Hotels in Stockbridge

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Tonight
Feb 21 - Feb 22
Tomorrow
Feb 22 - Feb 23
Next weekend
Feb 27 - Mar 1
In two weeks
Mar 6 - Mar 8

Where to stay in Stockbridge?

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)
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 Center awaits just a short drive away.
The price is $309
$374 total
includes taxes & fees
Mar 6 - Mar 7
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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, (840 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 Center and Berkshire attractions.
The price is $94
$124 total
includes taxes & fees
Mar 4 - Mar 5
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lobby
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,004 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 $89
$99 total
includes taxes & fees
Mar 9 - Mar 10
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, (658 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 $64
$71 total
includes taxes & fees
Mar 6 - Mar 7
Econo Lodge Lee - Great Barrington
Desk, laptop workspace, blackout drapes, iron/ironing board
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
Escape to the heart of the Berkshires in this well-maintained motel close to Tanglewood Music Center. 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 $65
$71 total
includes taxes & fees
Feb 22 - Feb 23
Pleasant Valley Motel West Stockbridge
Exterior
The Little Lion
The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (553 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 $110
$123 total
includes taxes & fees
Feb 22 - Feb 23
The Little Lion
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
Nestled in Lee, this motel offers easy access to Tanglewood Music Center, 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 $95
$106 total
includes taxes & fees
Feb 22 - Feb 23
Sunset Inn
Porch
Lakehouse Inn
Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (292 reviews)
Immerse yourself in tranquility at this waterfront B&B offering complimentary perks including daily full breakfast and parking. Explore the lake with onsite kayaking or unwind on the terrace before visiting nearby Wyndhurst Golf & Club and The Mount.
The price is $144
$169 total
includes taxes & fees
Feb 27 - Feb 28
Lakehouse Inn
In-room safe, desk, free cribs/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, (570 reviews)
The price is $75
$84 total
includes taxes & fees
Feb 22 - Feb 23
Travelodge by Wyndham Great Barrington Berkshires
Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 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 $99
$109 total
includes taxes & fees
Mar 4 - Mar 5
Shaker Mill Inn
Front of property
Chambery Inn
Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (375 reviews)
This serene B&B in Lee offers tranquil accommodations where quiet is the hallmark. Unwind with deep-tissue massages or aromatherapy after exploring nearby attractions. The terrace, hot tub, and snack bar create a rejuvenating escape in the Berkshires.
The price is $190
$212 total
includes taxes & fees
Feb 22 - Feb 23
Chambery Inn
Exterior
33 Main
33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
Experience the charm of 33 Main in Lenox, a cozy B&B offering full breakfast from 8:30-10:00 AM. Located near Lenox Library and The Bookstore, this hotel includes free WiFi and parking for exploring Berkshires culture.
The price is $494
$552 total
includes taxes & fees
Feb 22 - Feb 23
33 Main
Individually decorated, individually furnished, desk, laptop workspace
Granville House
Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (96 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 $174
$194 total
includes taxes & fees
Feb 22 - Feb 23
Granville House
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 $178
$207 total
includes taxes & fees
Feb 27 - Feb 28
Brook Farm Inn
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, (767 reviews)
This tranquil hotel offers sound-insulated accommodations near Housatonic River and River Walk. Guests love the helpful staff, clean rooms, indoor pool, and 24-hour fitness center. Enjoy free breakfast, WiFi, and parking while exploring Great Barrington's nearby restaurants.
The price is $161
$180 total
includes taxes & fees
Feb 25 - Feb 26
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, (289 reviews)
Immerse yourself in the Berkshires at this charming hotel just 5 minutes from Tanglewood Music Center. 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 $134
$150 total
includes taxes & fees
Feb 25 - Feb 26
The Whitlock
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (824 reviews)
The price is $67
$74 total
includes taxes & fees
Feb 22 - Feb 23
Monument Mountain Motel
Lobby lounge
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (19 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 $139
$155 total
includes taxes & fees
Mar 1 - Mar 2
Element Lenox Berkshires
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
East Rock Inn
East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (38 reviews)
This cozy 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 $125
$140 total
includes taxes & fees
Mar 6 - Mar 7
East Rock Inn
Exterior
Hideaway Inn Lenox
Hideaway Inn Lenox
2.0 star property
Lenox
The price is $156
$174 total
includes taxes & fees
Mar 8 - Mar 9
Hideaway Inn Lenox
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.
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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 traveler 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
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April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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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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January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
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Top landmarks in Stockbridge

Norman Rockwell Museum

4.7/5 (252 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.
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National Shrine of the Divine Mercy

4.5/5 (54 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.
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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 splendor 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.

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autumn in the mountains

Check out reviews of Stockbridge hotels guests love

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Beautiful room with a fireplace. "
Carolyn 2-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What hotels do travelers like in Stockbridge?
The Red Lion Inn is a property that our guests really like.
Can I book refundable hotels in Stockbridge?
If you want the flexibility to change your plans to Stockbridge, most accommodations offer refundable* rates you can book. You can find these accommodations 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 vacation home instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 28 vacation homes. You can also consider one of the 8 cottages for your trip.
What will the weather in Stockbridge be like during my vacation?
The warmest months in Stockbridge are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 27°F. 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, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.