Lenox is highly regarded as one of the best places to visit in the Berkshires, and for good reason. There are so many fun things to do in Lenox Massachusetts! This small country town is filled with amazing nature trails, historic New England sights, and upscale restaurants. If you’re looking for what to do in Lenox MA we got you covered!
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Massachusetts Travel Inspiration
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10 Things to do in Lenox MA
1. Enjoy the Town Center
All the most fun things to do in Lenox MA begin in the town center! The cute town has a wide array of shops and restaurants for you to enjoy. It has an upscale vibe but also feels very local and New England at the same time. While there are so many different things to do in Lenox, make sure you spend some time wandering around the town center.
→ Explore more of the Area! 6 Best Small Towns in the Berkshires
2. Grab a Delicious Meal
One of the best parts about visiting the town center is the many restaurants and bars to check out. Lenox MA may feel upscale when you first get here, but there are actually different options for any budget.
Depending on what you’re in the mood for you can have some tapas at Brava, drinks at the Heritage Tavern, or even grab a pizza from Betty’s. Also, don’t forget to enjoy some ice cream after your meal at the Scoop! Below is a quick breakdown of some of our favorite spots to eat in Lenox.
- Haven: Bakery and a great place for breakfast.
- Alta: Mediterranean menu and wine bar.
- Betty’s: Some of the best pizza in the Berkshires!
- Shots Cafe: Awesome little coffee shop in the center of town.
- Brava: Did someone say Tapas?!?
- Heritage Tavern: Great spot for drinks and a casual lunch.
- Firefly: Upscale restaurant with outdoor seating.
- The Scoop: Delicious ice cream on a hot summer day.
3. Concert at Tanglewood
Welcome to the summer home of the world-famous Boston Symphony Orchestra! Since the 1930’s people have been flocking to this outdoor concert space to enjoy classical music. There are also other popular musicians that play here including the likes of James Taylor and Taylor Swift.
One of the coolest parts about seeing a show at Tanglewood is that you’re allowed to bring your own food and drinks. We’ve seen some pretty elaborate setups here! Not only is Tanglewood a great place to see a concert in Lenox MA, but the views around this historic concert hall are spectacular. Even if you aren’t attending a concert it’s free to walk around the grounds and take in the mountain views.
4. Weekly Lenox MA Farmers Market
Located right in front of Ceri Boutique is one of the best things to do in Lenox Massachusetts! The weekly market is held every Friday from 2-6pm between the months of June and October.
Here you’ll find everything from fresh produce to snacks, and gorgeous summer flowers. If you’re looking for what to do in Lenox MA on a Friday afternoon, there is no better way to start your weekend off.
5. Stroll Through Kennedy Park
The Berkshires are filled with beautiful nature trails and outdoor activities that the whole family can enjoy. With that said, Kennedy Park is one of our favorites in Lenox MA! The park has over 500 acres where you can experience mountain biking, hiking, and even cross-country skiing in the winter.
6. Tour The Mount
The Mount is the historic summer home of famed writer Edith Wharton. Built in 1902, the turn of the century home will give you a look into life in New England over 100 years ago. The Mount is the perfect blend of nature, architecture, and history to see on your trip to Lenox MA.
If possible, we highly recommend taking a self-guided tour of the inside. Check the official website for tour times, as it’s not open every day and is a popular wedding venue. Even if you can’t tour the inside it’s still worth it to visit and walk the Mount grounds.
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