A nighttime view of a residential area with houses adorned with holiday lights.

Find Historic Hotels in Stockbridge, MA

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Check availability on Stockbridge Historic Hotels

Tonight
18 Aug - 19 Aug
Tomorrow
19 Aug - 20 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Stockbridge historic hotels

Property grounds
Outdoor pool, sun loungers
Pub
Exterior

1. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Merideth
AED 553
AED 800 total
includes taxes & fees
9 Sep - 10 Sep
The Red Lion Inn
Pool
Coffee/tea maker, fridge, microwave, oven
Interior
Exterior

2. 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
United States
Kristina L.
AED 507
AED 1,017 total
includes taxes & fees
24 Aug - 25 Aug
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
View all properties

Top Stockbridge Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Lovely location on Laurel lake. Our balcony was directly over looking the lake. A wonderful spot for morning coffee and a book. Dogs are welcome! Well behaved, of course. A short drive to Lenox, Tanglewood and Stockbridge. Always coming back!"
Megan 2-night trip
Posted 17 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Very comfortable beds! Quiet and room darkening shades. Easy walk into the center of town."
Laura 1-night trip
Posted 1 day ago
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

8/10 Good
"The stay was very good however the rooms are dated though well maintained. I felt the price was very high for the accommodations. I had expected more for the price ($350) but it was their peak season and they need to price accordingly. Certainly this Inn did not offer the feel or quality level of even a Holiday Inn or Hampton Inn. That being said it was very clean, the staff was very friendly and the breakfast was good."
Gary 1-night trip
Posted 1 day ago
The Yankee Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"0nly 1 of 3 elevators was working. It was a 11 story building, and there was a lot of waiting. My room was wonderful, very clean, and with a fabulous view."
Linda 1-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Great hotel for a reasonable price. The only drawback is that they didn’t offer shampoos and body wash like most hotels but otherwise a great value."
Sheila 1-night trip
Posted 4 days ago
Howard Johnson by Wyndham Lenox
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

10/10 Excellent
"Very lovely beautiful Room and property The outside pool was not available"
John 3-night trip
Posted 3 weeks ago
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Frequently asked questions

What should a history enthusiast expect from a trip to Stockbridge?
A trip to the historical places in Stockbridge is probably first on your travel itinerary. Why not absorb the local color with a visit to the bars?
What's the best place to stay in Stockbridge that's close to historical sites?
Based on our travel expertise, The Red Lion Inn is a top historic hotel bookable on our site and it features free WiFi. Naumkeag Museum is a short 12-minute walk away.
How many historically relevant hotels are there in Stockbridge?
Stockbridge is home to 55 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical places and other sights to visit in Stockbridge?
Stockbridge is notable for landmarks like Naumkeag Museum, Berkshire Theatre Festival, and Mission House. Cultural venues include Norman Rockwell Museum and Schantz Galleries. A couple of additional sights to add to your agenda are National Shrine of the Divine Mercy and Berkshire Botanical Garden.
What is a historic hotel like in Stockbridge?
Guests who book a historic hotel can enjoy a vacation in a building that has an officially recognized national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically found in the communal spaces and guestrooms of such hotels in Stockbridge, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used 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 important. For a heritage hotel, it's often the cultural value and how it inspired the community.
Do historic hotels in Stockbridge have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, but interiors include modern conveniences and safety features. Visitors should expect the popular amenities you'd find in a hotel such as private rooms with updated bathroom facilities, WiFi, and more. When you book a historic hotel in Stockbridge, it doesn't mean you will stay in a place that's rundown or uncomfortable for guests.