Lenox, MA

Travel Guide
Lenox showing fall colors
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.

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $104 per night from Sep 26 to Sep 27
$104
per night
Sep 26 - Sep 27
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the overall value and the property condition ...
9/10 Wonderful! (1,005 reviews)
"I'm 88 and usually hesitate to get into a motel bathtub because they're often really hard to get out of. Not so yours! I could have used an elevator. Next time I'll ask for the main building or a ground-floor room."

Reviewed on Sep 20, 2023

The Yankee, Trademark Collection by Wyndham
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $173 per night from Oct 22 to Oct 23
$173
per night
Oct 22 - Oct 23
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast. Popular attractions Kennedy Park and Pleasant Valley Wilderness Sanctuary ...
8.8/10 Excellent! (125 reviews)
"We had stayed at this facility before the upgrades and renovations and change of management. Night and day."

Reviewed on Sep 6, 2023

Life House Berkshires
Seven Hills Inn
Seven Hills Inn
4 out of 5
40 Plunkett Street, Lenox, MA
The price is $127 per night from Oct 16 to Oct 17
$127
per night
Oct 16 - Oct 17
Stay at this 4-star hotel in Lenox. Enjoy free breakfast, free parking, and a terrace. Our guests praise the property condition in our reviews. Popular attractions ...
7.8/10 Good! (431 reviews)
"The Seven Hills Inn and the Mount are of the same era and are within walking distance. One of them has been converted into a B&B with very affordable room rates when booking in the Terrace House. In the shoulder season, we paid merely $150 on Expedia. Best of all you get to enjoy the garden terrace ..."

Reviewed on Sep 22, 2023

Seven Hills Inn
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.
Fox Hollow Luxury Ranch Laurel Lake
Fox Hollow Luxury Ranch Laurel Lake
Lee
Stay at this vacation home in Lenox. Enjoy free WiFi, onsite parking, and a garden. Popular attractions The Mount and Wyndhurst Golf & Club are located nearby. ...
9.2/10 Wonderful! (7 reviews)
Comfortable and Quiet Getaway
"The house was well equipped and very comfortable. But the A/C control was a mystery. It worked well but was often too cold for some. How to adjust was unclear. The proximity to Laurel Lake was not honestly related. It was a drive or long downhill walk. Description of the canoes/kayaks in the supplies ..."

Reviewed on Sep 20, 2023

Fox Hollow Luxury Ranch Laurel Lake
NEW! Lenox Home Mins to Tanglewood Shakespeare & Co
NEW! Lenox Home Mins to Tanglewood Shakespeare & Co
Lenox
Stay at this family-friendly vacation home in Lenox. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Kennedy Park and Pleasant Valley Wilderness ...
9.2/10 Wonderful! (22 reviews)
Nice rental
"Very nice rental , everything we needed for a comftorable stay."

Reviewed on Sep 8, 2023

NEW! Lenox Home Mins to Tanglewood Shakespeare & Co
The Kemble- Built by a US Secretary of State in Lenox
The Kemble- Built by a US Secretary of State in Lenox
Lenox
Stay at this family-friendly villa in Lenox. Enjoy WiFi, a fitness center, and onsite parking. Popular attractions Ventfort Hall Mansion and Gilded Age Museum ...
9.8/10 Exceptional! (12 reviews)
Father-in-law’s 80th birthday celebration
"We had a wonderful time at the Kemble. We were 22 adults and two children and there was so much space for everyone. The covered deck was great as an outdoor space as it was a very rainy weekend, but we even managed to get some time in the vast yard playing some wiffle ball. When we had a couple of ..."

Reviewed on Jul 23, 2023

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.

Popular places to visit

Reviews of Lenox

4.5
Top Destination
5 - Excellent
134
" "5 - Excellent 58.771929824561404%
4 - Good
79
" "4 - Good 34.64912280701754%
3 - Okay
12
" "3 - Okay 5.2631578947368425%
2 - Disappointing
2
" "2 - Disappointing 0.8771929824561403%
1 - Terrible
1
" "1 - Terrible 0.43859649122807015%

4/5 - Good

Verified traveler
Mar 3, 2020

Great restaurants! Easy going people. Lots to do bear by.

4/5 - Good

A
Feb 18, 2020

Unfortunately, the people in the room next door were yelling and playing the TV too loud until after 2AM

4/5 - Good

Verified traveler
Feb 1, 2020

the hotel is on Route 7, and convenient to anywhere in the Berkshires. Old Lenox is a nice town, with great shops and dining.

5/5 - Excellent

NYCSweetie
Jan 7, 2020

A very nice place! Scenic!!

5/5 - Excellent

Verified traveler
Dec 10, 2019

Beautiful town

5/5 - Excellent

Lisa
Dec 8, 2019

We visited for the Holiday Lights event hosted in Lenix. We also toured the Holiday homes and strolled through Stockbridge.

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