, and be knowledgeable about the history of this place via their museums and libraries. Lenox will make for an unforgettable vacation in the hearts of your family and loved ones, so plan a visit.

Let’s explore the best and fun things to do in Lenox, MA.

Things to Do in Lenox

1. Edith Wharton’s Home

Edith Wharton’s Home
Credits:LEE SNIDER PHOTO IMAGES / Shutterstock
Edith Wharton’s Home

The Mount, Edith Wharton’s Home is an ideal attraction to visit if you are a historian planning a vacation, and here should top your list of fun places to visit.

The Mount has a history stretching back to 1902, when Edith Wharton built the home. The renowned American novelist built her summer home, the Mount, on a 113-acre land.

Visitors can tour around to view the sculptures, the home designs, large grounds, and the grand garden. During winter, tourists can visit to have a feel of their annual light and sound event where beautiful performances are carried out.

The building is listed on the register of National Historic Places because of its historical significance. Till this moment, Mount is a cultural center that supports the artistic, humanitarian, and intellectual achievements of Edith Wharton.

Address: 2 Plunkett St, Lenox, MA 01240, United States

2. Visit Lenox Library

Lenox Library
Credits: Randy Levine / Flickr
Lenox Library

Visiting the Lenox Library is one of the most interesting things to engage in when you’re in Lenox and if you love reading, here is an ideal place to see when you visit.

The Library is such a delightful edifice where you can search for interesting books, articles, audiovisual contents, topical resources, local history information, search for a wide range of music, join various local clubs, and participate in outstanding lectures series.

Special events like weddings, birthday parties, corporate meetings, and others can be done at the library. The library is relaxing while reading an interesting book and admiring the beautiful edifice.

You can also tour the library while also searching for books with historical information on Lenox. By doing so, you’ll be knowledgeable about Lenox and its history.

The auditorium in the library has a capacity of 100 people, whereas the table seating capacity is 120 persons. They have free wifi to access the internet.

Address: 18 Main St, Lenox, MA 01240, United States

3. Hike to the Summit of Lenox Mountain

Lenox Mountain
Credits: L.A. Nature Graphics / Shutterstock
Lenox Mountain

There’s quite a lot of historical information that Lenox Mountain holds, and if you are a history enthusiast, it should be on your top list of places to visit.

It should interest you to know that Lenox Mountain is a core part of the culture and history of the Mohican Nation today and also its ancestral home. There is a lot of information to gain from this attraction.

The mountain is 2,126 feet high and is an ideal place to go hiking, running, and walking, and it has beautiful trails in the area. You can hike your way up to the top of the mountain and down. The views from the top are breathtaking and lovely

Address: Pleasant Valley Sanctuary

4. Ventfort Hall Mansion and Gilded Age Museum

Ventfort Hall Mansion and Gilded Age Museum
Credits: Massachusetts Office Of Travel & Tourism / Flickr
Ventfort Hall Mansion and Gilded Age Museum

This is a huge attraction for anyone wanting to have a beautiful vacation in Lenox and should be on your bucket list of fun things to do here.

The Ventfort Hall Mansion and Gilded Age Museum were constructed towards the late 19th-century era when the nation’s economic growth was increasing so fast, and the rich were erecting mansions.

Most of the wealthy people in this region. made Berkshire their place of abode, and the Ventfort Mansion having this Jacobean architectural style was the best mansion used in hosting big parties in Lenox.

Things to find in the mansion are an expansive veranda, hand-carved oak ceilings, and expensive lawns, and many others. Over time, the mansion was used as a community center, a summer hotel, and a hostel for students. Aside from touring the mansion, there are special exhibits, programs, theatrical plays, lectures

Address: 104 Walker St, Lenox, MA 01240, United States

5. Theater at Shakespeare & Company Show

Theatrical Plays at Shakespeare & Company Show
Credits:John Phelan [CC BY-SA 3.0], Wikimedia Commons
Theatrical Plays at Shakespeare & Company Show
If you’re a lover of entertainment and arts, one of the ideal things to do is to visit the Shakespeare & Company Show. The show attracts over 60,000 persons yearly and is one of the biggest Shakespeare Festivals in the country.

The company organizes different events, from new plays to classic Shakespeare plays. The Company has a long line of history, having been in existence since 1978, established by Tina Packer and a center of entertainment for locals and tourists.

You can also watch your favorite plays such as Hamlet, plays from King Lear productions, Romeo and Juliet, and many more. You can also join in their workshops, lectures, and classes if you want to know acting.

