Things to Do in Lee Massachusetts

Discover the Delightful Downtown of Lee

Lee, Massachusetts is a quaint town located in the heart of the Berkshires, known for its historic charm and vibrant downtown area. One of the first things you’ll want to do when visiting Lee is to explore its picturesque Main Street.

As you wander down Main Street, you’ll come across a variety of locally-owned shops and boutiques. Take some time to browse through unique stores like Five & Diamond, which offers a selection of vintage and antique items that can add a touch of originality to your home décor.

If you’re a book lover, you might want to make a stop at The Book Gallery. This cozy bookstore has a wide range of literary genres and is the perfect place to pick up a new read or find a unique gift. The staff is incredibly knowledgeable and can help you find exactly what you’re looking for.

Feeling hungry? Lee has an array of dining options that cater to different tastes. For a quick bite, pop into the Starving Artist Café and Creperie. Known for its delicious and artistic crepes, this café also features local artwork, creating a unique dining atmosphere.

If you’re in the mood for something more upscale, check out Chez Nous. This French bistro offers a seasonal menu that highlights local produce and flavors. It’s an excellent spot for a romantic dinner or a special occasion meal.

For those who enjoy a good brew, be sure to visit Moe’s Tavern. This local favorite boasts an impressive selection of craft beers and has a friendly, laid-back vibe. It’s the perfect place to unwind after a day of exploring.

Immerse Yourself in Nature at October Mountain State Forest

Nature enthusiasts will find plenty to love in Lee, and one of the top spots to explore is October Mountain State Forest. As the largest state forest in Massachusetts, it offers endless opportunities for outdoor activities.

Hiking is a popular pastime here, with trails that range from easy strolls to challenging hikes. The Gorge Trail is a favorite for its stunning views and moderate difficulty level, making it accessible for most hikers. If you’re seeking a more strenuous trek, try the Appalachian Trail, which passes through the forest and offers more rugged terrain.

Another way to enjoy October Mountain is by camping. The forest has several campgrounds where you can pitch a tent and truly immerse yourself in nature. For a more secluded experience, consider the Buckley-Dunton Lake area, which is perfect for a peaceful retreat.

Fishing is also a popular activity at October Mountain. The forest’s streams and lakes are stocked with trout, making it an ideal spot for both novice and experienced anglers. Whether you’re fly fishing or casting from a boat, you’re likely to have a successful day on the water.

If you prefer a more leisurely experience, consider a picnic by the lake. The scenic views and tranquil environment make October Mountain an excellent spot for a relaxing afternoon with family or friends.

Experience History and Culture at Local Museums and Galleries

Lee is rich in history and culture, and there are several museums and galleries that offer a glimpse into the town’s past. One must-visit is the Lee Historical Society Museum, which showcases artifacts and exhibits that tell the story of Lee’s development and heritage.

Art lovers will appreciate a visit to the Good Purpose Gallery. This unique gallery features work from artists of all abilities, promoting inclusion and diversity in the arts. The exhibits change regularly, so there’s always something new to see.

Another cultural highlight is the Spectrum Playhouse. This community theater offers a range of performances, from plays to musical acts, and provides a platform for local talent. It’s a great way to support the arts and enjoy an evening of entertainment.

If you’re visiting during the summer, be sure to check out the Tanglewood Music Center in nearby Lenox. This renowned venue hosts the Boston Symphony Orchestra and other world-class musicians. It’s a short drive from Lee and offers an unforgettable cultural experience.

Savor Delicious Local Cuisine

When it comes to dining, Lee has no shortage of fantastic options. One of the must-try local spots is Salmon Run Fish House. Known for its fresh seafood and cozy atmosphere, it’s a favorite among both locals and visitors. Don’t miss their clam chowder, which is said to be one of the best in the area.

For a taste of the Mediterranean, head to 51 Park Restaurant & Tavern. This family-friendly restaurant offers a diverse menu with everything from wood-fired pizzas to hearty pasta dishes. Their outdoor seating is particularly lovely on warm evenings.

If you’re craving comfort food, try out Timothy’s Restaurant. This local favorite serves up classic American dishes with a gourmet twist. Their burgers and fries are a hit, and they have an excellent selection of craft beers to wash it all down.

