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Lenox
Travel Guide

A dream destination for those who love all things artistic, this upscale town is known for hosting the world-famous Tanglewood Music Festival.

With stately mansions, five-star hotels, intriguing literary history and illustrious art venues, the town of Lenox stands out from its more modest Berkshires counterparts. Marvel at the grand summer homes of the elite and attend one of the music concerts held in the town.

Enjoy a picnic on the lawn while listening to a live classical concert at Tanglewood, the famous summer home of the Boston Symphony Orchestra. The annual music festival has made Lenox an extremely popular destination in summer, so book your trip well ahead and expect high prices. The Jacob’s Pillow summer dance festival is also just a half-hour drive away in Becket.

Glimpse lives of the super-rich who owned mansions in the area at the turn of the last century. Ventfort Hall was the summer "cottage" of Sarah Morgan, the sister of financier J.P. Morgan. Today, tour the lavish rooms and arrange to have a Victorian high tea on the grounds. Don’t miss the exhibits at the adjoining museum, showcasing the Berkshires as seen in that era, an exclusive mountain hideaway.

The Blantyre offers a taste of turn-of-the-century glamor. Modeled after a Scottish castle, this former private mansion features eye-catching turrets and towers. It now functions as a luxury hotel. Visit the Italian garden or take a ghost tour at The Mount, the Lenox estate where Edith Wharton wrote The House of Mirth. Find many additional impressive homes downtown and along the beautiful winding country roads leading out of town.

Enjoy the surrounding countryside at the Pleasant Valley Wildlife Sanctuary, just a 10-minute drive from Lenox. From here start the hike up the green slopes of the 2,112-foot (644-meter) Lenox Mountain.

Find one-of-a-kind shops, cafés and restaurants contained within the few blocks of colonial buildings in the center of Lenox. You’ll need a car to reach the area and to explore the surroundings, but once here, the small town center is easily walkable. It’s also easy to get to Tanglewood on foot.

Top hotels in Lenox

Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3 out of 5
70 Pittsfield Rd, Lenox, MA
The price is £78 per night from 16 Mar to 17 Mar

Situated in Lenox, this hotel is 0.1 mi (0.2 km) from Kennedy Park and 3 mi (4.8 km) from Tanglewood Music Center. Lenox Library and Pleasant Valley Wilderness ...

4.6/5Exceptional! (256 reviews)

"Definitely staying there again and will recommend it to friends and family"…"

Reviewed on 5 Feb 2021

Courtyard by Marriott Lenox Berkshires
Yankee Inn
Yankee Inn
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free cancellationReserve now, pay when you stay
The price is £76 per night from 1 Mar to 2 Mar

Situated on the Strip, this hotel is 0.7 mi (1.1 km) from Kennedy Park and within 3 miles (5 km) of Pleasant Valley Wilderness Sanctuary and Arrowhead Museum. ...

4.1/5Very Good! (905 reviews)

"Simple, clean and quiet hours 10pm-7am I’d stay again"…"

Reviewed on 22 Feb 2021

Yankee Inn
Seven Hills Inn
Seven Hills Inn
4 out of 5
40 Plunkett Street, Lenox, MA
Free cancellationReserve now, pay when you stay
The price is £95 per night from 1 Mar to 2 Mar

Situated in Lenox, this hotel is 3 mi (4.9 km) from Tanglewood Music Center, and within 6 mi (10 km) of Lee Prime Outlets and National Shrine of the Divine Mercy. ...

3.9/5Very Good! (161 reviews)

"Nice quiet place to stay to unplug and enjoy nice scenery"…"

Reviewed on 5 Feb 2021

Seven Hills Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Holiday Rentals in Lenox

The Ponds at Foxhollow by Capital Vacations
The Ponds at Foxhollow by Capital Vacations
3 out of 5
3 Foxhollow Drive Route 7, Lenox, MA

Situated in the entertainment district, this condo is within 3 miles (5 km) of The Mount, Animagic Museum of Animation and Lee Library. Greenock Country Club ...

4.2/5Very Good! (45 reviews)

"Beautiful property with tennis courts, bike rentals, and even a canoe to take advantage of the pond."…"

Reviewed on 27 Jul 2020

The Ponds at Foxhollow by Capital Vacations
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
225 Pittsfield Road, Lenox, MA

Located in the heart of Lenox, this holiday home is within 3 miles (5 km) of Pleasant Valley Wilderness Sanctuary, Kennedy Park and Arrowhead Museum. Ventfort ...

4.5/5Wonderful! (11 reviews)
Sparkling clean and comfortable place

"Mary was a great host, the house is spacious, sparkling clean and well appointed. We had a great time enjoying the slopes. Thanks!"…"

Reviewed on 15 Feb 2021

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA
Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA
3 Fox Hollow Dr, Vanderbilt 23 - upper, two story unit, Lenox, MA

Situated in Lenox, this historic condo is within 3 miles (5 km) of The Mount, Animagic Museum of Animation and Lee Library. Greenock Country Club and Shakespeare ...

5/5Exceptional! (1 review)
Great location. Lovely former estate property.

"The location is excellent and the apartments have everything you need. That said, the property overall could use some updating and TLC."…"

Reviewed on 9 Aug 2020

Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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