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Compare 1,534 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (992)
"Clean and convenient. Great value."
Alexandra

"Great location for my activities."
Keith
$68 nightly
The price is $75
Aug 17 - Aug 18
Total includes taxes and fees
Pleasant Valley Motel West Stockbridge

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (420)
"Very casual and easy check in and out; lovely and substantial breakfast"
Jamie

"Nice stay"
Marie
$187 nightly
The price is $206
Aug 19 - Aug 20
Total includes taxes and fees
Shaker Mill Inn

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Had a wonderful time "
Eric

"Beautiful location!"
Ashley
$127 nightly
The price is $141
Sep 1 - Sep 2
Total includes taxes and fees
The Black Swan Lee - Lenox, Ascend Hotel Collection

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (670)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
Michael

"It's a clean, nice place. And easy to get to the surrounding towns."
Sonali
$178 nightly
The price is $199
Sep 1 - Sep 2
Total includes taxes and fees
Berkshires Untold

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Wonderful place to stay"
Adair

"Loved the Yankee Inn!"
Jack
$134 nightly
The price is $150
Sep 8 - Sep 9
Total includes taxes and fees
The Yankee, Trademark Collection by Wyndham

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1004)
"Lovely place. Excellent staff, Wonderful breakfast."
Kenneth

"Very convenient to Tanglewood. Great breakfast!"
John
$163 nightly
The price is $182
Sep 1 - Sep 2
Total includes taxes and fees
The Cornell Inn, Lenox & The Berkshires

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (515)
"Great place , love it, will return"
Jelena

"I liked the old world decor and the living room area to chill out in "
Jelena
$149 nightly
The price is $167
Sep 10 - Sep 11
Total includes taxes and fees
The Constance by the Lenox Collection

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Loved our visit"
Barbara

"Food was great!"
Emily
$220 nightly
The price is $246
Aug 18 - Aug 19
Total includes taxes and fees
The Red Lion Inn

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

3.5 star property
9.0 out of 10, Wonderful, (690)
"This was our third year of two summer weeks at Oak 'n' Spruce. The accommodations are comfortable and convenient, and the staff is wonderful. We hope to be back next summer."
Rochelle

"Had a great time"
Jennifer
$106 nightly
The price is $119
Sep 2 - Sep 3
Total includes taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1942)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
Kim

"It was a beautiful property with lots to do"
Jen
$130 nightly
The price is $145
Aug 27 - Aug 28
Total includes taxes and fees
Vacation Village in the Berkshires

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (622)
"It was lovely!"
Jo-Ann

"bASIC VERY CLEAN ROOM WITH REFRIG & MICROWAVE AND VERY CLEAN BATHROOM"
HENRY
$64 nightly
The price is $71
Aug 26 - Aug 27
Total includes taxes and fees
Econo Lodge Lee - Great Barrington

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (855)
"Consistently a clean room with welcoming staff."
John

"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
Edward
$115 nightly
The price is $128
Sep 1 - Sep 2
Total includes taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG

FairBridge Inn Express

2.5 star property
5.4 out of 10, (766)
"Close to our target event a plus"
Margaret

"Perfect location for my journey. Safe and clean."
Michelle
$75 nightly
The price is $84
Aug 21 - Aug 22
Total includes taxes and fees
FairBridge Inn Express

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (555)
"Amazing place to stay. Can’t wait to go again. "
Kaylee

"Excellent stay!"
Anthony
$108 nightly
The price is $120
Sep 7 - Sep 8
Total includes taxes and fees
Berkshire Mountain Lodge

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (537)
"Excellent location, friendly service, clean, comfortable room."
Beth

"Run down old property , room smelled , dirty carpet "
yana
$75 nightly
The price is $84
Sep 1 - Sep 2
Total includes taxes and fees
Travelodge by Wyndham Great Barrington Berkshires

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (431)
"Beautiful scenery. Room was not fancy but comfortable and clean. "
Gail

"Peace"
Germán
$75 nightly
The price is $84
Aug 13 - Aug 14
Total includes taxes and fees
Berkshire Travel Lodge