Vegetarians and vegans will find plenty to enjoy at Mint Indian Lakeside Cuisine. This restaurant offers an extensive menu of flavorful, plant-based dishes in addition to traditional meat options. The lakeside view is an added bonus, making for a delightful dining experience.

Find Unique Treasures at Local Shops

Shopping in Lee is a delightful experience, with an array of unique shops to explore. One gem is the Out of Hand Studio and Gallery. This store features handmade jewelry, pottery, and other artisan goods, all crafted by local artists. It’s a great place to find one-of-a-kind souvenirs and gifts.

Another must-visit is Dizzy Bird Vintage. This shop is a treasure trove of vintage clothing, accessories, and home decor. Whether you’re a fashion enthusiast or just love hunting for unique finds, Dizzy Bird is sure to impress.

For a more traditional shopping experience, head to the Lee Premium Outlets. This outdoor shopping center offers a mix of high-end brands and discount stores, making it a great spot to score some deals. Brands like Nike, Coach, and Ralph Lauren have outlet locations here, offering significant discounts on their products.

If you’re looking for local products to take home, be sure to visit the Lee Farmers Market. Held on Saturdays during the warmer months, this market features fresh produce, artisan foods, and handmade crafts from local vendors. It’s the perfect place to pick up some delicious goodies and support local farmers.

Visit the Beautiful Lee Library

One of the hidden gems of Lee is the Lee Library. Established in the late 19th century, this historic building offers a serene and enriching environment. Its beautiful architecture and vintage interior make it a delightful place to spend some time.

The library isn’t just about books; it hosts various community events and workshops. Whether you’re interested in local history talks, author readings, or educational programs for kids, there’s always something going on.

If you’re looking to dive into some regional literature, the Lee Library has an excellent selection of books on Berkshire history and culture. The staff is very friendly and knowledgeable, always ready to help you find what you need.

For Digital Nomads, the library offers free Wi-Fi, making it an excellent spot to get some work done while enjoying a quiet, comfortable environment. It’s a great way to mix productivity with a touch of local culture.

Explore the Outdoors at Beartown State Forest

Another fantastic natural attraction near Lee is Beartown State Forest. This expansive state forest offers an array of outdoor activities suitable for all ages and skill levels.

Hiking enthusiasts will love the numerous trails that wind through the forest. One popular route is the Benedict Pond Loop, a relatively easy trail that offers beautiful pond views and the chance to see local wildlife.

For those who enjoy water activities, Benedict Pond is perfect for kayaking, canoeing, and even swimming during the warmer months. The pond is calm and clear, making it ideal for a more relaxed day on the water.

If you’re into fishing, Beartown State Forest won’t disappoint. The pond and other water bodies within the forest are well-stocked, offering good opportunities to catch bass or trout.

Camping is also a popular activity here. With several campgrounds available, you can choose a spot that best suits your needs, whether you’re looking for a more remote location or a site closer to amenities like restrooms and showers.

Attend a Local Festival

Lee is known for its vibrant community events, and attending a local festival is a great way to experience the town’s culture and camaraderie. One of the most popular events is Founders’ Day Weekend, held every September. This festival celebrates the founding of the town with parades, live music, food vendors, and various family-friendly activities.

Another notable event is the Lee Apple Squeeze, held annually in downtown Lee. This fall festival offers apple-themed activities, local crafts, and delicious food. It’s a perfect event for families and those who love to experience traditional New England festivities.

During the summer, the Concerts in the Park series is a fantastic way to enjoy live music in a beautiful outdoor setting. Held at the town park, these free concerts feature local bands and musicians, offering diverse musical styles.

For art enthusiasts, the Lee Arts Festival is a must-visit. This event showcases local artists and their work, from paintings to sculptures. It’s a great opportunity to purchase unique art pieces and meet the creators behind them.

Explore the Scenic Lee Lake

Lee Lake, also known as Laurel Lake, is another outdoor treasure you shouldn’t miss. This picturesque lake offers various recreational activities, making it a popular spot for both locals and visitors.

Swimming is a favorite summer activity at Lee Lake, thanks to its clear waters and sandy beach areas. There are also designated picnic spots, making it easy to enjoy a meal by the water.

For those who enjoy boating, the lake has a public boat launch. You can bring your kayak, canoe, or paddleboard and explore the lake at your own pace. It’s a peaceful way to take in the natural beauty of the area.

