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
26 Apr - 27 Apr
Tomorrow
27 Apr - 28 Apr
Next weekend
1 May - 3 May
In two weeks
8 May - 10 May

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$336
includes taxes & fees
30 Apr - 1 May
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, (111 reviews)
This historic Stockbridge inn offers free breakfast and WiFi plus a seasonal outdoor pool and garden terrace. Enjoy hiking trails, horseback riding, and kayaking on-site while Tanglewood Music Centre awaits just a short drive away.
The price is NZ$637
includes taxes & fees
10 May - 11 May
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)
This cosy B&B offers a tranquil escape with an outdoor pool and massage services. Just minutes from National Shrine of the Divine Mercy and Berkshire Theatre Festival, guests enjoy free breakfast, WiFi, and parking while exploring the scenic area.
The price is NZ$524
includes taxes & fees
4 May - 5 May
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, (884 reviews)
Nestled in South Lee, this family-friendly retreat features 4 pools total - 2 indoor and 2 outdoor, including a seasonal option. Enjoy refreshments at the pool bar or coffee shop after exploring nearby Tanglewood Music Centre and Berkshire attractions.
The price is NZ$247
includes taxes & fees
30 Apr - 1 May
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior
The Little Lion
The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (556 reviews)
Experience comfort and convenience at this motel in Great Barrington, where free WiFi and parking await. Explore nearby Monument Mountain Reservation for hiking, then return to spotless rooms with daily housekeeping and notably helpful staff.
The price is NZ$209
includes taxes & fees
28 Apr - 29 Apr
The Little Lion
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, (1,000 reviews)
Escape to the heart of the Berkshires in this well-maintained motel close to Tanglewood Music Centre. Free WiFi and parking make exploring local attractions like Hoffman's Pottery and Charles H. Baldwin & Sons effortless. Clean rooms and daily housekeeping ensure a comfortable stay.
The price is NZ$127
includes taxes & fees
4 May - 5 May
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)
This peaceful Lenox hotel overlooks a picturesque lake where spectacular sunsets unfold daily. Enjoy Indian cuisine at Mint restaurant, complimentary breakfast, and free WiFi. Just 10 minutes from Tanglewood Music Centre with convenient parking.
The price is NZ$216
includes taxes & fees
18 May - 19 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
Experience tranquility at this West Stockbridge B&B where hiking, biking, and kayaking adventures await. Enjoy free breakfast, complimentary parking, and daily housekeeping while exploring Ebenezer II Gifts and nearby cultural attractions.
The price is NZ$197
includes taxes & fees
5 May - 6 May
Shaker Mill Inn
Lobby
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,001 reviews)
This peaceful Lee hotel offers free daily continental breakfast near local restaurants and shopping. Just minutes from Lee Library and Animagic Museum, guests praise the helpful staff. Enjoy convenient access to cultural attractions during your Berkshires stay.
The price is NZ$192
includes taxes & fees
17 May - 18 May
Quality Inn Lee - Lenox South
In-room dining
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (662 reviews)
This Lee motel offers a playful mini golf course on-site and free continental breakfast to start your day. Located near Greenock Country Club and Lee Premium Outlets, guests praise the helpful staff. Enjoy complimentary WiFi and parking during your stay.
The price is NZ$144
includes taxes & fees
10 May - 11 May
Econo Lodge Lee - Great Barrington
Front of property – evening/night
Devonfield Inn B&B
Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
Surrounded by the Berkshires, this B&B offers a peaceful outdoor pool and soothing massages after a day on the adjacent golf course. Free breakfast, Wi-Fi, and parking enhance your stay near Greenock Country Club and local attractions.
The price is NZ$549
includes taxes & fees
30 Apr - 1 May
Devonfield Inn B&B
Front of property
Chambery Inn
Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
This serene B&B in Lee offers tranquil accommodation where quiet is the hallmark. Unwind with deep-tissue massages or aromatherapy after exploring nearby attractions. The terrace, spa pool, and snack bar create a rejuvenating escape in the Berkshires.
The price is NZ$325
includes taxes & fees
27 May - 28 May
Chambery Inn
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (412 reviews)
Nestled in Lee, this motel offers easy access to Tanglewood Music Centre, along with free WiFi and parking. Cool off in the seasonal outdoor pool after exploring nearby trails, or venture to Lee Library and Animagic Museum of Animation.
The price is NZ$209
includes taxes & fees
28 Apr - 29 Apr
Sunset Inn
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, (576 reviews)
The price is NZ$142
includes taxes & fees
5 May - 6 May
Travelodge by Wyndham Great Barrington Berkshires
Individually decorated, individually furnished, desk, laptop workspace
Granville House
Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (100 reviews)
This charming business-friendly B&B offers free full breakfast, WiFi, and parking in scenic Housatonic. Explore nearby Monument Mountain and its reservation, with Pittsfield Municipal Airport just a 28-minute drive away.
The price is NZ$380
includes taxes & fees
3 May - 4 May
Granville House
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, (758 reviews)
Refresh in the indoor pool at this welcoming Great Barrington hotel. The fitness centre adds value to each stay, while free breakfast fuels adventures to nearby Lake Mansfield Park and Housatonic River. Guests rave about the clean rooms and helpful staff.
The price is NZ$211
includes taxes & fees
4 May - 5 May
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Front of property
Brook Farm Inn
Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164 reviews)
Immerse yourself in Lenox charm at this B&B featuring outdoor and poolside bars, just minutes from Shakespeare and Company. Enjoy complimentary breakfast, WiFi, and parking while the attentive staff ensures a memorable stay.
The price is NZ$344
includes taxes & fees
28 Apr - 29 Apr
Brook Farm Inn
Exterior
Hideaway Inn Lenox
Hideaway Inn Lenox
2.0 star property
Lenox
6.0 out of 10, (1 review)
The price is NZ$291
includes taxes & fees
4 May - 5 May
Hideaway Inn Lenox
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (778 reviews)
This tranquil hotel offers sound-insulated accommodation near Housatonic River and River Walk. Guests love the helpful staff, clean rooms, indoor pool, and 24-hour fitness centre. Enjoy free breakfast, WiFi, and parking while exploring Great Barrington's nearby restaurants.
The price is NZ$289
includes taxes & fees
3 May - 4 May
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior
The Whitlock
The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (293 reviews)
Immerse yourself in the Berkshires at this charming hotel just 5 minutes from Tanglewood Music Centre. Enjoy hiking trails nearby, plus free WiFi and parking. A terrace, garden and helpful staff create a welcoming atmosphere for music lovers and nature enthusiasts alike.
The price is NZ$263
includes taxes & fees
28 Apr - 29 Apr
The Whitlock
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 April
Currently viewing crowd sizes and weather for April.
Typical weather for Stockbridge
April
High 12°C / low 2°C. Cloudy most days.
View properties in April
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°
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°
Monthly weather averages (˚C)