Chatham Travel Lodge

2.5 star property
7.8 out of 10, Good, (190)
"Chatham Travel lodge was well situated for our trip further north. The area is beautiful. The town of Chatham is close by with restaurants and shopping. The guests in the room above us were noisy for a while, but not after 10 pm. The lodge is old, but the room was clean and perfect for a one night stopover."
Christine

"Nice and quiet"
Oleh
$116 nightly
The price is $130
Aug 14 - Aug 15
Total includes taxes and fees
Chatham Travel Lodge

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (724)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
Theresa

"No complaints at all. Great place to stay!"
Taleesa
$167 nightly
The price is $187
Aug 25 - Aug 26
Total includes taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (263)
"Lovely hotel in the heart of Lenox. The rooms and property were very nice. The staff was great. We would definitely stay here again!"
Dana

"Wonderful ambience and people!"
Jessica
$172 nightly
The price is $192
Sep 10 - Sep 11
Total includes taxes and fees
The Whitlock

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (646)
"Great place to stay. Excellent staff."
James

"great place to stay"
Connor
$124 nightly
The price is $139
Sep 1 - Sep 2
Total includes taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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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Learn more about West Stockbridge

Experience romantic West Stockbridge: its gardens, natural setting, food, and more!

Stay near popular West Stockbridge attractions

Top West Stockbridge Hotel Reviews

Find out more about West Stockbridge

Find out more about West Stockbridge

Top reasons to visit West Stockbridge

  • Scenic Berkshires: Experience the stunning landscapes of the Berkshires, ideal for outdoor enthusiasts and nature lovers.
  • Cultural Attractions: Enjoy local theater performances and music concerts, showcasing the vibrant arts scene.
  • Family-Friendly Activities: Explore nearby parks, lakes, and attractions perfect for family outings and adventures.
  • Charming Accommodations: Choose from a range of cozy bed & breakfasts to luxurious hotels for a memorable stay.
  • Romantic Getaways: Discover cozy spots and romantic settings, perfect for couples looking to relax and unwind.

Find great hotels in West Stockbridge

Experience a delightful stay in West Stockbridge, where a variety of accommodations await you, from cozy bed & breakfasts to luxurious hotels. This charming town offers options ranging from budget-friendly to upscale, catering to every type of traveler. Whether you're seeking pet-friendly amenities, adventure-filled activities, or a peaceful retreat, West Stockbridge has the perfect lodging to make your vacation unforgettable.

  • The Yankee, Trademark Collection by Wyndham: Located a mere 7 miles from West Stockbridge, The Yankee offers a business-oriented experience that caters to professionals on the go. This hotel features a well-equipped Business Center available 24 hours, multiple meeting rooms, and ample conference space, making it an ideal choice for corporate travelers. Guests appreciate the seamless blend of comfort and functionality, ensuring that both work and relaxation can be balanced during their stay.
  • Hampton Inn & Suites Albany-Downtown: Approximately 30 miles from West Stockbridge, this inviting hotel is perfect for families, business travelers, and pet owners alike. The Hampton Inn & Suites offers a variety of amenities, including accessible business facilities, a spacious conference area, and free cribs for children. Additionally, the pet-friendly policy welcomes dogs and cats, making it a great choice for those traveling with their furry friends. Guests enjoy a warm atmosphere that caters to both work and leisure.
  • Hilton Albany: Situated 29 miles away from West Stockbridge, this 3.5-star hotel combines family-friendly amenities with a professional environment. The Hilton Albany features comprehensive business services, including meeting rooms and a conference center, making it an excellent option for corporate meetings and gatherings. Families benefit from free cribs for their little ones, ensuring comfort for guests of all ages. With its commitment to quality service and modern conveniences, the Hilton Albany is a solid choice for diverse travelers.

Discover the best areas to stay in West Stockbridge

West Stockbridge offers a delightful escape for tourists seeking entertainment, romance, or family fun. Nestled in the scenic Berkshires, this charming town invites you to explore its friendly atmosphere and relax amidst beautiful landscapes. Venture to nearby attractions for family-friendly activities or cozy spots perfect for couples. With options ranging from budget-friendly to romantic getaways, your stay in West Stockbridge promises unforgettable experiences and cherished memories.

