Lenox

Travel Guide

Lenox which includes an administrative buidling
Lenox showing fall colors
Lenox featuring signage and autumn leaves
Lenox which includes autumn leaves
Lenox showing a park and autumn leaves

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 glamour. Modelled 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-metre) Lenox Mountain.

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

Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is RM672 per night from 17 Aug to 18 Aug
RM672
RM751 total
17 Aug - 18 Aug
includes taxes & fees
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (671 reviews)
"Wonderful people in a wonderful setting."

Reviewed on 11 Aug 2025

Berkshires Untold
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is RM564 per night from 8 Sept to 9 Sept
RM564
RM630 total
8 Sept - 9 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,007 reviews)
"Nice pool"

Reviewed on 12 Aug 2025

The Yankee, Trademark Collection by Wyndham
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is RM332 per night from 1 Sept to 2 Sept
RM332
RM371 total
1 Sept - 2 Sept
includes taxes & fees
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (781 reviews)
great place to stay
"Great location and staff was very hospitable. Rooms were spacious with bed and couch. Plenty of parking and nice pool."

Reviewed on 9 Aug 2025

Howard Johnson by Wyndham Lenox
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.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7, Lenox, MA
Stay at this 3-star condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (124 reviews)
"Staff was responsive and very helpful. The property was well-landscaped and clean. Check-in and out were easy. The outdoor pool area was very nice, however, the unheated pool was too cold. The property was close to Lenox, Lee, and Stockbridge, all offering lots of dining options. The apartment was ..."

Reviewed on 28 Jul 2025

The Ponds at Foxhollow
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,943 reviews)
"Easy to get to, nice property. Lots of things to do and easy to communicate."

Reviewed on 13 Aug 2025

Vacation Village in the Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 hot tubs. Our guests praise the property condition in our reviews. Popular ...
8.2/10 Very Good! (962 reviews)
Good base to do things in the Berkshires
"We didn't spend much time there, but it was nice, comfortable, clean and quiet. It was close to the things we had planned to do."

Reviewed on 11 Aug 2025

Jiminy Peak Mountain Resort
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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