Lenox Travel Guide

Tourist Guide

A town hall with a central dome and columns, surrounded by trees and people.
A white building with a sign reading "The Lenox National Bank EST 1889" surrounded by autumn-colored trees.
A historic building with a green dome, white columns, and brick chimneys.
Street signs for Church St and Walker St with autumn leaves in the background.
A large brick building with multiple stories, a covered front porch, and a flag.

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.

The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
The price is £96 per night from 22 Sept to 23 Sept
£96
22 Sept - 23 Sept
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. ...
9.2/10 Wonderful! (1,005 reviews)
"We were here for a good night’s rest on a cross country roadtrip. This place had very good Expedia reviews and I agree. Very clean, decent breakfast, plenty of hot water, a toilet that flushed properly. Did not use amenities. Sleep, shower, quiet time to read some, eat and on down the highway. Would ..."

Reviewed on 15 Sept 2026

The Yankee Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
The price is £109 per night from 17 Sept to 18 Sept
£109
17 Sept - 18 Sept
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews. ...
Berkshires Untold
The Whitlock

The Whitlock

2 out of 5
16 Church St Lenox MA
The price is £115 per night from 20 Sept to 21 Sept
£115
20 Sept - 21 Sept
includes taxes & fees
Stay at this hotel in Lenox. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.4/10 Very good! (383 reviews)
"Front desk staff amazing. Very quaint and well maintained building. Room large and free standing tub wonderful. Great location. Good bargin as well."

Reviewed on 14 Sept 2026

The Whitlock
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 aparthotel 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! (149 reviews)
"Our unit was very comfortable for 2 senior couples. We were only there for the weekend so we didn’t use any of the amenities but, the property is lovely."

Reviewed on 4 Sept 2026

The Ponds at Foxhollow
Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++

Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++

Lenox MA
Stay at this family-friendly holiday home in Lenox. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Tanglewood Music Center and The Mount ...
9.2/10 Wonderful! (68 reviews)
"My family and I stayed at this property during the second week of August. The house itself was generally fine, although there were several cosmetic issues that I documented with the property manager upon arrival to ensure we would not be held responsible. Unfortunately, our experience with the owners ..."

Reviewed on 30 Aug 2026

Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++
The Kemble- Built by a US Secretary of State in Lenox

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

Lenox MA
Stay at this family-friendly villa in Lenox. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Tanglewood Music Center and Berkshire ...
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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