Stockbridge Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 8 - Jul 9
Tomorrow
Jul 9 - Jul 10
This weekend
Jul 11 - Jul 13
Next weekend
Jul 18 - Jul 20

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Stockbridge hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business center

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is P24,710
P29,892 total
includes taxes & fees
Jul 14 - Jul 15
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"I had excellent stay at the Red Lion Inn "
The price is P10,885
P14,691 total
includes taxes & fees
Jul 23 - Jul 24
The Red Lion Inn
Tanglewood Suites
1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
8.0 out of 10, Very Good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
The price is P15,250
P15,250 total
includes taxes & fees
Jul 10 - Jul 11
Tanglewood Suites
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (636)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is P12,737
P14,227 total
includes taxes & fees
Jul 13 - Jul 14
Hilton Garden Inn Lenox Pittsfield
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (505)
"We enjoyed our stay here. It was very quiet, and had everything we needed."
Berkshire Mountain Lodge
The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.0 out of 10, Wonderful, (48)
"Adorable and immaculately clean. This is a super fun aesthetic place to stay. Add a vending machine or two or better - a lobby attendant that stays til 11 and it'll be perfect!! The pool is iconic. "
The price is P7,563
P8,296 total
includes taxes & fees
Jul 10 - Jul 11
The Springs Motel
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (743)
"Great boutique hotel"
The price is P10,653
P11,899 total
includes taxes & fees
Aug 6 - Aug 7
Hotel On North
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (667)
"We love this place. It's a wonderful location in the Berkshires, easy to get to all of the surrounding towns and attractions. The amenities are awesome, the units are spotless, and the service is friendly and prompt. Have stayed twice and cannot wait to return again!"
The price is P9,090
P10,941 total
includes taxes & fees
Jul 14 - Jul 15
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Little Lion
Aerial view

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (507)
"Hotel was clean and facilities were maintained. Best part was that you are permitted to use amenities at The Red Lion Inn down the road. "
The price is P9,071
P10,132 total
includes taxes & fees
Jul 14 - Jul 15
The Little Lion
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (947)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is P9,133
P10,202 total
includes taxes & fees
Jul 22 - Jul 23
Jiminy Peak Mountain Resort
Wilder House Berkshires
1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (25)
"Always perfect! "
The price is P12,433
P13,887 total
includes taxes & fees
Jul 10 - Jul 11
Wilder House Berkshires
the Alander
Dinner served, American cuisine

the Alander

2.5 star property
9.0 out of 10, Wonderful, (141)
"Loved our stay, staff very attentive and helpful!! "
The price is P9,018
P9,740 total
includes taxes & fees
Jul 16 - Jul 17
the Alander
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (560)
"The hotel is very clean, well-managed, and quiet, and it's conveniently located near Tanglewood and other attractions. The room is clean, and the staff are all extremely kind and attentive to our needs (special thanks to Tapan!) We will definitely be coming back!"
The price is P12,019
P13,425 total
includes taxes & fees
Jul 13 - Jul 14
Courtyard by Marriott Lenox Berkshires
Granville House
Interior detail

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is P14,117
P15,768 total
includes taxes & fees
Jul 28 - Jul 29
Granville House
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1862)
"Very nice places "
Vacation Village in the Berkshires
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (86)
"Beautiful room and property. Perfect weekend getaway!"
The price is P16,441
P19,839 total
includes taxes & fees
Jul 10 - Jul 11
The Old Inn On The Green
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (50)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is P14,871
P15,718 total
includes taxes & fees
Jul 10 - Jul 11
Harbour House Inn
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Good lodgings in a great area to visit."
The price is P10,682
P11,932 total
includes taxes & fees
Jul 15 - Jul 16
Hampton Inn & Suites Berkshires-Lenox
Quality Inn
Premium bedding, pillowtop beds, desk, laptop workspace

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Good basic convenient accommodation in a heavily touristy area."
The price is P5,735
P6,405 total
includes taxes & fees
Jul 22 - Jul 23
Quality Inn
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (390)
"A positively delightful B&B in a beautiful town. "
The price is P5,918
P6,806 total
includes taxes & fees
Jul 11 - Jul 12
Locust Tree Bed and Breakfast LLC
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Family-friendly hotels in Stockbridge you'll enjoy

Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (605)
The price is P3,614
P4,037 total
includes taxes & fees
Aug 3 - Aug 4
Econo Lodge Lee - Great Barrington

Hotels with a spa in Stockbridge may fit your trip

The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
The price is P10,885
P14,691 total
includes taxes & fees
Jul 23 - Jul 24
The Red Lion Inn

Check out hotels with a pool in Stockbridge

The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
The price is P10,885
P14,691 total
includes taxes & fees
Jul 23 - Jul 24
The Red Lion Inn
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.

