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

Historic Hotels & Resorts in Stockbridge from AU$315

  • 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 Stockbridge Historic Hotels

Tonight
15 Aug - 16 Aug
Tomorrow
16 Aug - 17 Aug
Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug

Our top choices for Stockbridge historic hotels

Property grounds
Exterior
Exterior
Pub

1. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Merideth
AU$315
includes taxes & fees
13 Sept - 14 Sept
The Red Lion Inn
Pool
Exterior
Interior
Coffee/tea maker, fridge, microwave, oven

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.
AU$346
includes taxes & fees
17 Aug - 18 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 balcony, spotless room. lousy breakfast. fabulous staff"
CAROLE 1-night trip
Posted 2 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good
"The room was a good size and it had a refrigerator which I needed. The only complaint was the breakfast. It was not good at all and they ran out of food and orange juice."
Judith 1-night trip
Posted 15 hours ago
Best Western Plus Berkshire Hills Inn & Suites
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 19 hours ago
Howard Johnson by Wyndham Lenox
The Yankee Inn

The Yankee Inn

8/10 Good
"It was very convenient for an overnight with pool and close to downtown. Affordable. I stayed in the annex so no noise from other guests!"
Cynthia 1-night trip
Posted 1 day ago
The Yankee Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"The room was clean and the beds comfortable. The bathroom was small but nice. Lots of construction in the parking areas but luckily we got a parking space. Staff was friendly and helpful. We ate at the hotel, the food was good."
Corinne 1-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"a very old building with tons of history and character. The room was very clean and comfortable and the staff was excellent...very friendly and accommodating."
Mark 1-night trip
Posted 2 days ago
The Red Lion Inn
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 2 weeks ago
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Frequently asked questions

What should a history buff expect from a stay in Stockbridge?
A trip to the historical places in Stockbridge is probably number one on your sightseeing itinerary. Why not absorb the local colour with a visit to the bars?
What's the best accommodation in Stockbridge to be near 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 will I find in Stockbridge?
In Stockbridge, there are 55 lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical places and other sights 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 itinerary are National Shrine of the Divine Mercy and Berkshire Botanical Garden.
What is a historic hotel like in Stockbridge?
When you choose a historic hotel, you'll sleep in a building that has a national historic designation. A palace, castle, stately home or even a lodge, pub or skyscraper can be considered a historic hotel provided that it has special significance. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of these historic hotels in Stockbridge, 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, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The building and architecture of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value along with how it inspired the community.
Do historic hotels in Stockbridge have modern facilities?
Yes, efforts are made to preserve the historic aspects and traditions, but interiors include modern conveniences and safety features. Tourists who book a stay can expect the amenities you'd find in a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. Booking a historic hotel in Stockbridge doesn't mean you're choosing a place that's rundown.

Explore a world of travel with Expedia