Downtown Lenox, MA: 10 of the Best Attractions to Enjoy

Downtown Lenox, MADowntown Lenox, MA is the perfect place to immerse in the small-town hub atmosphere while enjoying a wide variety of activities like shopping, dining, and exploring. What’s even better? The Gateways Inn and Restaurant is located just minutes from all the best things to see and do in the downtown area. During your stay with us, here are just some of our favorite places that are not to be overlooked!

After experiencing Downtown Lenox, MA, be sure to explore the other attractions we have listed in our free Vacation Guide! This handy planning tool will help you find all the best things to see and do in Downtown Lenox, MA and beyond.

10 Places to Go in Downtown, Lenox MA

  1. Ventfort Hall Mansion

Also known as the Museum of the Gilded Age, Ventfort Hall is a very popular local museum. Built in 1893 by JP Morgan’s sister, this historic Morgan Estate in Lenox, MA, offers lectures, exhibits, theatrical performances, and other events that give visitors a glimpse into American life during the nineteenth century.

  1. Lenox Yoga

If you’re hoping to relax and de-stress during your visit to Downtown Lenox, MA, Lenox Yoga is the place to be! Classes incorporate easy to vigorous forms of Hatha, Kriya, Kripalu, Ashtanga, Vinyasa, and more. A drop-in session will just cost you $15.  

  1. Lenox Coffee

The micro-roaster scene has quickly become a phenomenon across the country, but did you know that Lenox Coffee was one of the first? This specialty coffee shop is located off Main Street and boasts their own lineup of seasonal coffees. Since they roast their own beans, you can bet every drop will be as fresh and flavorful as it can be. If you’ve worked up an appetite, Lenox Coffee is a great place to stop for vegan soup, artisanal sandwiches, and specialty parfaits.

  1. Church Street Cafe

The recently renovated restaurant has a great ambiance enhanced by reclaimed wood in the flooring, bar and dining tables. The eclectic menu includes fresh takes on classic salads and starters as well as entrees of seafood, poultry, and beef. It’s no wonder they’re recognized as one of the best Lenox, Massachusetts restaurants.

  1. Bagel & Brew

Bagel & Brew is ideal for a quick pick-me-up during your Downtown Lenox, MA excursion. These delectable bagels are simply some of the best in Massachusetts. We highly recommend trying the buffalo garlic parmesan cream cheese on top of your bagel of choice! This also a great spot for an ice cold locally crafted beer or coffee.

  1. Nejamie’s Wine Cellars

Established in 1970, Nejaime’s Wine Cellars offers some of the finest pinots and cheese selections in town. You may also indulge in their popular champagnes, spirits, and beer. It’s the perfect place to unwind and reminisce about your daily adventures in the Berkshires.

  1. Lenox Library

Readers, rejoice! The Lenox Library is filled with many genres of books for locals and visitors alike to enjoy. The historic establishment also hosts many unique events throughout the year including Christmas cookie decorating, book clubs, and meetings for soon-to-be writers.

  1. The Scoop

Delight your palate with a number of interesting flavors from The Scoop! Some of the most popular selections in this local ice cream shop include cider donut, pumpkin chip, hazelnut, and lemon blueberry swirl.

  1. McLaughlin

McLaughlin is one of the most popular clothing stores in Lenox, MA. The shop originally started on Manhattan’s Upper East Side in 1977. Since then, it has extended through the Northeast with its high tier yet comfortable options. This classic American clothier has the latest men’s and women’s styles at prices that match the high quality.

  1. Berkshire Classic

For even more Lenox, MA shopping, a visit to Berkshire Classic is in order! They have a 50-year-old tradition high-quality leather and silver. Handbags, wallets, and jewelry are the main merchandise you will find here, which are ideal for bringing back as gifts from Lenox. The family-run business boasts works by artisans from around the world as well as unique items you can’t find anywhere else.

Welcome to the Gateways Inn, Your Ultimate Lenox Destination

Berkshire WineriesTo experience the best of Lenox and other towns in the Berkshires, we invite you to check into the Gateways Inn! After a satisfying meal in the restaurant, you can enjoy live music and drinks in our Lounge.  When an evening full of great food, drink and music has come to an end, retire to one of our beautiful guest rooms and relax in the elegant surroundings. It’s everything you need and more to make lifelong memories in one place!

Book your next getaway with us today and we look forward to seeing you soon!