Find hotels in Stockbridge, MA from ¥9,235

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Compare 1,360 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Red Lion Inn

3.5 star property
  • Pool
  • Spa
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
8.8 out of 10, Excellent, (1000)
  • cleanliness
    Historic charm meets modern comfort at this inn with an outdoor pool, garden strolls, and personalized local recommendations.

What verified guests said

"I had excellent stay at the Red Lion Inn "

The Red Lion Inn highlights

The Red Lion Inn, in the heart of the historical district, offers a peaceful retreat with an outdoor pool, garden, onsite spa, in-room WiFi, and three distinct restaurants. Guests consistently praise the attentive staff and convenient location.
The price is ¥29,823
¥39,784 total
includes taxes & fees
Aug 4 - Aug 5
The Red Lion Inn

Tanglewood Suites

2.5 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Microwave
8.0 out of 10, Very Good, (15)
  • cleanliness
    Mountain getaway where guests can warm up by barbecue grills after a day of adventure or simply unwind in comfortable private quarters

What verified guests said

"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. "

Tanglewood Suites highlights

Tanglewood Suites blends mountain serenity with practical comforts. Start your day with a continental breakfast, then enjoy the outdoor entertainment area. Relax in the steam room after exploring nearby trails, and retreat to private quarters with free WiFi.
The price is ¥38,631
¥38,631 total
includes taxes & fees
Jul 6 - Jul 7
Tanglewood Suites

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

4.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
9.2 out of 10, Wonderful, (105)
  • cleanliness
    Guests start their day with breakfast before enjoying 18 holes of golf, horseback riding, or kayaking at this peaceful B&B.

What verified guests said

"Great breakfast, friendly helpful staff, pretty yard, good location "

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

Located near Berkshire Botanical Garden, The Stockbridge Country Inn offers a tranquil retreat close to Norman Rockwell Museum and Chesterwood. Enjoy the serene garden and full breakfast before golfing, biking, or kayaking. Guests love exploring Naumkeag Museum.
The price is ¥66,474
¥80,414 total
includes taxes & fees
Jul 14 - Jul 15
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Becket Motel

2.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Room service
  • Microwave
6.6 out of 10, (55)
  • cleanliness
    Travelers find a peaceful nature retreat near Pyramid Lake where quick check-out makes departure as stress-free as the stay itself

What verified guests said

"Comfortable stay "

Becket Motel highlights

The Becket Motel provides a serene escape in natural surroundings near Pyramid Lake. Guests can relax in the garden while staying connected with complimentary WiFi in their rooms.
The price is ¥13,787
¥20,213 total
includes taxes & fees
Jul 8 - Jul 9
Becket Motel

Blackberry River Inn

3.0 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Business services
  • Housekeeping
9.4 out of 10, Exceptional, (111)
  • cleanliness
    Guests start their day fireside with coffee in the lobby, then move to the outdoor entertainment area for afternoon relaxation with friends

What verified guests said

"Friendly staff "

Blackberry River Inn highlights

The Blackberry River Inn, nestled in Connecticut's rolling hills, offers a charming escape with cooked-to-order breakfasts and a cozy lobby fireplace. Rooms have WiFi, and outdoor furniture provides comfy lounging. Guests consistently praise the attentive staff.
The price is ¥23,875
¥27,457 total
includes taxes & fees
Jul 10 - Jul 11
Blackberry River Inn

Gedney Farm

3.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.2 out of 10, Wonderful, (120)
  • cleanliness
    Experience farm fresh comfort with lush gardens to wander through. Enjoy dinner under starry skies.

What verified guests said

"Great staff. Quiet.. and an excellent chef! Unique property and well worth it!"

Gedney Farm highlights

Step into the charming Gedney Farm and indulge in a continental breakfast, take in garden views at the on-site restaurant, or unwind with a drink at the bar. With an outdoor entertainment area, free WiFi, and beautiful gardens to stroll through you can relax or make memories with loved ones.
Gedney Farm

The Old Inn On The Green

4.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.2 out of 10, Wonderful, (84)
  • cleanliness
    Escape to serenity amidst nature’s splendor. Indulge in fine dining or unwind by the pool surrounded by lush gardens.

What verified guests said

"Beautiful room and property. Perfect weekend getaway!"

The Old Inn On The Green highlights

Nestled near Dry Hill and Umpachene Falls Park, The Old Inn On The Green offers a tranquil retreat with continental breakfast, a manager's reception, and an on-site restaurant serving American cuisine. Enjoy the garden views from the coffee shop/cafe or lounge by the seasonal pool; take advantage of free in-room WiFi and self parking.
The price is ¥41,647
¥50,255 total
includes taxes & fees
Jul 6 - Jul 7
The Old Inn On The Green

Harbour House Inn

3.5 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (49)
  • cleanliness
    Travelers find mountain serenity at this peaceful haven where guests can relax surrounded by natural beauty or curl up with a favorite book

What verified guests said

"Nice place for a weekend away."

