Find hotels in West Stockbridge, MA from $69

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Our top choices for West Stockbridge hotels

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (950 reviews)
"Great stay!"
United States
Aditya
$111 nightly
The price is $124
May 25 - May 26
Total with taxes and fees
Berkshires Untold

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (938 reviews)
"Clean and great job staffing "
United States
Pedro
$113 nightly
The price is $126
May 24 - May 25
Total with taxes and fees
Berkshire Mountain Lodge

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
9.2 out of 10, Wonderful, (896 reviews)
"Family friendly resort with amenities the whole family can enjoy!"
United States
Justina
$134 nightly
The price is $149
May 25 - May 26
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
$186 nightly
The price is $208
May 27 - May 28
Total with taxes and fees
The Red Lion Inn

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
$109 nightly
The price is $122
May 19 - May 20
Total with taxes and fees
The Yankee Inn

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"enjoy your vacation"
United States
lev
$149 nightly
The price is $166
May 19 - May 20
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

The Ponds at Foxhollow

The Ponds at Foxhollow
3.0 star property
Lenox
8.6 out of 10, Excellent, (141 reviews)
"Great place"
United States
Lisa
The Ponds at Foxhollow

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, (1,000 reviews)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
$118 nightly
The price is $132
May 25 - May 26
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
United States
Christopher
$198 nightly
The price is $224
Jun 2 - Jun 3
Total with taxes and fees
Brook Farm Inn

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, (1,000 reviews)
"Nice location. Can rent their pontoon boat."
United States
Paul
$123 nightly
The price is $138
May 25 - May 26
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (455 reviews)
"Wonderful place to stay!"
United States
Mervin
$99 nightly
The price is $109
May 25 - May 26
Total with taxes and fees
Shaker Mill Inn

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
$276 nightly
The price is $308
May 21 - May 22
Total with taxes and fees
The Inn at Stockbridge

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown
3.0 star property
Downtown Albany
9.0 out of 10, Wonderful, (1,631 reviews)
"clean rooms, good breakfast, friendly staff"
United States
Saam
$118 nightly
The price is $135
May 25 - May 26
Total with taxes and fees
Hyatt Place Albany/Downtown

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (299 reviews)
"Nice rooms, great location."
United States
Rick
$122 nightly
The price is $137
May 19 - May 20
Total with taxes and fees
The Whitlock

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
$274 nightly
The price is $306
May 25 - May 26
Total with taxes and fees
Hampton Terrace Inn

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, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
$358 nightly
The price is $399
Jun 1 - Jun 2
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$646 nightly
The price is $722
May 20 - May 21
Total with taxes and fees
33 Main

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (625 reviews)
"Beautiful outdoor space. "
United States
Jairo
$155 nightly
The price is $173
May 28 - May 29
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very Good, (501 reviews)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
United States
Stacey
$266 nightly
The price is $297
May 25 - May 26
Total with taxes and fees
Whistler's Inn Bed & Breakfast

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, (1,003 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
$110 nightly
The price is $123
May 21 - May 22
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
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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

  • Scenic Outdoor Adventures: Enjoy beautiful hiking trails that showcase the natural beauty of the region, perfect for nature lovers.
  • Rich Cultural Experiences: Explore historic houses and local theaters, featuring performances and concerts that capture the town's vibrant culture.
  • Charming Accommodations: Choose from cozy bed & breakfasts to family-friendly hotels, catering to all types of travelers.
  • Family-Friendly Activities: Engage in a variety of activities that are enjoyable for visitors of all ages, making it a great family destination.
  • Romantic Getaways: West Stockbridge provides a picturesque and relaxing atmosphere, ideal for couples seeking a romantic escape.

Find great hotels near West Stockbridge

Discover the charm of West Stockbridge, Massachusetts, with a range of accommodation options that cater to every traveler. Whether you're seeking a cozy bed & breakfast or a family-friendly hotel, you'll find a variety of pet-friendly options designed for adventure seekers and those looking to unwind. Explore the best hotels and inns in West Stockbridge and Stockbridge, ensuring a memorable vacation experience in this picturesque New England destination.