  • Albany: Located 29 miles from West Stockbridge, Albany is a vibrant city that offers a blend of family-friendly attractions and business opportunities. The city sees a moderate seasonal influx of visitors, with peak travel from June to August. Albany is known for its educational institutions and shopping centers, making it a great spot for both leisure and commerce. Notable landmarks include modern college universities and various sports facilities, including a stadium that hosts exciting events throughout the year.
  • Lenox: Just 5 miles from West Stockbridge, Lenox is a charming town perfect for those seeking entertainment, romance, and family experiences. The travel experience here is moderately seasonal, with the summer months attracting the most visitors. Lenox is famous for its cultural offerings, including music concerts and theater performances. Outdoor enthusiasts will appreciate the nearby scenic lake, mountains, and parks that provide ample opportunities for recreation, from skiing in winter to hiking in warmer months.
  • Stockbridge: Only 4 miles away from West Stockbridge, Stockbridge is rich in culture and entertainment, making it a delightful destination year-round. Visitor numbers peak from July to September, but the town remains inviting throughout the year. Stockbridge is celebrated for its artistic community and features activities like music concerts and theater productions. The town is also home to significant landmarks, including a picturesque lake, a historic monument, and a serene shrine, perfect for those looking to soak in local heritage and natural beauty.

Things to do in West Stockbridge

West Stockbridge offers a delightful blend of entertainment, romance, and family-friendly activities. Visitors can enjoy local theater performances, music concerts, and even skiing in the nearby fields. For those looking to explore, a tour of Stockbridge is highly recommended, and it's perfect for a memorable day trip. Experience the charm and vibrant culture that make West Stockbridge a fantastic vacation destination!

Food and drinks

For a taste of local flavors, visit Furnace Brook Winery at Hilltop Orchards, just 4 miles from West Stockbridge, for a romantic atmosphere and entertainment. Don't miss Hudson Chatham Winery and Les Trois Emme Winery, both offering delightful wines and charming vibes within a short drive.

Shopping

In West Stockbridge, you can shop at the Berkshire Mountain Country Store just 6 miles away for unique gifts. Lee Premium Outlets is nearby at 7 miles, offering a range of brand-name outlets. If you're up for a drive, Guido's Marketplace is also 7 miles away for fresh local products.

Recreation

Enjoy a round of golf at Wyndhurst Golf & Club, just 5 miles away, surrounded by stunning landscapes. For relaxation, visit Kennedy Park, 6 miles distant, where you can unwind in a tranquil setting. Don’t miss Jacob's Pillow, 14 miles away, for captivating dance performances and cultural experiences.

Adventure

Experience the thrill of skiing at Ski Butternut, located 11 miles from West Stockbridge, where you can enjoy the exhilarating slopes. For hiking enthusiasts, the Housatonic River Walk, 9 miles away, offers stunning outdoor scenery. Alternatively, conquer the Catamount Aerial Adventure Park, 12 miles away, for an unforgettable zipline experience.

Nightlife

Experience the vibrant nightlife in West Stockbridge by visiting Shakespeare and Company or the Berkshire Theatre Festival for captivating performances. For a thrilling night, head to Magnolia Bluffs Casino to enjoy gaming and entertainment amidst a lively atmosphere, all within a short drive from your location.

Booking tips and Expedia advantages for West Stockbridge

To save money on your trip to West Stockbridge, consider visiting free attractions like the National Shrine of the Divine Mercy and the Berkshire Mountain Country Store. For transportation, walking is a great option, or you can drive for convenience. Plan your visit between November and January for lower hotel rates, and book about a month in advance for the best deals. Use Expedia to compare prices, access last-minute deals, and consider package deals that combine flights and hotels. Joining Expedia's One Key membership also offers exclusive discounts and future savings opportunities.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in West Stockbridge are November to January, where the prices are slightly lower. This is in comparison to July to September, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in West Stockbridge about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, preferred location, and the type of hotel you desire. For instance, selecting the "Eco-certified" filter will showcase 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.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in West Stockbridge

West Stockbridge is a charming destination perfect for entertainment, romance, and family vacations. Visitors can explore a variety of attractions, including national and state parks, picturesque lakes, and vibrant arts centers. Whether you seek outdoor adventures or cultural experiences, West Stockbridge has something for everyone. Nearby Great Barrington also offers additional cultural attractions to enhance your trip. Embrace the natural beauty and artistic spirit of this lovely area during your visit.

