Lenox Travel Guide

Tourist Guide

Lenox which includes an administrative building
Lenox showing autumn leaves
Lenox featuring signage and autumn leaves
Lenox which includes autumn colours
Lenox which includes autumn leaves and a park

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.

Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is NZ$301 per night from 1 Sept to 2 Sept
NZ$301
1 Sept - 2 Sept
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! (664 reviews)
"The room was fine, quiet and clean. It was somewhat small. This is a nicely refurbished old standard motel. The lobby area was very nice but the location is high atop a hill off of a major road. You can’t walk anywhere from the hotel and it can be difficult making a left turn into it."

Reviewed on 7 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 NZ$251 per night from 8 Sept to 9 Sept
NZ$251
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! (1,001 reviews)
Good base camp for exploring the Berkshires.
"Nice place, well maintained, friendly staff, excellent breakfast. Good location but on a main road in a commercial area. Very convenient and comfortable!"

Reviewed on 8 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 NZ$148 per night from 1 Sept to 2 Sept
NZ$148
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! (779 reviews)
"The breakfast was poor. Little to choose from"

Reviewed on 8 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
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 laundry facilities. Popular attractions Tanglewood Music Center and ...
9.8/10 Exceptional! (17 reviews)
Perfect Wedding Venue
"We booked this house as the venue for our wedding, and it was absolutely perfect! Every room was gorgeous, with elegant décor and plenty of space for our guests. Even the bathrooms were stunning, making every part of the home feel special. The kitchen had everything we needed to host our 50-person ..."

Reviewed on 30 Mar. 2025

The Kemble- Built by a US Secretary of State in Lenox
Enjoy comfortable elegance in this secluded grand home located in town

Enjoy comfortable elegance in this secluded grand home located in town

Lenox
Stay at this vacation home in Lenox. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and Ventfort Hall Mansion ...
10/10 Exceptional! (68 reviews)
Perfect girls weekend location
"Stephanie was proactive at communicating and the house was clean and perfect for our weekend - an easy walk to town was a bonus!"

Reviewed on 7 Aug. 2025

Enjoy comfortable elegance in this secluded grand home located in town
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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