  • The Yankee, Trademark Collection by Wyndham: Experience comfort and affordability at The Yankee, a budget-friendly hotel situated 7 miles from West Stockbridge. With a stellar guest rating of 9.2, this hotel caters primarily to business travelers seeking a pleasant stay without breaking the bank. The property features modern accommodations, complimentary Wi-Fi, and essential business amenities, making it a practical choice for those visiting the area for work or leisure.
  • Berkshire Mountain Lodge: Ideal for adventure enthusiasts, Berkshire Mountain Lodge is located 8 miles from West Stockbridge and boasts a guest rating of 9.0. This 3-star lodge offers a unique ski and golf-themed experience, perfect for travelers looking to engage in outdoor activities. Guests can enjoy on-site amenities like golf facilities and easy access to ski shuttles and lifts. Adventure awaits with nearby hiking, biking, ziplining, and kayaking options, ensuring a memorable stay filled with excitement.
  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Just 6 miles from West Stockbridge, this 3.5-star resort is a family-friendly haven with a guest rating of 9.0. The resort is perfect for families seeking a mix of adventure and relaxation, featuring amenities like a mini-golf course, playground, and arcade game room for the kids. With access to ski lessons, snow tubing, and hiking, it's an excellent base for winter sports enthusiasts and families alike. The resort's focus on family-friendly activities ensures a fun-filled stay.

Where to stay near West Stockbridge

West Stockbridge, Massachusetts, offers a charming escape perfect for romantic getaways and family vacations. Nestled near breathtaking sights, this quaint town invites travelers to explore its picturesque scenery and relaxing atmosphere. With a blend of budget-friendly options and delightful entertainment, West Stockbridge is an ideal base for discovering nearby attractions in New York and the surrounding areas. Experience the unique charm of this lovely town as you create unforgettable memories during your stay.

  • Lenox: Located 5 miles from West Stockbridge, Lenox is a charming town that offers a delightful mix of culture and entertainment. Known for its vibrant arts scene, visitors flock here for music concerts and theater performances, particularly during the peak months of June to August. The town’s scenic landscapes, including lakes and mountains, provide the perfect backdrop for outdoor activities, making it a romantic getaway for couples. With venues for events and conferences nearby, Lenox is an ideal spot for those looking to blend leisure with culture.
  • Stockbridge: Just 4 miles from West Stockbridge, Stockbridge is steeped in rich history and culture. This picturesque town attracts visitors year-round, with peak seasons in July to September. Travelers can immerse themselves in the local arts, enjoy music concerts, and explore the charming theaters. Notable landmarks include serene lakes and historical monuments, which offer a glimpse into the region's past. Whether you're seeking a romantic escape or an enriching cultural experience, Stockbridge has something special to offer every traveler.
  • Richmond: Located only 3 miles from West Stockbridge, Richmond is a haven for adventure enthusiasts. With peak visitor numbers during the summer months of July to September, this city is perfect for those who love the outdoors. Skiing and outdoor activities are popular here, with easy access to ski fields and the scenic national state park. Richmond's breathtaking mountains and lakes invite exploration, making it a great destination for those looking to blend relaxation with adventure.

Things to do in West Stockbridge

West Stockbridge offers a charming blend of romantic getaways and family-friendly activities. Visitors can enjoy local theater performances, music concerts, and skiing adventures. For those seeking outdoor experiences, the area boasts scenic hiking trails that showcase the natural beauty of the region. Whether you're looking for entertainment or a peaceful retreat, West Stockbridge has something for everyone to enjoy.

Shopping

In West Stockbridge, explore unique shops like the West Stockbridge Antique Center for one-of-a-kind finds and delightful local crafts at the Berkshire Emporium. If you're up for a drive, head to the nearby Lee Premium Outlets for great deals on brand-name items.

