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

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Check availability on Stockbridge Boutique Hotels

Tonight
21 Sept - 22 Sept
Tomorrow
22 Sept - 23 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct
No exact matches found, but these alternatives could be just right

Recommended hotels in Stockbridge

Property grounds
Outdoor pool, pool loungers
Exterior
Exterior

1. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
₹14,741
₹21,229 total
includes taxes & fees
28 Sept - 29 Sept
The Red Lion Inn
Front of property
Exterior
Exterior
Lobby

2. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Jodi
₹40,822
₹47,879 total
includes taxes & fees
22 Sept - 23 Sept
The Inn at Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers
Suite, Private Bathroom (Parlour Suite) | Premium bedding, iron/ironing board (on request), free WiFi
Lobby sitting area

3. 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
Stockbridge
United States
Philippe
₹49,517
₹59,902 total
includes taxes & fees
12 Oct - 13 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub
View from room
42-inch flat-screen TV with cable channels, TV
Superior Room, 1 King Bed, Jetted Tub | Desk, laptop workspace, iron/ironing board, free WiFi

4. The Yankee Inn

The Yankee Inn
Lenox
United States
Michelle
₹11,122
₹12,423 total
includes taxes & fees
22 Sept - 23 Sept
The Yankee Inn
Exterior
Interior
Grand Villa, 3 Bedrooms | Iron/ironing board, free cots/infant beds, WiFi, bed sheets
Restaurant

5. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Linda
₹11,218
₹14,404 total
includes taxes & fees
23 Sept - 24 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort
Lake
Lake
Exterior
Free daily continental breakfast

6. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Ann M
₹12,234
₹13,665 total
includes taxes & fees
27 Sept - 28 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby
Free daily continental breakfast
Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cots/infant beds, rollaway beds
Lobby

7. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Wendy
₹10,513
₹11,743 total
includes taxes & fees
19 Oct - 20 Oct
Quality Inn Lee - Lenox South
Lobby lounge
Free daily buffet breakfast
Free daily buffet breakfast
Premium bedding, pillow-top beds, in-room safe, desk

8. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Maria Dulce
₹11,889
₹13,280 total
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Exterior
Exterior
Exterior

9. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
United States
Victor
₹7,378
₹8,242 total
includes taxes & fees
22 Sept - 23 Sept
Monument Mountain Motel
View all properties

Top Stockbridge Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"My husband and I (both architects) loved the very creative way the original building had been converted to a hotel. The interiors were very imaginatively designed, preserving the original wood flooring and high ceilings, incorporating art, old machinery that had been in the paper mill, and an interesting combination of antique furniture. Parking was easy and the hotel location was an easy walk to many places of interest. We enjoyed dinner at the restaurant on the premises--elegant and tasty. Finally, kudos to the very friendly and helpful staff who were always eager to answer our questions, talk about the building's history, or provide an item we needed. Thanks to you all!"
Donna 2-night trip
Posted 6 hours ago
Hotel On North

Frequently asked questions

What's there to see and do in Stockbridge?
The bars and historic landmarks are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Stockbridge include Naumkeag Museum, Norman Rockwell Museum and Berkshire Theatre Festival. For even more to see and do, make a stop at National Shrine of the Divine Mercy, Berkshire Botanical Garden and Stockbridge Bowl.
What kind of weather should I plan for when I travel to Stockbridge?
Having a good idea of the weather in Stockbridge will help you enjoy your stay to the fullest. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What's the best way to get to my boutique hotel in Stockbridge?
You have a few options for travelling to and around Stockbridge. The nearest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) from the heart of the city, but Hudson, NY (HCC-Columbia County) may also be an option. If you'd like to venture out around the area, consider renting a car to explore more sights.

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