Lenox Travel Guide

Tourist Guide
Lenox showing 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 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.

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 NZ$171 per night from 22 May to 23 May
NZ$171
per night
22 May - 23 May
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! (1,002 reviews)
"Would definitely come back"

Reviewed on 10 May 2024

The Yankee, Trademark Collection by Wyndham
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is NZ$183 per night from 21 May to 22 May
NZ$183
per night
21 May - 22 May
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! (236 reviews)
"Dinner was amazing and the staff very courteous"

Reviewed on 11 May 2024

Life House Berkshires
The Lenox Collection
The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is NZ$181 per night from 27 May to 28 May
NZ$181
per night
27 May - 28 May
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (143 reviews)
"Nicely located to Lenox. Friendly greeting and very pleasant overreview of property. I was Upgraded to King room with no charge as hotel wasn't full. Large spacious period decor, with large soaking tub in generous barhriom. Sound travels through hallways, guest rooms and rooms above, as bedroom has ..."

Reviewed on 14 May 2024

The Lenox Collection
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 Winthrop Estate - 12K SF 32 Acres
The Winthrop Estate - 12K SF 32 Acres
Lenox
Stay at this villa in Lenox. Enjoy balconies, an in-room coffeemaker, and in-room fireplaces. Popular attractions Tanglewood Music Center and Lenox Library are ...
10/10 Exceptional! (2 reviews)
Stunning property
"Absolutely stunning property - truly incredible stay. Recommend to anyone looking for a large group getaway. Fast WiFi, commercial grade kitchen and plentiful supplies make it easy for large groups. beautiful property and room for activities on a huge lawn. Highly recommend."

Reviewed on 22 Oct. 2023

The Winthrop Estate - 12K SF 32 Acres
Fox Hollow Luxury Ranch Laurel Lake
Fox Hollow Luxury Ranch Laurel Lake
Lee
Stay at this vacation home in Lenox. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Tanglewood Music Center and The Mount are located ...
9.4/10 Exceptional! (12 reviews)
Cousins’ weekend.
"Generous facility, nicely located, accommodating host."

Reviewed on 15 Oct. 2023

Fox Hollow Luxury Ranch Laurel Lake
The Kemble- Built by a US Secretary of State in Lenox
The Kemble- Built by a US Secretary of State in Lenox
Lenox
Book a stay at this family-friendly villa in Lenox. Enjoy a fitness center, a garden, and cable/satellite TV service. Popular attractions Tanglewood Music Center ...
9.8/10 Exceptional! (15 reviews)
Wonderful accommodation!
"We were a big group..16 adults and 7 children. The families with children were well situated with nearby or adjacent rooms. Everyone had comfortable rooms which afforded privacy and quiet times. Each room had its own beautiful newly renovated bathrooms ( with great water pressure). The living and ..."

Reviewed on 26 Nov. 2023

The Kemble- Built by a US Secretary of State in 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.

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