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Our top choices for West Stockbridge hotels

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (443 reviews)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is SAR 392
SAR 430 total
includes taxes & fees
25 Jan - 26 Jan
Shaker Mill Inn

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is SAR 219
SAR 241 total
includes taxes & fees
20 Jan - 21 Jan
Pleasant Valley Motel West Stockbridge

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, (1,002 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is SAR 354
SAR 395 total
includes taxes & fees
25 Jan - 26 Jan
Best Western Plus Berkshire Hills Inn & Suites

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, (1,002 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is SAR 380
SAR 424 total
includes taxes & fees
28 Jan - 29 Jan
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is SAR 521
SAR 582 total
includes taxes & fees
25 Jan - 26 Jan
Element Lenox Berkshires

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,001 reviews)
"Simple and straightforward hotel experience. Just needed a clean, dry place to stay and the hotel accomplished this just fine."
United States
Nikki
The price is SAR 264
SAR 295 total
includes taxes & fees
5 Feb - 6 Feb
Quality Inn Great Barrington

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is SAR 394
SAR 453 total
includes taxes & fees
20 Jan - 21 Jan
Locust Tree Bed and Breakfast LLC

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is SAR 347
SAR 388 total
includes taxes & fees
26 Jan - 27 Jan
The Yankee, Trademark Collection by Wyndham

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, (722 reviews)
"Always love staying here. The staff is fantastic, amenities are great, and the breakfast is just lovely. Will be returning soon!"
United States
Domenic
The price is SAR 360
SAR 402 total
includes taxes & fees
21 Jan - 22 Jan
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (817 reviews)
"Unbelieveably clean for the price."
United States
Micah
Monument Mountain Motel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (829 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is SAR 296
SAR 331 total
includes taxes & fees
20 Jan - 21 Jan
Howard Johnson by Wyndham Lenox

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,005 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is SAR 368
SAR 411 total
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.2 out of 10, Very Good, (16 reviews)
"The front desk was very helpful in making sure we had a good stay. "
United States
Mark
The price is SAR 628
SAR 879 total
includes taxes & fees
8 Feb - 9 Feb
Pocketbook Hotel and Bath

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (837 reviews)
"Great hospitality and beautiful design. Our family had a great time!"
United States
Alison
The price is SAR 331
SAR 370 total
includes taxes & fees
20 Jan - 21 Jan
Berkshires Untold

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (814 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is SAR 370
SAR 497 total
includes taxes & fees
2 Feb - 3 Feb
Berkshire Mountain Lodge

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)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is SAR 299
SAR 335 total
includes taxes & fees
5 Feb - 6 Feb
Quality Inn Lee - Lenox South

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, (823 reviews)
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is SAR 422
SAR 545 total
includes taxes & fees
21 Jan - 22 Jan
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (566 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is SAR 281
SAR 314 total
includes taxes & fees
20 Jan - 21 Jan
Travelodge by Wyndham Great Barrington Berkshires

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (549 reviews)
"Perfect for pets "
United States
Maria
The price is SAR 413
SAR 461 total
includes taxes & fees
20 Jan - 21 Jan
The Little Lion

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (662 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is SAR 480
SAR 536 total
includes taxes & fees
23 Jan - 24 Jan
Hilton Garden Inn Lenox Pittsfield
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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Stay near popular West Stockbridge attractions

Learn more about West Stockbridge

The historic Turn Park Art Space showcases outdoor sculptures along winding paths overlooking the Housatonic River. Grab breakfast at Six Depot Roastery before browsing the charming shops and galleries along Main Street.

Olivias Overlook - West Stockbridge, Massachusetts

Top West Stockbridge Hotel Reviews

More cheap stays in West Stockbridge

Hotels in West Stockbridge with star-rating

Find out more about West Stockbridge

Top reasons to visit West Stockbridge

  • Charming Atmosphere: Experience New England hospitality in a picturesque setting, perfect for romantic getaways or family vacations.
  • Cultural Attractions: Enjoy captivating theater performances, lively music concerts, and explore local art and history.
  • Outdoor Adventures: Discover scenic state parks and nature preserves, ideal for hiking, skiing, and outdoor fun.
  • Quaint Neighborhoods: Stroll through charming streets, savor local dining, and immerse yourself in the relaxing vibe.
  • Diverse Accommodations: Choose from cozy bed and breakfasts and comfortable hotels to suit all traveler preferences.

Find great hotels near West Stockbridge

Discover a range of charming accommodations in West Stockbridge, Massachusetts, perfect for your getaway. Choose from cozy bed and breakfasts to comfortable hotels, all catering to adventurous travelers and families alike. Enjoy pet-friendly options and explore the scenic beauty of the Berkshires. Don't miss the Stockbridge Inn and the Inn at Stockbridge for a memorable stay, complete with helpful hotel reviews to guide your choice.

