Find hotels in West Stockbridge, MA from $66

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Compare 1,523 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Garden
Shaker Mill Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (435)
"Nice place, easy check in"
United States
Robert
$114 nightly
The price is $125
Nov 20 - Nov 21
Total with taxes and fees
Shaker Mill Inn
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1001)
"Great location for my activities."
United States
Keith
$60 nightly
The price is $66
Dec 14 - Dec 15
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Exterior
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, (1002)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$110 nightly
The price is $122
Dec 9 - Dec 10
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (799)
"Great hotel with a beautiful restaurant and bar. They have a wonderful patio with couches and fire pits. Great place to spend time hanging out."
United States
Rebecca
$93 nightly
The price is $104
Nov 19 - Nov 20
Total with taxes and fees
Berkshires Untold
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Fresh breakfast menu, clean and great location."
United States
Gail
$77 nightly
The price is $86
Dec 2 - Dec 3
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"Honestly I just enjoyed being able to relax Play some games in the cute pub and the breakfast was yummy and stuff was inviting and so helpful "
United States
Sandra
$164 nightly
The price is $183
Nov 19 - Nov 20
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
Restaurant
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, (961)
"Friendly staff and clean rooms. Loved the onsite restaurant & bar."
United States
Carmen
$88 nightly
The price is $99
Nov 21 - Nov 22
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Property amenity
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, (785)
"Lovely spot, great accommodations, friendly staff, and great location."
United States
Joanne
$140 nightly
The price is $156
Nov 20 - Nov 21
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2137)
"Good location; reasonable price; very clean and quiet - would definitely return"
United States
Steven
$102 nightly
The price is $114
Nov 24 - Nov 25
Total with taxes and fees
Vacation Village in the Berkshires
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"If you're looking for a classic New England Inn the Red Lion fits the bill. Beautiful porch to enjoy cocktails and coffee. Rustic Inn and dining room as restaurant options. Stockbridge offers other great dining options and shopping. "
United States
Bill
$180 nightly
The price is $202
Dec 15 - Dec 16
Total with taxes and fees
The Red Lion Inn
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (759)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
$120 nightly
The price is $135
Nov 30 - Dec 1
Total with taxes and fees
Berkshire Mountain Lodge
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (60)
"Very clean room, courteous staff. "
United States
Jeffrey
$105 nightly
The price is $118
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (372)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
$190 nightly
The price is $212
Nov 19 - Nov 20
Total with taxes and fees
Chambery Inn
Front of property - evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (798)
"Clean room and staff was super friendly"
United States
Yuen
$133 nightly
The price is $149
Dec 7 - Dec 8
Total with taxes and fees
Hotel On North
Exterior
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, (695)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
$107 nightly
The price is $120
Nov 25 - Nov 26
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (754)
"The property is very nice and the staff was extremely friendly and helpful."
United States
Greg
$143 nightly
The price is $160
Nov 23 - Nov 24
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (586)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
$118 nightly
The price is $132
Dec 14 - Dec 15
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
Premium bedding, memory foam beds, individually decorated
Nautical Nest

Nautical Nest

2.5 star property
Hudson
9.6 out of 10, Exceptional, (123)
"We had an amazing stay! What a lovely and comfortable room, conveniently situated to shopping & so many great dining options. The shared kitchen area was well-appreciated. We would definitely return again in the future. "
United States
Robin
$129 nightly
The price is $146
Nov 19 - Nov 20
Total with taxes and fees
Nautical Nest
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (14)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
$247 nightly
The price is $276
Nov 30 - Dec 1
Total with taxes and fees
Prospect Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (559)
"The staff were very friendly and accommodating "
United States
Tom
$75 nightly
The price is $84
Nov 21 - Nov 22
Total with taxes and fees
Travelodge by Wyndham Great Barrington 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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Stay near popular West Stockbridge attractions

Hotchkiss Mobile Studio

Witness the artistry of balance at Hotchkiss Mobiles, where handcrafted contemporary designs come to life in an open studio. Browse unique American crafts while watching mobile-making firsthand.
See properties

Hoffman's Pottery

Discover vibrant, hand-built ceramic art at Hoffman Pottery, where Elaine's colorful creations exude energy and movement. Browse bowls, vases, and garden sculptures while chatting with the artist about her process.
See properties

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.

See all hotels in West Stockbridge
Olivias Overlook - West Stockbridge, Massachusetts

Top West Stockbridge Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"My room was amazing nice view of the mountains the staff were very friendly they have a beautiful indoor pool amazing hot tub and cute movie theater along with a game room and other activities "
Teresa 2-night trip
Posted 1 day ago
Vacation Village in the Berkshires

More cheap stays in West Stockbridge

Quality Inn

Quality Inn

170 Housatonic Street Lee MA
$93 nightly
The price is $104 total per night from Dec 7 to Dec 8
$104 total
Dec 7 - Dec 8
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)

Hotels in West Stockbridge with star-rating

Find out more about West Stockbridge

Top reasons to visit West Stockbridge

  • Vibrant Arts Scene: West Stockbridge boasts local art galleries and captivating theater performances, perfect for culture enthusiasts.
  • Scenic Nature: Nestled in the Berkshires, the town offers stunning landscapes, ideal for outdoor adventures and relaxation.
  • Culinary Delights: Enjoy delightful dining options featuring local cuisine that caters to various tastes.
  • Family-Friendly Atmosphere: The town's charm makes it a great destination for families, with activities suitable for all ages.
  • Convenient Location: Easily explore nearby attractions in the Berkshires, making it a perfect base for your vacation.

Find the best attractions near West Stockbridge

West Stockbridge offers a delightful mix of entertainment, romance, and culture for vacationers. With attractions like historic houses, national parks, and nature preserves, visitors can enjoy rich cultural experiences as well as outdoor adventures. Don't miss the chance to explore nearby Berkshires destinations and take a tour of Stockbridge for a complete experience of the area's charm and beauty.

  • National Shrine of the Divine Mercy: Located 4 miles from West Stockbridge, this serene shrine offers a peaceful atmosphere for reflection and prayer. Surrounded by beautiful gardens, visitors can partake in various spiritual activities and enjoy the calming ambiance of this sacred space.
  • Norman Rockwell Museum: Also 4 miles away, this museum celebrates the iconic American artist Norman Rockwell. Explore his captivating illustrations and discover the stories behind his works that capture the essence of American life and culture, all in a picturesque setting.
  • The Mount: Situated 4 miles from West Stockbridge, The Mount is the former home of author Edith Wharton. This historic estate features stunning architecture and beautiful gardens, offering visitors a glimpse into Wharton's life and the literary heritage of the era.

The nearest major airports for your trip to West Stockbridge

Traveling to West Stockbridge, Massachusetts, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 45 miles away, with nearby hotels like DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport, and Marriott Hartford Downtown, 12 miles away. Albany, NY (ALB-Albany Intl.) is 36 miles from West Stockbridge, with great options including Park Manor Hotel and The Landing Hotel, both 8 miles from the airport. The closest option is Pittsfield, MA (PSF-Pittsfield Municipal), located only 7 miles away, with accommodations like Lakehouse Inn, 7 miles away, and The Central Downtown Inn & Suites, just 2 miles from the airport.

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 $66 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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