Address: 70 Kemble St, Lenox, MA 01240, United States

6. WAM Theater

WAM Theater
Credits: SimoneN / Shutterstock

One of the best things to do in Lenox is to visit the WAM theater, whose objectives are focused on women’s history. Their objectives are centered on clamoring for equal opportunities and human rights in society.

If you’re a historian, here is an ideal place to visit as the artist to find here will explain to you in detail the history of the communities and their different races, nationalities, ethnicities, and backgrounds.

You might be wondering what the name WAM stands for, and it means “Where Arts and Activism Meet’. In 2010, in its advocate for humanitarianism, it donated some cash to support the fight for gender equality.

As a result of its philanthropic achievements towards helping society, it has so far been a major source of attraction to this region and the community at large.

Address: 45 Walker St, Lenox, MA 01240, United States

7. Music Shows in Tanglewood

Credits: James Kirkikis / Shutterstock

Tanglewood is seen as the best music center in Lenox. Here is a place of abode to the Boston Symphony Orchestra and organizes the Tanglewood Music Festival, which many know.

A rich heritage characterizes this region. The concerts that have been organized here over time since 1930 were outstanding and were graced by famous soloists, musicians, and conductors.

The names of artists who have performed over time in Tanglewood are Wind and Fire, Josh Groban, All-Star Band, Goo Goo Dolls, James Taylor. The Chicago and Santana bands have also performed here.

The Tanglewood center is outstandingly awesome, and you can have a tour of the whole area. It is quite a venue to enjoy a great show if you’re planning a vacation in Lenox. Here is a perfect place to be and should top your list of things to do in Lenox

Address: 297 West St, Lenox, MA 01240, United States

8. Explore Pleasant Valley Sanctuary

Pleasant Valley Sanctuary
Credits: vagabond54 / Shutterstock
Pleasant Valley Sanctuary

One of the best things to do in Lenox is to visit the Pleasant Valley Sanctuary. If you love hiking in beautiful landscapes, here’s the right place to be and should top your list of fun places to be when you’re here.

The beautiful landscape has over 1,000 acres for visitors to adventure on. You can find trails that cut through the beautiful forest areas, wetlands, meadows, and alongside the Lenox Mountain slopes.

Visitors can join in various events and programs organized at the valley sanctuary. These activities include canoeing or paddling, naturalist-guided hike, kayaking, bird watching program, and lots more.

You can as well spot beavers around the sanctuary. The area has many dams, and they’re worth seeing. You should come with your camera to take some good photos to post on your Instagram.

Address: 472 W Mountain Rd, Lenox, MA 01240, United States

9. Kennedy Park

Go Picnicking in Kennedy Park
Credits: JASON DRAGONETTI / Shutterstock
Go Picnicking in Kennedy Park

Kennedy Park is quite a destination to visit with lots of fun-filled outdoor activities that will interest you and make your stay here engaging. There is never a dull moment here and be sure to add it to your bucket list.

The beautiful park has approximately 15 miles of trails perfect for hiking and biking. Here is a lovely spot for a picnic while enjoying the views with colleagues, family, and friends.

You can bring the kids along to spend quality time here as there are trails for kids to have a walk and play areas for them. You can visit during the Autumn season to see fall foliage, and the view is cool with beautiful fall colors.

The Kennedy Park trails are well maintained and ideal for mountain bikers, Cross country skiing, snowshoeing, hiking, picnicking, and lots more. Automobiles, snowmobiles, electric bicycles are not allowed in the park, and there are many parking spaces.

Address: Route 7 and 20 Pittsfield Road, Lenox, MA 01240

10. Glendale Brook Studio

One of the best things to do in Lenox if you are a fan of art paintings is to visit the Glendale Brook Studio, and you should add it to your top ten things to do in Lenox.

Suppose you have been longing to own a Matisse, which cost an estimated 17 million dollars which is way too expensive and less affordable. In that case, you could go for a different original art piece with a touch of Matisse.

Everything to find here is original art, making it entirely different from your normal art shops or studios. It is a transition from normal museum posters to original art.

Part of its goal is to be an integral part of the Lenox art community and to create an art-friendly environment that will brace myriads of art lovers

Address: 27 Church St, Lenox, MA 01240, United States

11. Berkshire Scenic Railway Museum

Berkshire Scenic Railway Museum
Credits: cmh2315fl / Flickr
Berkshire Scenic Railway Museum

Suppose you’re a lover of history and want to be knowledgeable about the history of railroading in this region. In that case, a visit to the Berkshire Picturesque Railway Museum should be a must-visit.

