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

Stockbridge Hotel Guide - Historic Hotels in Stockbridge, Massachusetts

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Check availability on Stockbridge Historic Hotels

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Stockbridge historic hotels

Property grounds
Exterior
Pub
Outdoor pool, pool loungers

1. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Merideth
€197
includes taxes & fees
8 Sept - 9 Sept
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.
€228
includes taxes & fees
10 Aug - 11 Aug
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior
Interior
Coffee/tea maker, fridge, microwave, oven
Dining

3. Gorgeous Mountain Views Retreat: Family & Nature

Gorgeous Mountain Views Retreat: Family & Nature
Hillsdale
United States
Anne S.
€451
includes taxes & fees
9 Aug - 10 Aug
Gorgeous Mountain Views Retreat: Family & Nature
View all properties

Top Stockbridge Hotel Reviews

The Red Lion Inn

The Red Lion Inn

8/10 Good
"Property is aging and needs attention. Still a nice place to stay."
James 4-night trip
Posted 5 hours ago
The Red Lion Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"Nice location, nice breakfast, but no elevator."
Larry 2-night trip
Posted 8 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

10/10 Excellent
"Need an extra chair in handicap rooms"
Thomas 3-night trip
Posted 3 days ago
Best Western Plus Berkshire Hills Inn & Suites
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Very nice front desk staff-courteous, upbeat, helpful. Room was clean but leftover trash in bin and no ice tray in refrigerator. VERY comfortable bed. Train in middle of the night was a throwback experience to a different age-i liked it but some would be frightened of the noise. Excellent location."
Alan 1-night trip
Posted 3 days ago
Quality Inn Great Barrington
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"We had an easy time finding it,close to shopping. Would stay again"
LYNN 1-night trip
Posted 4 days ago
Quality Inn Lee - Lenox South
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Parking"
Wilson 1-night trip
Posted 5 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 9 days 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.