Harbour House Inn highlights

Harbour House Inn welcomes visitors to its mountain retreat where a full breakfast starts each day. Guests can wander through the serene garden, borrow books from the library, access WiFi in their rooms, and take advantage of express check-out when their stay ends.
The price is ¥33,902
¥35,835 total
includes taxes & fees
Jul 8 - Jul 9
Harbour House Inn

Locust Tree Bed and Breakfast LLC

3.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Housekeeping
9.0 out of 10, Wonderful, (390)
  • cleanliness
    Travelers enjoy thoughtful amenities at this welcoming B&B, where a complimentary breakfast starts the day and comfortable rooms provide a place to relax

What verified guests said

"A positively delightful B&B in a beautiful town. "

Locust Tree Bed and Breakfast LLC highlights

The Locust Tree Bed and Breakfast LLC offers a genuinely warm atmosphere with staff who take pride in helping guests. Visitors can enjoy a hearty full breakfast each morning, relax with cable programming on their flat-screen TVs, and appreciate the convenience of self-parking.
The price is ¥15,079
¥17,341 total
includes taxes & fees
Jul 6 - Jul 7
Locust Tree Bed and Breakfast LLC

Pilgrim Inn

2.5 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
  • Housekeeping
5.8 out of 10, (308)
  • cleanliness
    Golfers find their paradise on the adjacent course with pro shop and caddies, while others enjoy the peaceful garden playground

What verified guests said

"Great location but no staff at check-in or checkout!"

Pilgrim Inn highlights

The Pilgrim Inn, next to a scenic golf course, offers guests a full round of golf or a relaxing outdoor setting. Enjoy access to the golf pro shop, caddies, and a garden playground. Travelers value the practical touches of free in-room WiFi and dry cleaning services.
The price is ¥10,701
¥11,953 total
includes taxes & fees
Aug 4 - Aug 5
Pilgrim Inn

Quality Inn

2.5 star property
  • Breakfast included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Parking available
  • Housekeeping
8.2 out of 10, Very Good, (1000)
  • cleanliness
    Travelers start their day with a free continental breakfast and get expert local attraction tips from the helpful tour assistance desk.

What verified guests said

"Friendly staff, easy parking"

Quality Inn highlights

The Quality Inn sits in the city center where guests connect to WiFi from their rooms after enjoying the morning's continental breakfast. The on-site restaurant provides convenient dining options, while complimentary newspapers keep everyone informed about current events.
The price is ¥17,116
¥19,119 total
includes taxes & fees
Jul 21 - Jul 22
Quality Inn

Sunset Inn

2.0 star property
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • 24/7 front desk
  • Microwave
7.6 out of 10, Good, (385)
  • cleanliness
    This welcoming motel near Tanglewood Music Center offers a seasonal outdoor pool and convenient express check-out for travelers seeking relaxation

What verified guests said

"No frills but it was a great stay!"

Sunset Inn highlights

Sunset Inn combines comfort with practicality for music lovers and travelers alike. Guests can cool off in the seasonal outdoor pool after a day of exploring, connect to WiFi from their rooms, and enjoy a hassle-free departure with express check-out service.
The price is ¥13,371
¥14,935 total
includes taxes & fees
Jul 9 - Jul 10
Sunset Inn

FairBridge Inn Express

2.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Laundry
  • Housekeeping
5.4 out of 10, (733)
  • cleanliness
    Travelers stay connected with complimentary WiFi while handling business needs at the center or enjoy the convenience of on-site parking at this suburban hotel

What verified guests said

"Shampoo and toilet paper should have been In the room."

FairBridge Inn Express highlights

Located in the suburbs, FairBridge Inn Express offers practical amenities for business and leisure travelers. Enjoy laundry facilities, free WiFi, a business center, and meeting rooms. The 24-hour front desk ensures assistance is always available.
The price is ¥10,210
¥11,404 total
includes taxes & fees
Jul 20 - Jul 21
FairBridge Inn Express

Chambery Inn

3.0 star property
  • Hot Tub
  • Spa
  • Parking included
  • Free WiFi
  • Air conditioning
  • Breakfast available
9.6 out of 10, Exceptional, (367)
  • cleanliness
    A peaceful retreat where travelers can relax in the garden, soak in a spa tub, or enjoy aromatherapy treatments after a day of exploring