  • The Yankee, Trademark Collection by Wyndham: Nestled 11.3km from West Stockbridge, The Yankee, Trademark Collection by Wyndham offers a refined atmosphere ideal for business travelers. The hotel features well-appointed rooms designed for comfort and productivity, complete with modern amenities and a dedicated workspace. Guests can enjoy complimentary Wi-Fi, a business center, and meeting facilities, making it a perfect choice for those blending work and leisure. The on-site dining options provide a delightful culinary experience, ensuring you can unwind after a day of meetings or exploration.
  • Berkshire Mountain Lodge: Located 12.9km from West Stockbridge, Berkshire Mountain Lodge is a 3-star retreat that caters to adventure enthusiasts. With ski shuttles and lifts nearby, guests can easily access premier skiing locations. The lodge offers a variety of adventure sports and recreational activities, including kayaking, ziplining, hiking, and snow tubing, ensuring an action-packed stay. The cozy lodge atmosphere provides a perfect backdrop for relaxation after a day full of excitement, making it an excellent choice for those seeking outdoor thrills.
  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Just 9.7km from West Stockbridge, this 3.5-star resort is tailored for families seeking a fun-filled vacation. The property boasts a range of family-friendly amenities, including a playground, arcade game room, and mini-golf on-site. With convenient access to ski shuttles, families can easily hit the slopes for a day of skiing. The resort prioritizes children's needs, offering cribs free of charge and creating a welcoming environment for guests of all ages, ensuring a memorable stay for the whole family.

Where to stay near West Stockbridge

Discover the charm of West Stockbridge, Massachusetts, where New England hospitality meets picturesque scenery. Ideal for romantic getaways or family vacations, this central location offers easy access to nearby attractions. Stroll through the quaint streets, enjoy local dining, and immerse yourself in the relaxing atmosphere. Explore the vibrant neighborhoods and indulge in the area's entertainment options, creating unforgettable memories in this delightful corner of the Berkshires.

  • Lenox: Located 8.0km from West Stockbridge, Lenox is a charming city known for its vibrant cultural scene. This destination is particularly popular during the summer months, from June to August, when visitors flock for entertainment, romantic getaways, and family-friendly activities. While in Lenox, you can enjoy live music concerts, theatrical performances, and nearby ski fields in winter. The local landscape features beautiful lakes and mountains, providing a picturesque backdrop for your adventures, along with several places of worship that add to the city's cultural richness.
  • Stockbridge: Just 6.4km away from West Stockbridge, Stockbridge is a picturesque town that attracts visitors year-round, with peak travel occurring from July to September. Known for its romantic ambiance and rich cultural offerings, Stockbridge is perfect for those seeking entertainment and artistic experiences. Enjoy the local music concerts and theater shows, or take a stroll to admire the scenic lakes and historic monuments. The combination of natural beauty and cultural heritage makes Stockbridge a must-visit destination for travelers.
  • Richmond: Located a mere 4.8km from West Stockbridge, Richmond is an outdoor lover's paradise, attracting visitors for adventure and romance. The town sees its highest number of arrivals from July to September, with opportunities for skiing and exploring the stunning local mountains and lakes. Richmond's vibrant outdoor activities, including music concerts and ski fields, make it an exciting destination for those looking to immerse themselves in nature while enjoying exhilarating experiences. Whether you're seeking adventure or a romantic escape, Richmond has something for everyone.

Things to do in and around West Stockbridge

West Stockbridge offers a delightful blend of romance and family-friendly activities, making it a perfect vacation spot. Enjoy captivating theater performances, lively music concerts, and thrilling ski fields. For a memorable experience, consider taking a day trip to explore the scenic beauty and cultural attractions of the area. Whether you're looking for entertainment or outdoor adventures, West Stockbridge has something to offer for everyone.

Shopping

In West Stockbridge, you can explore Hoffman's Pottery for unique ceramics, Charles H. Baldwin & Sons for classic gifts, and Ebenezer II Gifts and Antiques for charming antiques. If you're up for a drive, consider visiting nearby shopping malls for a wider selection.

Recreation

Tanglewood Music Center offers a vibrant atmosphere with live concerts, perfect for music lovers seeking entertainment. Wyndhurst Golf & Club provides a scenic golfing experience amidst beautiful landscapes. For relaxation, Kennedy Park features tranquil trails and open spaces, ideal for a peaceful retreat in nature.

Adventure

At Bousquet Ski Area, located 11.3km from West Stockbridge, you can enjoy exhilarating skiing amidst a lively sports atmosphere. For a scenic adventure, hike the Housatonic River Walk, 14.5km away, surrounded by breathtaking outdoor views. Experience thrills at Catamount Aerial Adventure Park, 19.3km away, with exciting ziplining and ropes courses.

Nightlife

Experience the vibrant nightlife in West Stockbridge by visiting Shakespeare and Company for a romantic theatrical performance, or head to the Berkshire Theatre Festival for an entertaining show. Don’t miss the Mahaiwe Performing Arts Center, where culture and live entertainment come to life.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for West Stockbridge

West Stockbridge is budget-friendly for travelers, offering free access to attractions like the National Shrine of the Divine Mercy and Lake Buel. To save on transportation, consider walking or driving. Visit during the cheaper months of January, April, or November, and aim for a Wednesday stay to minimize costs. Utilize Expedia’s tools to customize your trip, compare room rates, and find eco-friendly hotel options. Bundling your hotel, flights, and activities can lead to significant savings. Keep an eye out for flexible booking options and special deals to enhance your travel experience.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in West Stockbridge are January, April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in West Stockbridge is Wednesday. The most expensive day to stay in West Stockbridge is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your travel preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified option will show you a selection of sustainable and eco-friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in West Stockbridge with your flights and activities through an Expedia package deal.