  • National Shrine of the Divine Mercy: Located just 4 miles from West Stockbridge, this serene shrine offers a peaceful atmosphere for reflection and prayer, surrounded by beautiful gardens and inspiring architecture that invites visitors to connect with their spirituality.
  • Norman Rockwell Museum: Also 4 miles away, this captivating museum showcases the iconic works of American illustrator Norman Rockwell. Visitors can explore his art that captures the essence of American life, along with engaging exhibits and a charming outdoor space.
  • The Mount: Situated 4 miles from West Stockbridge, The Mount is the former home of author Edith Wharton. This historic estate features stunning gardens and architecture, providing a glimpse into the literary legacy and lifestyle of one of America's most celebrated writers.

Best time to go to West Stockbridge

The best time to visit West Stockbridge is dependant 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 CloudyAverageAverage
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 HighSlightly High
October50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
November37.8°F (3.2°C)Light RainMostly SunnyModerately LowSlightly Low
December29.5°F (-1.4°C)Light RainMostly CloudyModerately LowSlightly Low

The nearest major airports for your trip to West Stockbridge

When visiting West Stockbridge, Massachusetts, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 45 miles away, with nearby accommodations like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport. Albany, NY (ALB-Albany Intl.) is closer at 36 miles, offering hotels such as the Park Manor Hotel, located 8 miles from the airport. The nearest airport is Pittsfield, MA (PSF-Pittsfield Municipal), only 7 miles away, with options like The Central Downtown Inn & Suites, 2 miles from the airport. Each hotel provides convenient access to its respective airport, making your travel hassle-free.

Frequently asked questions

What is the best area to stay in West Stockbridge?
Alford is the best area to stay for travelers venturing to West Stockbridge, Massachusetts. This charming town is situated in the scenic Berkshire Mountains, renowned for its natural beauty and artistic community. With picturesque landscapes and a backdrop of rolling hills, Alford offers a tranquil retreat while keeping you close to the vibrant culture of nearby towns. The area is great for enjoying outdoor adventures, whether it's hiking through lush trails or exploring local galleries that showcase the works of talented artists.

For couples seeking a romantic escape, Alford provides an intimate setting. Enjoy leisurely strolls through the serene countryside or indulge in a cozy dinner at a nearby farm-to-table restaurant, where locally sourced ingredients shine. The peaceful ambiance is ideal for reconnecting and creating cherished memories together.

Families will also find Alford appealing. The spacious surroundings and ample opportunities for outdoor activities make it a wonderful place to bond with loved ones. Explore nearby parks and engage in family-friendly adventures, from picnicking to nature walks, ensuring a delightful experience for everyone.
When is the best time to go to West Stockbridge?
The most popular time to visit West Stockbridge is during the summer months, particularly July. At this time, temperatures typically range between the mid-70s to low 80s Fahrenheit, providing a warm and friendly space superb for outdoor activities and exploration. The lush greenery and vibrant flowers enhance the scenic beauty of the Berkshires, making it a delightful period for sightseeing and enjoying nature.

From July to September, West Stockbridge experiences a peak tourist season, as visitors flock to the area to embrace its artistic charm, local festivals, and outdoor adventures. Whether you're wandering through art galleries, hiking the picturesque trails, or savoring meals at farm-to-table restaurants, this vibrant energy adds to the allure of your experience.

For those who prefer a quieter visit while still enjoying pleasant weather, consider coming in June. This month offers similar temperatures and fewer crowds, allowing you to fully immerse yourself in the area's tranquil beauty. Picture yourself exploring the nearby hiking paths or enjoying a leisurely picnic by the serene riverside without the hustle and bustle of peak tourist season.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right West Stockbridge hotel for you.
How can I save on a West Stockbridge hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on West Stockbridge hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a West Stockbridge hotel?
Prices for hotels in West Stockbridge often vary, but you can find a great deal from $71 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.