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 £158 per night from 16 Jul to 17 Jul
£158
16 Jul - 17 Jul
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! (1,015 reviews)
"It's an attractive, well run hotel. I like the idea that breakfast is included. It is reasonably close to Tanglewood."

Reviewed on 15 Jul 2026

The Yankee Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
The price is £156 per night from 30 Jul to 31 Jul
£156
30 Jul - 31 Jul
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. ...
9/10 Wonderful! (1,018 reviews)
"Berkshires Untold is a cute boutique hotel not far from Tanglewood. Perfect place to stay for concerts."

Reviewed on 14 Jul 2026

Berkshires Untold
The Whitlock

The Whitlock

2 out of 5
16 Church St Lenox MA
The price is £129 per night from 16 Jul to 17 Jul
£129
16 Jul - 17 Jul
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! (327 reviews)
"There was a little bit too much reliance on the hotel’s part on the online checkin/ checkout. Getting into the room was easy , with the room code sent directly to us. However, we departed early, before 8:00am, and went on with our day. No one was at the front desk at that time. Only much later, after ..."

Reviewed on 14 Jul 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 National Shrine of the ...
8.6/10 Excellent! (142 reviews)
"The place is on beautiful grounds & the units are spacious & clean & you have everything you need. My big complaint is that the indoor & outdoor pools were closed, in the middle of a hot summer week, awaiting an inspection by the Bd. of Health. Thus should have been communicated to us before (or ..."

Reviewed on 14 Jul 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 ...
9.4/10 Exceptional! (65 reviews)
"Great stay, lots of space. A bit of an older house but lots of charm, and basically anything you need you can find here. Our stay was unfortunately rained out, but there was plenty of things to do in the house to keep us busy - pool table, TV, hot tub, games, large dining table that fit the six of ..."

Reviewed on 27 May 2026

Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++
Tranquil Lakeside Escape in the Berkshires

Tranquil Lakeside Escape in the Berkshires

Lenox MA
Stay at this condo in Lenox. Enjoy free Wi-Fi, a sauna and laundry facilities. Popular attractions Tanglewood Music Center and National Shrine of the Divine ...
10/10 Exceptional! (1 review)
Long weekend
"perfect location to go everywhere in the Berkshires"

Reviewed on 28 Jul 2025

Tranquil Lakeside Escape in the Berkshires
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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