If you’re into fishing, Lee Lake is well-stocked with various fish species, including bass and trout. The tranquil setting makes for a relaxing fishing experience, whether you’re on the shore or in a boat.

During the fall, the foliage around Lee Lake is nothing short of spectacular. A walk around the lake gives you a front-row seat to the stunning colors, making it an excellent spot for photography.

Embrace Creativity at IS183 Art School

If you’re feeling creative, a visit to IS183 Art School is a must. Located near Lee, this community art school offers a variety of classes and workshops for all ages and skill levels.

You can sign up for classes in painting, ceramics, photography, and more. Whether you’re a beginner or an experienced artist, there’s something for everyone.

IS183 also hosts special events and exhibitions showcasing the work of its students and instructors. It’s a wonderful way to support local artists and perhaps even pick up a new hobby.

The school’s setting in a renovated 19th-century church adds to its charm. The inspiring environment makes it the perfect place to let your creativity flow.

Enjoy Local Breweries and Distilleries

Lee and the surrounding area are home to some excellent breweries and distilleries, perfect for those who appreciate craft beverages. One local favorite is the Berkshire Mountain Distillers, located just a short drive from Lee. They offer tours and tastings, allowing you to sample their award-winning spirits.

Another great spot is the Big Elm Brewing Company. Known for their flavorful and innovative craft beers, a visit to their tasting room is a great way to spend an afternoon. They also offer tours where you can learn about the brewing process and the inspiration behind their beers.

If you’re looking for a more unique beverage experience, check out the Barrington Brewery. They offer handcrafted beers brewed on-site, as well as a delicious menu of pub fare. It’s the perfect place to unwind with friends or family.

For those interested in wine, the Hilltop Orchards and Furnace Brook Winery offers a delightful experience. Sample their locally-produced wines while enjoying the stunning views of the Berkshire countryside.

Uncover Historical Sites Nearby Lee

Though Lee itself is rich with history, there are several nearby historical sites worth exploring. One notable location is the Norman Rockwell Museum in Stockbridge. This museum holds the largest collection of Norman Rockwell’s art and offers a deep dive into his life and work.

An additional site worth visiting is the Hancock Shaker Village, located in Pittsfield. This living museum showcases the history and lifestyle of the Shakers, a unique religious community known for their simple, communal way of life.

Close by in Lenox, you’ll find Ventfort Hall Mansion and Gilded Age Museum. This restored mansion offers guided tours that delve into the opulent lifestyles of the rich and famous during America’s Gilded Age. It’s both educational and visually stunning.

For those interested in literature, a visit to Herman Melville’s Arrowhead is a must. This is the author’s former home where he wrote the famous novel, Moby-Dick. The house is now a museum that provides insight into Melville’s life and work.

Take a Scenic Drive

If you’re a fan of leisurely drives, then you’re in for a treat in Lee. The town is surrounded by some of the most picturesque byways in Massachusetts. One popular route is the Jacob’s Ladder Scenic Byway (Route 20). This historic road offers stunning views of the Berkshires and takes you through charming small towns and lush forests.

Another route worth exploring is the Mohawk Trail, which is renowned for its breathtaking scenery and vibrant fall foliage. The drive is especially popular during autumn when the trees are ablaze with color. The trail also has numerous lookout points where you can stop and take in the views.

For a short but sweet drive, consider winding your way through Stockbridge, just a stone’s throw from Lee. This neighboring town offers classic New England charm with its historic buildings and lovely town green.

Indulge in a Spa Day

Sometimes, there’s nothing better than pampering yourself with a day at the spa. Lee boasts several great options for a relaxing escape. One local favorite is the Ellen Bardagi Salon & Spa. Known for its high-quality services and tranquil atmosphere, it’s the perfect place to unwind.

Another fantastic spot is the Seven Salon Spa, located in nearby Lenox. They offer a wide range of treatments, from massages and facials to manicures and pedicures. It’s a great way to feel rejuvenated after a day of exploring.

If you’re looking for a more luxurious experience, the Canyon Ranch in Lenox is an excellent option. This wellness resort offers extensive spa services, fitness classes, and wellness programs aimed at holistic health.

