Lenox Travel Guide

Tourist Guide

A large white house with multiple chimneys, surrounded by lush greenery and trees.
A sign for Lenox Library Welles Gallery with operating hours.
A large white colonial-style house with a stone foundation, a white fence, and a green lawn.
A street lamp with a sign reading "VENTFORT HALL" and "LENOX 1767" against a backdrop of autumn-colored trees.
A river surrounded by autumn-colored trees and a forested hill.

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 £89 per night from 13 Dec to 14 Dec
£89
13 Dec - 14 Dec
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. ...
The Yankee Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
The price is £88 per night from 17 Nov to 18 Nov
£88
17 Nov - 18 Nov
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! (1,074 reviews)
"A beautiful relaxing vibe! The gathering area is comfortable with a full variety of, games, food. The lighting brings. Alm to the day"

Reviewed on 11 Nov 2026

Berkshires Untold
The Whitlock

The Whitlock

2 out of 5
16 Church St Lenox MA
The price is £108 per night from 17 Nov to 18 Nov
£108
17 Nov - 18 Nov
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 ...
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 ...
8.4/10 Very good! (157 reviews)
"liked it was clean . furniture is dated. Roads need repair . too many potholes"

Reviewed on 2 Nov 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! (69 reviews)
"We enjoyed our stay; the house is beautiful. We can't give a higher score as we had initially rented a 5 BR house on the same property and were told a few weeks before that house wasn't available. Instead, we were offered a 4 BR house. It was a bit tighter for our family and there was no rec room, ..."

Reviewed on 6 Oct 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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