Lenox Travel Guide

Tourist Guide

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

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 Rp9.286.870 per night from 8 Aug to 9 Aug
Rp9.286.870
Rp10.373.433 total
8 Aug - 9 Aug
includes taxes & fees
Stay at this 3.5-star lodge in Lenox. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (649 reviews)
"It's a clean, nice place. And easy to get to the surrounding towns."

Reviewed on 28 Jul 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 Rp2.772.445 per night from 25 Aug to 26 Aug
Rp2.772.445
Rp3.096.821 total
25 Aug - 26 Aug
includes taxes & fees
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
9/10 Wonderful! (1,014 reviews)
Wonderful experience!
"My daughter and I had a lovely stay. The staff (George & Jenn) were extremely friendly and helpful. The room was very clean and the bed comfortable. Breakfast inclusion was nice to have as well as water, coffee & hot water availability in the lobby 24hours. The breakfast room and bar were under renovations ..."

Reviewed on 28 Jul 2025

The Yankee, Trademark Collection by Wyndham
The Constance by the Lenox Collection

The Constance by the Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is Rp2.703.872 per night from 25 Aug to 26 Aug
Rp2.703.872
Rp3.020.225 total
25 Aug - 26 Aug
includes taxes & fees
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
8.4/10 Very Good! (450 reviews)
"Great location and very comfortable room. They were sold out over our stay but staff was lovely, friendly and eager to assist. Breakfast was simple, but nice. My only complaint is the coffee. Yuk. They need to upgrade the brand of coffee!"

Reviewed on 30 Jul 2025

The Constance by 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 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 Wi-Fi, free parking and a fitness centre. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (123 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 centre and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,910 reviews)
"The staff was very friendly. The room and property were fairly clean. There were used pillow cases left on our bed and a safety pin and toothpick left on the dresser when we arrived. Comfortable but out dated. Definitely could use a renovation."

Reviewed on 28 Jul 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 bars/lounges. Our guests praise the property condition in their reviews. Popular ...
8.2/10 Very Good! (956 reviews)
"Great"

Reviewed on 26 Jul 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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