What verified guests said

"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "

Chambery Inn highlights

The Chambery Inn, near The Mount, offers a tranquil getaway with a spa tub and garden. Guests enjoy terrace views, aromatherapy sessions, and cycling with bike rentals. Free WiFi keeps everyone connected.
Chambery Inn

Econo Lodge Lee - Great Barrington

2.0 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
6.2 out of 10, (604)
  • cleanliness
    Travelers can start their Berkshires adventures with a complimentary continental breakfast before enjoying a round on the property's mini golf course

What verified guests said

"Good location. Nice for an evening after a show at Tanglewood. "

Econo Lodge Lee - Great Barrington highlights

Located in Great Barrington, the Econo Lodge Lee - Great Barrington combines comfort with recreation. Guests connect to WiFi throughout their stay, challenge themselves on the mini golf course, and find convenient RV parking on the property.
The price is ¥9,235
¥10,316 total
includes taxes & fees
Aug 3 - Aug 4
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

4.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
10.0 out of 10, Exceptional, (127)
  • cleanliness
    Golfers find their perfect match at this upscale retreat where poolside relaxation and spa treatments create an ideal balance of activity and downtime

What verified guests said

"Very enjoyable comfortable stay"

Devonfield Inn B&B highlights

Devonfield Inn B&B, next to a golf course, offers a refined experience with full breakfast and evening manager's reception. Guests can lounge by the pool, explore cycling trails, and enjoy amenities like free WiFi, bike rentals, and an on-site hair salon.
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, (1002)
  • cleanliness
    Lakeside relaxation meets culinary delights at this Lenox retreat, where guests can enjoy water activities like kayaking or fishing on the tranquil waters

What verified guests said

"Great place"

The Black Swan Lee - Lenox, Ascend Hotel Collection highlights

The Black Swan Lee - Lenox, Ascend Hotel Collection offers lakefront charm with modern amenities. Enjoy continental breakfast, Indian cuisine at Mint, kayaking or fishing on the lake, a 24-hour gym, and free in-room WiFi, all with attentive staff.
The price is ¥27,954
¥31,224 total
includes taxes & fees
Jul 13 - Jul 14
The Black Swan Lee - Lenox, Ascend Hotel Collection

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

3.5 star property
  • Pool
  • Air conditioning
  • Tennis court
  • Game room
  • Business services
  • Bar
9.0 out of 10, Wonderful, (664)
  • cleanliness
    Families splash in four pools at this Berkshires retreat or compete at mini golf, basketball and volleyball before enjoying American cuisine at two restaurants.

What verified guests said

"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!"

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires is a perfect family getaway. Enjoy mini golf, basketball, volleyball, billiards, four pools, American dishes at two on-site restaurants, and extra fun in the arcade and game room.
The price is ¥22,342
¥26,977 total
includes taxes & fees
Jul 9 - Jul 10
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Ponds at Foxhollow

3.0 star property
  • Pool
  • Kitchen
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
8.6 out of 10, Excellent, (121)
  • cleanliness
    Resort living at The Ponds at Foxhollow combines arcade games, outdoor grilling, and relaxation opportunities for a complete vacation experience

What verified guests said

"A good place for vacation that you can enjoy and rest. Very nice and safe place."

The Ponds at Foxhollow highlights

Located in the entertainment district, The Ponds at Foxhollow by Capital Vacations offers activities for every type of traveler. Guests can enjoy arcade games, unwind in the sauna, or lounge by the pool—creating the perfect balance of fun and relaxation during their stay.
The price is ¥40,093
¥44,783 total
includes taxes & fees
Jul 5 - Jul 6
The Ponds at Foxhollow

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
  • Pool
  • Hot Tub
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • cleanliness
    Travelers start with a free breakfast before work or exploring, enjoying comfort and convenience throughout their stay.

Holiday Inn Express & Suites Pittsfield - Berkshires highlights

Guests at The Inn At Lenoxview enjoy a free breakfast buffet each morning while staying connected with in-room WiFi. The seasonal outdoor pool offers a perfect spot to unwind on sun loungers, and the business center provides space for catching up on work.
The price is ¥21,850
¥24,407 total
includes taxes & fees
Jul 7 - Jul 8
Holiday Inn Express & Suites Pittsfield - 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.
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These farmstays in Stockbridge may fit your trip

Check out family-friendly hotels in Stockbridge

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 relaxing Stockbridge! Enjoy the gardens, camping, and architecture.

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.

What are some of the best vacation home rentals in Stockbridge?

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT: This vacation home rental near Stockbridge is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all 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. See more options for historical stays in Stockbridge.

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.