Lenox, MA

Travel Guide

Lenox
Lenox
Lenox
Lenox
Lenox

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.

Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
$100 nightly
The price is $112 total per night from Apr 3 to Apr 4
$112 total
Apr 3 - Apr 4
Total with taxes and fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (884 reviews)
Easy check-in, secure and clean

Reviewed on Mar 30, 2026

Berkshires Untold
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9.2/10 Wonderful! (1,002 reviews)
Room was comfortable and quiet. Staff accommodated a request to change rooms after check-in as we discovered there was someone next door who was constantly on the phone speaking loudly in a voice that carried on something business related. Relocating us was very appreciated.

Reviewed on Mar 26, 2026

The Yankee, Trademark Collection by Wyndham
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $155 total per night from Apr 9 to Apr 10
$155 total
Apr 9 - Apr 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (611 reviews)
Clean room, friendly and helpful staff.

Reviewed on Mar 11, 2026

Courtyard by Marriott Lenox 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.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (141 reviews)
I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ...

Reviewed on Feb 9, 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
Book a stay at this family-friendly vacation home in Lenox. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and ...
9.4/10 Exceptional! (63 reviews)
Family room with the pool table and TV & Fireplace made for great family time

Reviewed on Dec 28, 2025

Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++
Amore Estate -  beautiful room with many places to explore and relax in.

Amore Estate - beautiful room with many places to explore and relax in.

Lenox MA
Book a stay at this family-friendly vacation home in Lenox. Enjoy private pools, laundry facilities, and in-room jetted tubs. Popular attractions Tanglewood ...
9.2/10 Wonderful! (34 reviews)
Such a beautiful house! So comfortable. The kitchen was perfect to gather around in. Kids went skiing at jiminy peak which was so close. Hope to return- maybe when we can use the pool!

Reviewed on Jan 9, 2026

Amore Estate - beautiful room with many places to explore and relax in.
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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