Find the best attractions near West Stockbridge

West Stockbridge is perfect for romantic getaways and family vacations, offering a mix of historic houses, state parks, and nature preserves. Visitors can immerse themselves in local culture and outdoor activities, making it ideal for families and those seeking adventure. Don't miss the scenic Berkshires destinations and a guided tour of Stockbridge to enrich your experience in this charming area.

  • National Shrine of the Divine Mercy: Nestled just 6.4km from West Stockbridge, this serene shrine offers a spiritual retreat with beautiful gardens and peaceful surroundings. Visitors can participate in Mass and prayer services while soaking in the tranquil atmosphere.
  • Norman Rockwell Museum: Also located 6.4km away, this museum celebrates the iconic American artist Norman Rockwell. Explore his captivating illustrations and learn about his influence on 20th-century art through engaging exhibits and collections.
  • The Mount: A historic house just 6.4km from West Stockbridge, The Mount was once the home of author Edith Wharton. Experience the stunning architecture and beautiful gardens while gaining insight into Wharton's literary contributions.

Best time to go to West Stockbridge

The best time to visit West Stockbridge is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.8°F (-5.1°C)Light RainMostly CloudyModerately LowSlightly Low
February24.6°F (-4.1°C)Light RainMostly CloudyAverageAverage
March32.5°F (0.3°C)Light RainMostly CloudyAverageAverage
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnyModerately HighAverage
July70.3°F (21.3°C)Light RainMostly SunnyModerately HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnyAverageSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyModerately HighAverage
October50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly High
November37.8°F (3.2°C)Light RainMostly SunnyModerately LowSlightly Low
December29.5°F (-1.4°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to West Stockbridge

If you're planning a visit to West Stockbridge, Massachusetts, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 72.4km away, with nearby hotels like DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and Simsbury 1820 House, 11.3km away. ALBany, NY (ALB-Albany Intl.) is another choice, located 57.9km from West Stockbridge, featuring the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 12.9km from the airport. Lastly, Pittsfield, MA (PSF-Pittsfield Municipal) is only 11.3km away, with accommodations such as the Hampton Terrace Inn, 8.0km from the airport, offering easy access to the area.

Frequently asked questions

What's the best place to stay in West Stockbridge?
Based on our traveler data, Shaker Mill Inn is one of the top choices for your stay. This B&B offers free breakfast and free parking. Pleasant Valley Motel West Stockbridge is another good choice for your visit. See all available top hotels, or vacation rentals in West Stockbridge.
What's the top vacation rental that West Stockbridge has to offer?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This highly rated vacation home rental in West Stockbridge is located near skiing 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 West Stockbridge.
If I need to cancel my hotel reservation in West Stockbridge, will I receive a refund?
Yes, you'll find most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in West Stockbridge.
Where can I learn more about changing or cancelling my trip to West Stockbridge?
For more information about rescheduling or cancelling your trip to West Stockbridge, go to https://www.expedia.com/service/.
What is the top LGBTQ-friendly accommodation in West Stockbridge?
Shaker Mill Inn is a top LGBTQ-friendly B&B that features free breakfast and free parking.
Where is the best place to stay close to Chesterwood?
Stockbridge Country Inn is one of the top choices for your stay based on our traveler data, and this 4.5-star B&B offers free breakfast and free parking. It's located just a short 0.4 mi (0.7 km) from Chesterwood. Other good choices within 5 miles include The Red Lion Inn and Tanglewood Suites.
What about the best place to stay close to Berkshire Botanical Garden?
One of the top choices for your stay is The Red Lion Inn, located 1.8 mi (2.9 km) from Berkshire Botanical Garden, and this 3.5-star hotel offers 3 restaurants and an outdoor pool. Tanglewood Suites and Stockbridge Country Inn are two other good choices within 5 miles.
What are some hotels with pools in West Stockbridge?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. Holiday Inn & Suites Pittsfield-Berkshires by IHG and The Yankee, Trademark Collection by Wyndham are a couple of other choices that offer an onsite pool. View all hotels with pools in West Stockbridge.
What is the best accommodation for staying close to 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 West Stockbridge like?
Budget-minded travelers will find good deals in West Stockbridge, and many visitors are sure to appreciate the gardens and restaurants. Tourists can also enjoy so much more including its lake views. In West Stockbridge, there are 34 hotels and other accommodations to choose from. Find out more about West Stockbridge.
What is there to see in West Stockbridge?
Attractions like Charles H. Baldwin & Sons, Hotchkiss Mobile Studio, and Ebenezer II Gifts and Antiques are fun for kids of all ages. A couple of additional sights to add to your agenda are Stockbridge Bowl and Hoffman's Pottery. Check out what more to see and do in Expedia's West Stockbridge guide.
What's the weather like in West 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 West Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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