Stockbridge Hotel Accommodation

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Where to stay in Stockbridge?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Stockbridge on Hotels.com. These Stockbridge hotels consistently deliver on comfort, location and traveller experience. Last updated on .

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,003 reviews)
The price is NZ$421
includes taxes & fees
23 Aug - 24 Aug
The Red Lion Inn

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
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$811
includes taxes & fees
12 Aug - 13 Aug
The Inn at Stockbridge

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, (114 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$679
includes taxes & fees
16 Aug - 17 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
3.5 star property
South Lee
9.2 out of 10, Wonderful, (946 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$288
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

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$219
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Lee - Lenox South

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
Discover this Lenox retreat with stunning mountain views, year-round swimming options, and fireplaces in select rooms. Just minutes from Bousquet Ski Area and local attractions, enjoy free breakfast and helpful staff after a day exploring.
The price is NZ$270
includes taxes & fees
2 Aug - 3 Aug
The Yankee Inn

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, (796 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$268
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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$393
includes taxes & fees
3 Aug - 4 Aug
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (595 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$214
includes taxes & fees
1 Sept - 2 Sept
The Little Lion

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 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$376
includes taxes & fees
5 Aug - 6 Aug
Shaker Mill Inn

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, (799 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$370
includes taxes & fees
12 Aug - 13 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
Escape to this Pittsfield hotel near the train station, with Tanglewood Music Centre nearby. After enjoying the complimentary breakfast, explore local skiing trails or workout in the fitness centre. Clean rooms and attentive staff create a welcoming mountain getaway.
The price is NZ$216
includes taxes & fees
5 Aug - 6 Aug
Best Western Plus Berkshire Hills Inn & Suites

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (31 reviews)
Embrace mountain charm at this Lenox hotel with free breakfast and parking. Take a refreshing dip in the indoor pool before heading to nearby Tanglewood or Kennedy Park. Grab a drink at the bar after exploring the scenic Berkshires.
The price is NZ$418
includes taxes & fees
19 Aug - 20 Aug
Element by Marriott Lenox Berkshires

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
Dive into the indoor pool at this Lenox hotel, just 10 minutes from Tanglewood Music Centre. Enjoy a complimentary breakfast before exploring nearby attractions like Guido's Marketplace and Bousquet Ski Area. Free WiFi and parking complete your comfortable stay.
The price is NZ$310
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn & Suites Berkshires-Lenox

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,006 reviews)
This peaceful hotel offers complimentary breakfast, WiFi, and parking, with Mahaiwe Performing Arts Centre just moments away. Fitness enthusiasts will appreciate the on-site gym and outdoor activities, while the helpful staff ensures a comfortable stay.
The price is NZ$176
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Great Barrington

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (52 reviews)
This cosy motel offers complimentary WiFi and parking, making outdoor adventures hassle-free. Explore the nearby Housatonic River and River Walk, or try kayaking and mountain biking. Garden views provide a serene backdrop for your Berkshires escape.
The price is NZ$281
includes taxes & fees
23 Aug - 24 Aug
East Rock Inn

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
Wake up to free breakfast at this cosy Berkshires inn where a garden terrace offers peaceful moments. The coffee shop/cafe and bar provide refreshments after exploring nearby attractions like The Bookshop and Lenox Library.
The price is NZ$419
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,003 reviews)
Nestled in Lenox, this lodge offers easy access to Kennedy Park and Pleasant Valley Wilderness Sanctuary. The Club Room serves American cuisine, while the terrace provides a perfect spot to unwind after exploring local attractions.
The price is NZ$275
includes taxes & fees
1 Sept - 2 Sept
Berkshires Untold

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (890 reviews)
The price is NZ$162
includes taxes & fees
1 Sept - 2 Sept
Monument Mountain Motel

The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (340 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$294
includes taxes & fees
12 Aug - 13 Aug
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.

When is the best time to visit Stockbridge?

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

Top landmarks in Stockbridge

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.

A calm lake reflecting a forest with autumn foliage.

Check out reviews of Stockbridge hotels guests love

Frequently asked questions

How much does a hotel room cost in Stockbridge?
You can choose a great hotel in Stockbridge from NZ$144 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 36 holiday homes. You can also consider one of the 9 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.