Photo by William Keller

Stockbridge Hotel Accommodation

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
31 Jan - 1 Feb
Tomorrow
1 Feb - 2 Feb
Next weekend
6 Feb - 8 Feb
In two weeks
13 Feb - 15 Feb

Where to stay in Stockbridge?

Exterior
The Red Lion Inn
The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
The price is NZ$360
includes taxes & fees
2 Mar - 3 Mar
The Red Lion Inn
Suite, Private Bathroom (RedBird Suite) | View from room
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
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
  • cleanliness
    Unwind in a luxurious B&B just minutes from Norman Rockwell Museum.
The price is NZ$622
includes taxes & fees
16 Feb - 17 Feb
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property
The Inn at Stockbridge
The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
  • cleanliness
    Unwind in the Berkshires with massages and outdoor swimming in charming Lee.
The price is NZ$465
includes taxes & fees
2 Feb - 3 Feb
The Inn at Stockbridge
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (827 reviews)
  • cleanliness
    Berkshire getaway offers indoor and outdoor pools with mountain scenery and cafe.
The price is NZ$241
includes taxes & fees
9 Feb - 10 Feb
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Desk, laptop workspace, blackout curtains, iron/ironing board
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
  • cleanliness
    Charming Berkshires motel near Tanglewood with free WiFi and convenient parking.
The price is NZ$107
includes taxes & fees
3 Feb - 4 Feb
Pleasant Valley Motel West Stockbridge
Lake
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Tranquil lakefront escape with stunning sunset views and a 24-hour fitness centre.
The price is NZ$181
includes taxes & fees
22 Feb - 23 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel
In-room dining
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (655 reviews)
  • cleanliness
    Cosy retreat near Lee Premium Outlets with mini golf and continental breakfast.
The price is NZ$118
includes taxes & fees
15 Feb - 16 Feb
Econo Lodge Lee - Great Barrington
Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (444 reviews)
  • cleanliness
    Escape to the scenic Berkshires with free breakfast and outdoor activities nearby.
The price is NZ$187
includes taxes & fees
3 Feb - 4 Feb
Shaker Mill Inn
Exterior
The Little Lion
The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (552 reviews)
  • cleanliness
    Restful home base near Monument Mountain with easy access to outdoor adventures.
The price is NZ$200
includes taxes & fees
19 Feb - 20 Feb
The Little Lion
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (567 reviews)
The price is NZ$139
includes taxes & fees
2 Feb - 3 Feb
Travelodge by Wyndham Great Barrington Berkshires
Lobby
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,000 reviews)
  • cleanliness
    A cosy retreat 15 minutes from Tanglewood Music Centre with complimentary WiFi.
The price is NZ$156
includes taxes & fees
22 Feb - 23 Feb
Quality Inn Lee - Lenox South
Porch
Lakehouse Inn
Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (291 reviews)
  • cleanliness
    Scenic lakeside escape in Lee with kayaking, terrace, and daily full breakfast.
The price is NZ$280
includes taxes & fees
6 Feb - 7 Feb
Lakehouse Inn
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
  • cleanliness
    Countryside lodging with a seasonal pool, steps away from Tanglewood Music Centre.
The price is NZ$176
includes taxes & fees
2 Feb - 3 Feb
Sunset Inn
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (727 reviews)
  • cleanliness
    Located in Great Barrington with free breakfast, WiFi, and parking for easy explorations.
The price is NZ$198
includes taxes & fees
5 Feb - 6 Feb
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Front of property – evening/night
Devonfield Inn B&B
Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134 reviews)
  • cleanliness
    Step back from the crowds with a relaxing Berkshires escape next to scenic fairways.
Devonfield Inn B&B
Individually decorated, individually furnished, desk, laptop workspace
Pilgrim Inn
Pilgrim Inn
2.5 star property
Lee
5.8 out of 10, (332 reviews)
  • cleanliness
    Quaint inn next to a golf course, offering complimentary WiFi and parking.
The price is NZ$140
includes taxes & fees
3 Feb - 4 Feb
Pilgrim Inn
Exterior
The Whitlock
The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (286 reviews)
  • cleanliness
    Boutique retreat in Lenox with easy access to Tanglewood Music Centre.
The price is NZ$221
includes taxes & fees
2 Feb - 3 Feb
The Whitlock
Front of property
Chambery Inn
Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (374 reviews)
  • cleanliness
    Peaceful countryside retreat with spa treatments just minutes from Tanglewood Music Centre.
Chambery Inn
Room, 2 Queen Beds, Non Smoking
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (818 reviews)
Monument Mountain Motel
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (765 reviews)
  • cleanliness
    Rest peacefully near Housatonic River with soundproof rooms and complimentary perks.
The price is NZ$280
includes taxes & fees
5 Feb - 6 Feb
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

When is the best time to visit Stockbridge?