The Berkshire Railway Museum was established in 1984 to preserve the historical information of railroads. The railroad has been a source of economic development over time in American history.

Visitors can have a self-guided tour of the revamped train station while admiring displays and exhibits of past railway equipment. Visitors can also have a short train ride back and forth to the museum.

If you are keen on knowing more about trains and the railroad system, a guided tour is available in the museum. It explains in detail how the rail system generally works.

Address: 10 Willow Creek Rd, Lenox, MA 01240, United States

12. House of American Abstract Artists in Frelinghuysen Morris House & Studio

House of American Abstract Artists in Frelinghuysen Morris House & Studio
Credits: Tess Panfil / Flickr
House of American Abstract Artists in Frelinghuysen Morris House & Studio

American Abstract Artists by the names of George Morris and Frelinghuysen once lived in this beautiful studio and home. Here’s a place for art enthusiasts to be and be inspired as they journey through the world of art.

The Bauhaus home style houses the important abstract artworks of Pablo Picasso, Juan Gris, Georges Braque, and Joan Miro and still maintains a modern style of home.

The building is a two-story, glass block art studio, and The beautiful house comprises paintings, frescoes, and furniture done by Franklin and Deskey.

Visitors who visit always want to dig deep into the history of this place, and one can do this via films, their 6000 artworks, photos, letters, and lots more.

Activities to engage in aside from going on a guided tour include seeing a short film on how outdoor paintings are done or taking a walk on the property with a land area of 42 acres. Art workshops and classes are organized regularly to educate people on abstract art.

Address: 92 Hawthorne St, Lenox, MA 01240, United States

13. Kripalu Center for Yoga and Health

Kripalu Center for Yoga and Health
Credits: Massachusetts Office Of Travel & Tourism/ Flickr
Kripalu Center for Yoga and Health

One of the best things to do when in Lenox is to check out the Kripalu Center for Yoga and Health. If you need some time or somewhere to connect back to your mind, here should be a must-see for you.

Here is a completer health center for relieving stress via yoga and yoga dance activities. The health center offers classes and workshops. that help people build joy, compassion and connect well within themselves.

The School of Yoga, the School of Mindful Outdoor Leadership, and the School of Ayurveda are all under the umbrella of this Health Center. Here’s a place to be for mind relaxation and take your mind off mundane activities from work and home

Address: 57 Interlaken Rd, Stockbridge, MA 01262, United States

14. American Craftsman Galleries

 American Craftsman Galleries
Credits: An American Craftsman / Facebook
American Craftsman Galleries

If you’re looking for that perfect destination to be and improve your craft as an artist, the American Craftsman Galleries should be a must-visit when you’re in Lenox.

Here you can find professional and upcoming artists alike. The Gallery displays artwork of fast-rising artists together with professional artists involved in clay, metal art, glass, fiber, mixed media, and leather.

Many artworks are shown here, ranging from decorative art objects to unusual gifts, from seasoned collectors to first-time buyers, from glass art to jewelry.

Here’s a beauty of its own: there are so many art collections to select from this amazing American Craftsman Galleries.

Address: 22 Walker St, Lenox, MA 01240, United States

15. Arcadian Shop

Arcadian Shop
Credits: Vitalii Nesterchuk / Shutterstock

Looking for that perfect destination to spend some quality time with your friends, colleagues at work, partner, and try out fun-filled activities, the Arcadian Shop should be a must-visit when you’re in Lenox.

The Arcadian Shop is the best when it comes to outdoor activities. They provide rental services for paddle boarding, biking, snowshoeing, cross country skiing, and kayaking.

Make sure you stop by and have a good time in the picturesque outdoors of this Berkshire County and its neighboring areas. The shop is close to Kennedy’s 400-acre park, and there’s a Cafe to relax too and enjoy a great coffee or sandwich.

Their staffs are super friendly and welcoming, be rest assured to receive a big hug when you visit

Address: 91 Pittsfield Rd, Lenox, MA 01240, United States

16. Tom Fiorini Sculpture Yard

Tom Fiorini Sculpture Yard
Credits: Tom Fiorini Sculpture Yard / Facebook
Tom Fiorini Sculpture Yard

One of the most interesting things to do in Lenox, MA, is to have a walk through the Tom Fiorini Sculpture Yard, and you might want to add it to your bucket list of fun things to do when you’re here.