Recreation

Experience tranquility at Kripalu Center for Yoga & Health, where you can participate in yoga classes, meditation sessions, and nutritious meals. Enjoy nature trails for hiking or simply unwind in the serene environment, allowing for deep relaxation and rejuvenation.

Adventure

Explore the scenic trails at the nearby Berkshire Mountains, perfect for hiking and enjoying nature's beauty. Visit the picturesque waterfalls and take part in kayaking on the serene waters of the Housatonic River for an exhilarating adventure.

Nightlife

West Stockbridge offers a charming nightlife with cozy venues like the Red Lion Inn, where you can enjoy live music and locally crafted drinks. For a laid-back vibe, visit the nearby Berkshire Mountain Distillers for tastings and cocktails, creating a perfect evening in this quaint town.

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

Booking tips and Expedia advantages for West Stockbridge

  • 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 refine your preferences, such as your budget, desired location, and type of hotel you’re looking for. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodations currently available. If you’re aiming to find the best prices and deals, simply sort the price filter from low to high.
  • 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 offers a charming getaway perfect for romantic escapes, family vacations, and entertainment. Visitors can explore historic houses, scenic reserves, and national parks, making it a great destination for those seeking cultural experiences and outdoor adventures. Whether you're looking for family-friendly activities or a peaceful retreat, West Stockbridge has something to delight every traveler.

  • National Shrine of the Divine Mercy: Nestled 4 miles from West Stockbridge, this serene shrine offers a peaceful retreat for reflection and prayer. Visitors can enjoy the beautiful grounds and attend mass, immersing themselves in the spiritual atmosphere and rich history of divine mercy.
  • Norman Rockwell Museum: Also located 4 miles away, this art museum celebrates the beloved American illustrator Norman Rockwell. Explore a collection of his iconic works that capture the essence of American life, along with engaging exhibitions that highlight his artistic legacy.
  • The Mount: Just 4 miles from West Stockbridge, The Mount is the former home of author Edith Wharton. This historic house features stunning architecture and gardens, offering visitors insight into Wharton's literary contributions and the beauty of her surroundings.

Best time to go to West Stockbridge

The best time to visit West Stockbridge can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in West Stockbridge falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in West Stockbridge falls in January, 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

For your visit to West Stockbridge, Massachusetts, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 45 miles away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport, and the 4-star Simsbury 1820 House, 7 miles away. ALBany, NY (ALB-Albany Intl.) is closer at 36 miles, featuring hotels such as The Landing Hotel at Rivers Casino & Resort and the DoubleTree by Hilton Schenectady Downtown, both 8 miles from the airport. Lastly, White Plains, NY (HPN-Westchester County) is 89 miles away, with luxurious options like The Opus Westchester, 4 miles from the airport, providing convenient transportation services.

Frequently asked questions

What is the best area to stay in West Stockbridge?
For most visitors, the best area to stay in West Stockbridge is the historic village center.

This area is the heart of West Stockbridge, characterized by its collection of art galleries, unique shops, and farm-to-table restaurants housed in beautifully preserved historic buildings. Main Street and its surroundings offer a pleasant, walkable environment.

Couples will find the village center particularly appealing due to its quiet evenings, opportunities for leisurely strolls, and access to fine dining. It's a convenient base for exploring local artistic venues or enjoying a relaxing weekend getaway.

Travelers looking for a tranquil escape will also appreciate the village center.
What are the best hotels in West Stockbridge that travelers recommend?
Two of the best hotels in West Stockbridge that travelers recommend are the Shaker Mill Inn and the Pleasant Valley Motel West Stockbridge.

The Shaker Mill Inn, with a 9.6 rating, offers a comfortable stay with amenities such as a fireplace, a balcony or patio, and a yard. Guests often mention the nice food available.