Our prices for hotels in Stockbridge are cheapest in April
Price trends for hotels in Stockbridge
Pricing is based on two traveller single night rates
View properties in February
Currently viewing crowd sizes and weather for February.
Typical weather for Stockbridge
February
High 0°C / low -8°C. Snow likely.
View properties in February
0°
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -8 degrees Celsius. Snow likely.
-8°
5°
ac_unit
March, no crowd data, average high temperature 5 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
12°
weather_cloudy
April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
2°
19°
weather_sun
May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
23°
weather_sun
June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
27°
weather_sun
July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
26°
weather_sun
August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
22°
weather_sun
September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
14°
weather_sun
October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
7°
weather_partly_sunny
November, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
0°
2°
ac_unit
December, no crowd data, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
-2°
ac_unit
January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
-9°
Monthly weather averages (˚C)

Top landmarks in Stockbridge

Norman Rockwell Museum

4.7/5 (252 reviews)
America's most iconic illustrator comes to life through the world's largest collection of original Rockwell works. Explore his studio and the museum grounds for a complete immersion into his artistic legacy.
See properties

National Shrine of the Divine Mercy

4.5/5 (54 reviews)
Perched in the Berkshire Mountains, this peaceful shrine offers daily Mass and the Divine Mercy Chaplet. Wander the life-sized Stations of the Cross along meditative trails showcasing stunning seasonal foliage.
See properties

Learn more about Stockbridge

Wander through Norman Rockwell's America at his museum, where small-town life springs from canvas to memory. The red-brick Main Street looks suspiciously like his famous Christmas painting because, well, it is. Summer brings world-class music when Tanglewood hosts the Boston Symphony Orchestra in nearby Lenox. History buffs can explore the Mission House and Naumkeag's elegant gardens with their curious blue stairs. The Berkshire Botanical Garden offers seasonal splendour without the crowds of bigger attractions. For a perfect afternoon, grab a coffee on Main Street before heading to the Housatonic River, where locals fish in spots they'll reluctantly share if asked nicely.

See all hotels in Stockbridge
Linwood House at the Norman Rockwell Museum Stockbridge Massachusetts USA. Significant collection of the artist's original work & memorabilia on display in his hometown.
Photo by William Keller
Open Photo by William Keller

Check out reviews of Stockbridge hotels guests love

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future. "
Simon 1-night trip
Posted 3 days ago
The Red Lion Inn

Frequently asked questions

How much does a hotel room cost in Stockbridge?
You can choose a great hotel in Stockbridge from NZ$107 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Stockbridge that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Stockbridge hotels?
Discover great deals on Stockbridge hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Stockbridge hotels.
Can I book Stockbridge hotels with free cancellation?
It's easy to book a refundable Stockbridge hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top-rated luxury hotels in Stockbridge?
One of the most popular luxury hotels in Stockbridge is 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 is a luxury bed & breakfast with a high guest rating amongst our travellers, and it offers a seasonal outdoor pool and an art gallery, plus chef service in the guestrooms.
What are some top pet-friendly hotels in Stockbridge?
Our travellers' top pet-friendly hotels in Stockbridge include:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Stockbridge.
What are the top Stockbridge hotels with a pool?
For a little extra luxury, discover some of the best Stockbridge hotels with a pool. The Red Lion Inn is a great hotel with an outdoor pool and a guest rating of 8.8 out of 10. To find more stays in Stockbridge with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Stockbridge hotels with free parking?
If you're arriving by car, choosing a great Stockbridge hotel with free parking is a plus. Our travellers' favourites include:
What are some popular hotels in central Stockbridge?
For hotels in central Stockbridge, check out The Constance by the Lenox Collection and The Red Lion Inn. Travellers love The Constance by the Lenox Collection for its location, as well as the free parking, wedding services and gym this hotel offers. The Red Lion Inn is another popular central hotel with an outdoor pool, 3 restaurants and a bar/lounge. When you stay at one of these central hotels, you'll be in easy reach of top sights including Tanglewood Music Center.
Can I book a refundable accommodation option in Stockbridge?
If you want the flexibility to change your plans to Stockbridge, most hotels offer refundable* rates that you can book. You can find this accommodation by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Stockbridge if I want a holiday rental instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 29 holiday homes. You can also consider one of the 8 cottages for your trip.
What will the weather in Stockbridge be like during my visit?
The warmest months in Stockbridge are usually July and August, with an average temperature of 19°C. January and February are the chilliest months, when the average temperature is -3°C. The rainiest months are October and July.
Why should I book my Stockbridge hotel with Hotels.com?
There are plenty of reasons to book your Stockbridge travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Keep exploring