The Best Historic Hotels in Lenox, MA from NT$7,203 in 2026

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

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Our top choices for Lenox historic hotels

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

A covered porch with wicker furniture and hanging flower baskets.

A bar with wooden floors and shelves filled with bottles.

1. The Red Lion Inn

Stockbridge

Stephan

NT$5,029

NT$7,203 total

includes taxes & fees

Nov 3 - Nov 4

View all properties

Top Lenox Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"It was good"

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"My daughter and I stayed at this Inn for a girls weekend and it was a perfect way to kick off our fall weekend. From great service to delicious breakfast everything was taken care of."

Quality Inn Great Barrington

8/10 Good

"First, this is an absolutely gorgeous place! The outside areas are beautiful with comfy furniture, flowers and fire pits. Inside is a small intimate restaurant and bar, plus sitting area. With books and plants, very nice. We had dinner there which was excellent, and loved cocktails and sunset outside by the fire pits. When we checked in, we were assigned one of their premium rooms, which sounded great. However, it was on the second floor, at the very end of a long outside corridor, accessible only by stairs near the lobby. There is no elevator. We did go to the room, lugging our bags and a cooler. Unpleasant, as we are somewhat older. We concluded that we did not want to be that far from the main area, so asked to be moved, and were accommodated. We found the new room the same, but lacking a luggage rack and a coffee service (those were only available in the premium rooms at the end of the long corridor). We were given a luggage rack, and complimentary coffee was available in the restaurant in the morning, but it seemed odd that those were considered premium in such a nice place. Otherwise we loved the hotel, room was very nice with a comfortable bed and a very updated bath with a walk in shower. The real star of the hotel is the lobby restaurant and outdoor space - that was just perfect!"

The Red Lion Inn

8/10 Good

"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"

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 118 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, 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.

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