Another highly recommended option is the Pleasant Valley Motel West Stockbridge. Travelers frequently praise its comfortable and clean rooms, great location, and excellent shower. The motel also offers free self-parking and is conveniently located near a beach.
What are the best family hotels in West Stockbridge?
For family-friendly hotels in West Stockbridge, the Shaker Mill Inn is an excellent choice.

The Shaker Mill Inn, with an outstanding 9.6 rating, is highly praised by guests for its comfortable amenities, including sofa beds, balconies, and furnished patios, which provide ample space for families. Many rooms also feature a kitchen, offering convenience for preparing meals. Guests particularly appreciate the nice food available. Find more child-friendly accommodations in West Stockbridge
What are the best spa hotels in West Stockbridge?
For a hotel with spa services in West Stockbridge, the Shaker Mill Inn is an excellent option.

This inn, with an outstanding 9.6 rating, offers massage services for guests seeking relaxation. Many rooms feature a balcony, furnished patio, yard, balcony or patio, or deck or patio, providing private outdoor spaces. Guests have also noted the nice food available. See all spa hotels in West Stockbridge
What hotels in West Stockbridge offer free breakfast?
For hotels in West Stockbridge that offer free breakfast, consider the Shaker Mill Inn.

The Shaker Mill Inn, with an outstanding 9.6 rating, provides complimentary breakfast, which guests frequently describe as nice. This hotel also features a balcony or patio in its accommodations, some with a furnished patio or a yard. It is conveniently located just 0.1 miles from Ebenezer II Gifts and Antiques. Find more hotels with free breakfast in West Stockbridge
What are the top pet-friendly hotels in West Stockbridge?
For a top pet-friendly hotel in West Stockbridge, consider the Shaker Mill Inn.

The Shaker Mill Inn, with an outstanding 9.6 rating, is an excellent choice for travelers with pets. This hotel allows pets and offers several features that are convenient for pet owners, including a furnished patio, a yard, and a deck or patio for outdoor enjoyment. Guests also appreciate the convenience of having a kitchen available. See more pet-friendly hotels in West Stockbridge
What are the best budget hotels in West Stockbridge?
For budget-friendly accommodations in West Stockbridge, consider the Pleasant Valley Motel West Stockbridge or the Shaker Mill Inn.

The Pleasant Valley Motel West Stockbridge offers comfortable and clean rooms, with guests frequently praising the great location and excellent showers. It provides free internet and free self-parking, and is conveniently located near Ebenezer II Gifts and Antiques.

Another excellent budget option is the Shaker Mill Inn, which boasts an impressive 9.6 rating. Guests appreciate the free toiletries and complimentary breakfast. This inn also features amenities such as a balcony, furnished patio, and a yard or deck, and is situated very close to Ebenezer II Gifts and Antiques. View all budget hotels in West Stockbridge
What are the most romantic hotels in West Stockbridge for couples?
For a romantic stay in West Stockbridge, couples should consider the Shaker Mill Inn.

The Shaker Mill Inn, rated an exceptional 9.6, offers a truly intimate experience with private balconies or furnished patios for guests to enjoy. Many rooms also feature a private hot tub, providing a luxurious touch for a couple's getaway. Guests have frequently praised the nice food offered at the inn. See all romantic hotels in West Stockbridge
When is the best time to go to West Stockbridge?
The best time to visit West Stockbridge is during the shoulder seasons of late spring (May to early June) and early fall (September to October).

During late spring, the Berkshires awaken with lush greenery and blooming flowers. The weather is generally pleasant, great for enjoying outdoor activities like hiking or exploring the local art galleries and shops without the peak summer crowds. You'll find comfortable temperatures for strolling through the town or visiting nearby natural attractions.

Early fall offers stunning foliage as the leaves change color, creating picturesque landscapes. The air is crisp, and the atmosphere is ideal for scenic drives, apple picking, and enjoying the numerous harvest festivals.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in West Stockbridge.
How can I save on a West Stockbridge hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible West Stockbridge hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. 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 $69 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.

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