Tom is a local sculptor who does amazing artworks that people easily pique interest in. Various artwork to find here ranges from yard signs to beautiful wood sculptures. His idea of revamping mundane stuff into lovely art pieces will leave you amazed.

Every art piece to find in this yard will catch your fancy. You might as well want to take home with you your most admired piece or get one as a souvenir for those back at home.

Tom’s artwork, metal chairs, had gotten so much acknowledgment from people, local news stations, and even the media when his artwork was shown in a Canadian textbook.

Address: Church St, Lenox, MA 01240, United States

17. Buy Artworks in the WIT Gallery

Buy Artworks in the WIT Gallery
Credits: Todd Van Hoosear / Flickr
Buy Artworks in the WIT Gallery

The WIT gallery is in Lenox, the central part of Berkshire Hills; this region has a rich cultural heritage. You might also be wondering what the acronym stands for, and it means ” Wonders in Time.”

The Wonders in Time Gallery is the prime center for modern art. The gallery was founded in 1999 and had, over time, been a platform for talents to showcase themselves, whether as professionals or as upcoming artists.

The artworks to find here take different forms, such as paper, glass, photography, paintings, and outdoor and indoor sculpture. The gallery’s main focus is to provide visitors with exceptional art selections that are both cutting-edge and easy to find.

Our staff members are passionate about the art industry and are dedicated to providing the best possible customer service to locals and visitors alike.

Address: 27 Church St # 102, Lenox, MA 01240, United States

18. Parson’s Marsh Reserve

The Parson’s Marsh is quite a beautiful Landscape area, forest area, and wetland area. It is situated on the Under mountain road in Lenox, with a parking space at the trailhead.

The partnership between the Berkshire Natural Resources Council and private landowners in Lenox helped conserve this area for wildlife habitat, recreation, and farmland soils.

The 183 acres of land owned by BNRC is 1/3 mile long, with a beautiful hiking trail with a half hard parked walking surface and half boardwalk, and this inspired tourists to explore the woodlands and wetlands while enjoying the wildlife.

While you have a walk in the woods, you are sure to see the roots of trees and plants that have been exposed by marsh water, bees, and butterflies. Hunting and fishing are prohibited in the preserve, and visitors should be aware of that.

Address: 170 Under Mountain Rd, Lenox, MA 01240, United States

19. Undermountain Farm

Undermountain Farm
Credits: Ben Roffer / Flickr
Undermountain Farm

The Under Mountain Farm is a picturesque landscape situated west of downtown, and it is a well-preserved farm. Horse riding here is fun, whether riding in our large indoor arena or trotting your way through the beautiful woods and fields.

The farm has various beautiful trails that are yet to be uncovered. Adults who haven’t ridden a horse can get an instructor-led tour for beginners along the trail.

The kids are not left out as they can learn how to ride by visiting during the farm’s day camp. From age 6 to 14 are schooled on caring and riding horses and doing other básic chores such as stall cleaning, basic safety, pasture care, routine chores—feeding, grooming, and others.

To bring along the whole family, you should sign up for the group package, which comes with so many activities like riding, tacking, grooming, horse care, and others.

Address: 400 Under Mountain Rd, Lenox, MA 01240, United States

20. Lenox Yoga Studio

Lenox Yoga Studio
Credits: AboutLife / Shutterstock

After long hours of touring through the beautiful city, you will need to relax and give your body a nice treat. Make sure to visit when you are here in Lenox.

The Lenox yoga studio was started by a local, a premier instructor by the name Sue Parsley. Due to the experiences gained over time in this field, she has worked in different big spas while working privately and traveling.

She started off her place to bring people within her region close and build a strong yoga community, and she purchased a building at 52 Housatonic street in Lenox, which has been its permanent location.

The Yoga studio has well-trained instructors to guide you on your yoga journey. The studio organizes Kriya, Hatha, SUP Yoga, Vinyasa, Power Yoga, Kripaluand lots more. Different exercises come with their tasks and levels.

Address: 52 Housatonic St, Lenox, MA 01240, United States

21. Sohn Fine Art

Sohn Fine Art
Credits: Sohn Fine Art / Facebook
Sohn Fine Art

The Sohn Fine art was established in 2012 by a photographer named Cassandra Sohn. The gallery is focused on modern photography and is keen on promoting, exhibiting, and developing contemporary photography by both local and international artists.

