Find Historic Hotels in Lenox, MA

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Check availability on Lenox Historic Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Lenox Historic Hotels

Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is SAR 528
SAR 758 total
includes taxes & fees
5 Jan - 6 January 2026
The Red Lion Inn
Exterior
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Hancock
10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
The price is SAR 394
SAR 885 total
includes taxes & fees
8 Dec - 9 Dec
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is SAR 1,595
SAR 1,750 total
includes taxes & fees
16 Dec - 17 Dec
Inn at Kenmore Hall
Exterior
North Getaway Cottage

North Getaway Cottage

Williamstown
9.2 out of 10, Wonderful, (24)
"The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. "
United States
Mary Alice H.
The price is SAR 878
SAR 1,824 total
includes taxes & fees
12 Dec - 13 Dec
North Getaway Cottage
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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Top Lenox Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"The room was spacious and clean, the jetted tub was a nice treat, and the breakfast was fresh. "
Christina 2-night trip
Posted 4 days ago
The Yankee, Trademark Collection by Wyndham

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Frequently asked questions

What should I expect on my historical trip to Lenox?
A trip to the historical sites in Lenox is probably at the top of your sightseeing itinerary. During your visit, why not check out the museums and gardens? You can also discover the live music during your vacation.
How many historical hotels are located in Lenox?
In Lenox, there are 118 hotels and other lodging options bookable on Expedia, including 2 historic hotels or hotels close to historic sites.
What are the must-see historical sites and other places in Lenox?
Lenox is notable for landmarks like Lenox Library, Ventfort Hall Mansion and Gilded Age Museum, and The Mount. Cultural venues include Shakespeare and Company, Tanglewood Music Center, and Berkshire Scenic Railway Museum. A couple of additional sights to add to your agenda are Wyndhurst Golf & Club and Lenox Mountain.
What is a historic hotel like in Lenox?
When you book a historic hotel, you'll enjoy a vacation in a place that has an official historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be transformed into a historic hotel as long as it has special significance. Traditional architecture and period features are often found in the communal spaces and guestrooms of these historic hotels in Lenox, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and building of a historic hotel tends to be what's most significant. For a heritage hotel, it's often the cultural value and how it inspired the community.
Do historic hotels in Lenox have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found in a hotel should be available at a historic hotel. When you choose a historic hotel in Lenox, don't worry that you'll find yourself staying at a place that's uncomfortable for guests or simply rundown.