Check Out Local Antique Shops

For those who love hunting for treasures, Lee’s antique shops are a must-visit. One of the best spots in town is Classic Furniture Consignment and Antiques. Here, you’ll find a wide array of antique furniture, vintage decor, and unique collectibles.

Another gem is Shepards’s Place Antiques. This shop is filled with a diverse collection of antiques, ranging from fine china and glassware to rare books and vintage jewelry. It’s a delightful place to browse and find something special.

Nearby, in the town of Sheffield, you’ll find the famous Berkshire Mountain Country Store. This charming shop offers a variety of antiques, as well as locally-made crafts and gourmet foods. It’s a lovely place to spend an afternoon exploring.

Visit the Historic Hyde House

The Hyde House is a restored mansion that dates back to the 19th century. It offers an intimate look into the life of one of Lee’s prominent families. The house is now a museum, filled with period furniture and historical artifacts. Guided tours are available, and they provide fascinating insights into the town’s history.

The beautiful gardens surrounding the mansion are also worth exploring. They offer a peaceful retreat where you can enjoy a quiet stroll and appreciate the meticulously maintained landscape.

Enjoy Outdoor Activities in Tyringham

Just a short drive from Lee, you’ll find the quaint town of Tyringham. This area is a paradise for outdoor enthusiasts. One of the most popular spots is the Tyringham Cobble, a unique hill formation with stunning views of the Berkshires. The hike to the top is moderate and rewards you with panoramic scenery.

For a more leisurely activity, the Ashintully Gardens are a must-visit. These beautiful gardens are part of a historic estate and offer a serene environment for a peaceful walk. The blend of natural beauty and artistic design makes it a unique and memorable experience.

Attend Wine and Food Events

Lee is also known for its wine and food events, making it a great destination for those who love culinary delights. One notable event is the Berkshire Food and Wine Festival, held annually in Lenox. This festival showcases local chefs and winemakers, offering tastings, cooking demonstrations, and workshops.

Another must-attend event is the Berkshire International Film Festival, which often includes food and wine pairings as part of its program. It’s a wonderful way to experience the region’s rich culinary culture while enjoying some great films.

If you’re visiting in the fall, don’t miss out on the Berkshire Harvest Festival. This event celebrates the harvest season with local food, craft beer, and fun activities for the whole family. The festival atmosphere provides a wonderful sense of community and is a great way to explore regional specialties.

Discover Hidden Waterfalls

Besides its lakes and forests, Lee is also close to some charming waterfalls. The Bash Bish Falls, located in nearby Mount Washington State Forest, is one of the most stunning waterfalls in Massachusetts. The hike to the falls is relatively easy, making it accessible for families and casual hikers.

Another hidden gem is Umpachene Falls in New Marlborough. These falls are less crowded than Bash Bish, providing a more secluded and tranquil experience. The surrounding park area is perfect for a picnic or simply relaxing by the water.

Explore Local Farmers Markets

Farmers markets are a fantastic way to experience local culture and flavors. Lee Farmers Market is held on Saturdays during the warmer months and offers a wide array of fresh produce, artisan foods, and handmade crafts. It’s a great spot to pick up some unique items and support local vendors.

Similarly, the Great Barrington Farmers Market, just a short drive from Lee, is another excellent option. This market is known for its vibrant atmosphere and high-quality products, from organic vegetables to freshly baked goods.

For a more traditional farm experience, consider visiting Bartlett’s Orchard in nearby Richmond. This family-owned farm offers apple picking in the fall and a variety of other seasonal produce. It’s a delightful outing for both kids and adults.

Find Ghosts and Legends

If you’re intrigued by the supernatural, Lee has its share of ghost stories and legends. One of the most famous local legends is the story of the Haunted Lee Cemetery. It’s said that ghosts of Revolutionary War soldiers haunt this historic graveyard. Whether you believe in spirits or not, it’s an interesting piece of the local lore.

Another spooky spot is the abandoned ruins of the old Shaker Mill. Tales of ghostly apparitions and strange noises have made it a popular spot for paranormal enthusiasts. It’s located in nearby Hancock, making it a quick trip from Lee.

For a more organized ghostly experience, consider taking a guided ghost tour in nearby Stockbridge. These tours delve into the town’s haunted history and take you to some of the most infamous sites.

Feeling hungry after all that ghost hunting? For more dining options in the region, you might want to check out some of the finest fish and chips joints in Rhode Island.