Part of its goal is to encourage community development through art exhibitions, workshops, and lectures. It will interest you to know that yearly, Sohn Fine Art organizes a Master Artist Series program for world-famous photographers.

This program aims to provide and share experiences with artists at the peak of their field with professionals or aspiring photographers and collectors of photography.

If you have a photographer or love taking photographs, here is a great place to visit when in Lenox and should be on your list of things to do in Lenox, MA .

Address: 69 Church St, Lenox, MA 01240, United States

22. Berkshire Horseback Adventures

Berkshire Horseback Adventures
Credits: Valeri Vatel / Shutterstock

One of the best attractions not to miss out on when you are in Lenox is the Berkshire Horseback Adventures, and it should be on your fun list of things to do in Lenox.

This destination attracts lots of horse riders and avid horse riders who wish to perfect their horse riding skills. You can visit your family to spend quality time together because it’s fun.

The views here are extraordinary and beautiful while you ride yourself on an adventure with any of the beautiful horses. You might as well come with a camera to take beautiful photos to post on your Instagram.

The horses found here are healthy and well fed and sought after.

Address: 293 Main St, Lenox, MA 01240-2387

23. The Bookstore and Get Lit Wine Bar

The Bookstore and Get Lit Wine Bar
Credits: GNT STUDIO / Shutterstock

The Bookstore has so far been in the community for over 40 years. A place where locals can leave a note for their house plumber knowing he will stop by at the house or buy a gift for a friend as a surprise and leave it at the counter till they come to get it.

You can find your choice of books to study, from modern-day fiction to poetry with science fiction and Judaica, and you can also find kiddies books for your kids, history, science, and a New York cartoon collection.

The Bookstore has a wine bar close to the building. You can check into the book store to pick a book and a bottle of wine to sit and relax. Here is quite a relaxing spot to read and share ideas with different people while enjoying your wine.

Address: 11 Housatonic St, Lenox, MA 01240, United States

24. Alta Restaurant & Wine Bar

Alta Restaurant & Wine Bar
Credits: ALTA Restaurant and Wine Bar/ Facebook
Alta Restaurant & Wine Bar

Alta Restaurant & Wine Bar is one of the best restaurants to dine and wine with your family and friends.

The restaurant moved to the glamorous town of Lenox in 2008, and it is popular amongst visitors and residents.

It was founded by three hardworking restaurateurs offering creative Mediterranean food along with delicious wines.

Alta Restaurant & Wine Bar Offers lunch and dinner meals made through the use of freshly sourced local ingredients.

Address: 34 Church St, Lenox, MA 01240, United States

25. Berkshire Canoe Tours

Berkshire Canoe Tours
Credits: marekuliasz / Shutterstock


What better way to truly explore a city rather than joining a fascinating tour? It is one of the best things to do.

Berkshire Canoe Tours is a family-owned and operated business that takes visitors on an entertaining and thrilling adventure.

You get to explore the entire Housatonic River as you enjoy its mesmerizing views and surroundings.

Come along with your camera or any recording device to capture the special moments which would serve as a form of remembrance.

You might come across sycamores, cottonwoods, cinnamon ferns, owls, spicebushes, and more.

During this two-hour tour, it is common to sight muskrats, beavers, kingfishers, great blue herons, and so on.

26. Cranwell Spa And Golf Resort

Cranwell Spa And Golf Resort
Credits: joysugarplum / Shutterstock

Of course, your list of things to do in Lenox cannot be complete without a stop at Cranwell Spa And Golf Resort.

Cranwell Spa And Golf Resort is found not too far from the Tanglewood live music in the metro region of Lenox.

This gorgeous golf course offers players of all skill levels an exciting tee time.

There is an indoor pool plus a relaxing sauna where visitors can relax and cool off on hot days.

Cranwell Spa And Golf Resort restaurant offers a complimentary Continental breakfast, while the bar provides delightful beverages.

For those who want to shed some extra calories or simply work out, there is a fitness center with a conference center and business spaces.

Address: 55 Lee Road Lenox, MA 01240, United States

Take to exploring other cities of Massachusetts, check out our list of things to do in Rogersthings to do in Worcester, and things to do in Worcester.

Plan Your Trip Lenox

The city of Lenox, Massachusetts, situated in the center of Berkshire Hills, provides visitors with many fun activities for visitors and locals to explore.

There are many historical spots embedded with rich cultural heritage that you wouldn’t want to miss out on. With this list of things to do in Lenox, quite some fun await you, family, friends, and colleagues.