Top landmarks in Stockbridge

Norman Rockwell Museum

4.7/5 (347 reviews)
Norman Rockwell Museum is 0.8 mi (1.2 km) from central Stockbridge, why not stop by during your stay? If you want to experience more of the culture Stockbridge has to offer, head to Berkshire Botanical Garden, Naumkeag Museum, and National Shrine of the Divine Mercy.
See properties

National Shrine of the Divine Mercy

4.5/5 (83 reviews)
If seeing the sights is on your list of things to do, head to National Shrine of the Divine Mercy – just one of the landmarks located 0.5 mi (0.8 km) from central Stockbridge.
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
Vivid autumn foliage reflected in a calm lake surrounded by a dense forest under a clear blue sky in Stockbridge, Massachusetts

Check out reviews of Stockbridge hotels guests love

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"A+ for everything and the only annoying thing at times was the card used to enter the room."
Michaely 2-night trip
Posted 4 hours ago
Vacation Village in the Berkshires

Frequently asked questions

How much does a hotel room cost in Stockbridge?
You can choose a great hotel in Stockbridge from NZ$114 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 Red Lion Inn and The Black Swan Lee - Lenox, an Ascend Collection Hotel. Travellers love The Red Lion Inn for its location, as well as the outdoor pool, 3 restaurants and bar/lounge this hotel offers. The Black Swan Lee - Lenox, an Ascend Collection Hotel is another popular central hotel with a restaurant, a free continental breakfast and a 24-hour gym. 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 33 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