Learn more about Stockbridge

Get away to romantic Stockbridge! Enjoy the gardens, camping, and history.

See all hotels in Stockbridge

Frequently asked questions

Where is the best place for a stay in Stockbridge?

The Red Lion Inn is one of the top choices for your stay based on our traveler data. This hotel offers 3 restaurants and an outdoor pool. Tanglewood Suites is another good choice for your trip. See all available top hotels, or vacation rentals in Stockbridge.

If I need to cancel my hotel reservation in Stockbridge, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Stockbridge.

Where can I learn more about changing or cancelling my trip to Stockbridge?

For additional details about rescheduling or cancelling your trip to Stockbridge, go to https://www.expedia.com/service/.

What's the best budget-friendly hotel in Stockbridge?

Based on reviews, The Red Lion Inn is a popular 3.5-star hotel for our travelers looking for an economical choice, and features free WiFi and 3 restaurants. View all budget hotels in Stockbridge.

What's the best accommodation for a romantic vacation to Stockbridge?

The Red Lion Inn is a favorite hotel for couples, and features Frette Italian sheets and 24-hour room service. Another choice for your romantic getaway is The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood. See all romantic hotels in Stockbridge.

What's the best pet-friendly accommodation in Stockbridge?

The Red Lion Inn is a top hotel for people traveling with their pets, and offers 3 restaurants and an outdoor pool for its human guests. See more pet-friendly hotel accommodations in Stockbridge.

What's the best hotel to stay close to Norman Rockwell Museum?

Tanglewood Suites is one of the top choices for your stay based on our traveler data, and this B&B offers free breakfast and free parking. It's located just a short 0.8 mi (1.2 km) from Norman Rockwell Museum. Another good option is Stockbridge Country Inn, located just 0.6 mi (1 km) away.

What about the best place to stay close to National Shrine of the Divine Mercy?

One of the top choices for your stay is The Red Lion Inn, located a short 0.5 mi (0.7 km) from National Shrine of the Divine Mercy, and this 3.5-star hotel offers 3 restaurants and an outdoor pool. Tanglewood Suites, located just 0.5 mi (0.8 km) away, is another good choice for your stay.

What's the best accommodation for a beach vacation in Stockbridge?

Stockbridge Country Inn is a top 4.5-star B&B for a beach vacation, and features a seasonal outdoor pool and free breakfast. Other good choices to stay near the beach include The Red Lion Inn and 1862 Seasons on Main Bed and Breakfast. Spend some quality time by the water at Iroquis Waterfront.

What's the best high-end place to stay in Stockbridge?

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a luxury B&B with a seasonal outdoor pool and a terrace, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Stockbridge.

What's the best boutique hotel in Stockbridge?

1862 Seasons on Main Bed and Breakfast is a favorite 4.5-star B&B with our travelers looking for a stylish accommodation, featuring 5 guestrooms, a restaurant, and spa services.

What's the best accommodation in Stockbridge to absorb the local history?

Based on our travel expertise, The Red Lion Inn is a top historic hotel bookable on our site and it features free WiFi. Also notable landmarks to visit include Naumkeag Museum, Mission House, and Berkshire Theatre Festival.

What's the best place to stay to stay near the slopes in Stockbridge?

Based on our travel data, Conroy's B&B is a top 3.5-star B&B for hitting the ski slopes, and features free breakfast and an outdoor pool. Other good choices for your ski trip include Stockbridge Country Inn and The Red Lion Inn. Enjoy the skiing and snowboarding by visiting Ski Butternut or Catamount Ski Area.

What are some hotels with pools in Stockbridge?

The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. Vacation Village in the Berkshires and Howard Johnson by Wyndham Lenox are two additional hotels that offer an onsite pool. View all hotels with pools in Stockbridge.

What is the best spa hotel in Stockbridge?

The Red Lion Inn is a top spa hotel featuring 3 restaurants, a fitness center, a bar, and an outdoor pool. See all spa hotels in Stockbridge.

What's the best hotel for staying near Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What is staying in Stockbridge like?

Visitors to Stockbridge are sure to enjoy the bars. Tourists can also enjoy the city's gardens, museums, and architecture. In Stockbridge, there are 47 hotels and other accommodations to choose from. Find out more about Stockbridge.

What should I see while I'm in Stockbridge?

Cultural venues include Norman Rockwell Museum, Mission House, and Berkshire Theatre Festival. Landmarks like Naumkeag Museum, National Shrine of the Divine Mercy, and Stockbridge Bowl might be worth a visit. The picturesque setting of Berkshire Botanical Garden and Housatonic River exemplify the area's natural beauty. Check out what more to see and do in Expedia's Stockbridge guide.

What's the weather like in Stockbridge?

The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.