Book the Best HISTORIC Hotels in Lenox in 2026

A town hall with a central dome and columns, surrounded by trees and people.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Lenox Historic Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Lenox historic hotels

1. The Red Lion Inn

Stockbridge

Patricia

CA $204

CA $296 total

includes taxes & fees

Sep 8 - Sep 9

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

Hancock

Kristina L.

CA $169

CA $352 total

includes taxes & fees

Aug 31 - Sep 1

View all properties

Top Lenox Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"We were there for one night and it worked out great. Nice breakfast!"

Whistler's Inn Bed & Breakfast

10/10 Excellent

"Amazing and unique experience !"

The Yankee Inn

8/10 Good

"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."

Howard Johnson by Wyndham Lenox

8/10 Good

"Room was clean and comfortable. Always nice to have a frig and microwave."

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, you'll find 120 hotel accommodations bookable on Expedia but not many designated as historic hotels.

What are the must-see historical sites and other places in Lenox?

Lenox is notable for landmarks like Lenox Library, The Mount, and Ventfort Hall Mansion and Gilded Age Museum. 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 Kennedy Park.

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.

Explore a world of travel with Expedia

Book Historic Hotels in Lenox on Expedia.com

Find Historic Hotels in Lenox, MA from CA $296

Change your mind

Treat yourself

Be picky