A mountainous landscape with a lake and dense forests.

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Our top choices for West Stockbridge hotels

1. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (482 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is CA $160
CA $175 total
includes taxes & fees
Nov 2 - Nov 3
Shaker Mill Inn

2. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
The price is CA $96
CA $105 total
includes taxes & fees
Oct 28 - Oct 29
Pleasant Valley Motel West Stockbridge

3. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (680 reviews)
"Great stay!"
United States
Vandhana
The price is CA $176
CA $196 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard by Marriott Lenox Berkshires

4. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,013 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is CA $154
CA $172 total
includes taxes & fees
Nov 22 - Nov 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel

5. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,003 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
The price is CA $208
CA $301 total
includes taxes & fees
Nov 23 - Nov 24
The Red Lion Inn

6. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"The location was good for our trip."
United States
Basil
The price is CA $133
CA $149 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn

7. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,053 reviews)
"A very good place to stay"
United States
Madhavi R
The price is CA $182
CA $204 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold

8. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,007 reviews)
"Nice place to stay"
United States
Michael
The price is CA $164
CA $210 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

9. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (406 reviews)
"Nice location."
United States
Beverly
The price is CA $181
CA $202 total
includes taxes & fees
Nov 4 - Nov 5
The Whitlock

10. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (525 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is CA $95
CA $106 total
includes taxes & fees
Oct 28 - Oct 29
Berkshire Travel Lodge

11. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,002 reviews)
"Breakfast was great"
United States
Thomas
The price is CA $154
CA $172 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Berkshires-Lenox

12. 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, (845 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is CA $126
CA $141 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG

13. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (47 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is CA $189
CA $211 total
includes taxes & fees
Nov 8 - Nov 9
Element by Marriott Lenox Berkshires

14. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is CA $238
CA $273 total
includes taxes & fees
Nov 1 - Nov 2
The Cornell Inn, Lenox & The Berkshires

15. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,006 reviews)
"Perfect for a travel stop-over."
United States
James
The price is CA $130
CA $145 total
includes taxes & fees
Nov 16 - Nov 17
Quality Inn Lee - Lenox South

16. Garden Gables

Garden Gables
4.0 star property
Lenox
The price is CA $169
CA $290 total
includes taxes & fees
Nov 4 - Nov 5
Garden Gables

17. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (715 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is CA $166
CA $186 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Lenox Pittsfield

18. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (635 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is CA $145
CA $162 total
includes taxes & fees
Oct 28 - Oct 29
The Little Lion

19. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,000 reviews)
"Room was spacious and clean"
United States
James
The price is CA $131
CA $146 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Plus Berkshire Hills Inn & Suites

20. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (66 reviews)
"Although the property was vintage, the rooms were clean and staff were very helpful and fun to be around. Parking and breakfast were included and the location was excellent."
United States
Barbara
The price is CA $143
CA $160 total
includes taxes & fees
Nov 17 - Nov 18
Hideaway Inn Lenox
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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.

A lush green valley with a lake and a house in the distance.

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

  • Vibrant Arts and Culture: Enjoy local theatre performances and music concerts that showcase the region’s artistic flair.
  • Scenic Outdoor Adventures: Explore national parks and nature preserves, perfect for hiking and connecting with nature.
  • Charming Downtown Area: Discover quaint shops and eateries in a picturesque setting that invites leisurely strolls.
  • Family-Friendly Activities: Engage in various activities suitable for all ages, ensuring fun for the entire family.
  • Cozy Accommodations: Choose from delightful bed and breakfasts and pet-friendly hotels for a comfortable stay.

Find great hotels near West Stockbridge

West Stockbridge offers a charming selection of accommodations, including cozy bed and breakfasts and inviting hotels, perfect for families and adventurers alike. With pet-friendly options and a focus on creating memorable experiences, you'll find the ideal spot to unwind after exploring the stunning Berkshires. Whether you're searching for the best hotels or a quaint retreat, West Stockbridge has something to cater to every traveller's needs.

  • The Yankee, Trademark Collection by Wyndham: The Yankee, Trademark Collection by Wyndham offers a professional atmosphere tailored for business travellers. Located 11.3km from West Stockbridge, this hotel provides a variety of business amenities, including a 24-hour business centre, multiple meeting rooms, and expansive conference spaces. With its focus on business needs, guests can expect efficient services and a conducive environment for work-related activities, making it an ideal choice for those looking to blend productivity with comfort.
  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Just 9.7km from West Stockbridge, the Holiday Inn Club Vacations Oak n' Spruce Resort is a welcoming retreat for families and LGBTQIA travellers alike. With a 3.5-star rating, this resort features a variety of amenities that cater to guests of all ages, including a free crib service, an onsite mini-golf course, and an arcade game room. Business travellers will appreciate the inclusive business centre, while families can enjoy shared playground facilities. Its warm, inclusive atmosphere makes it a perfect getaway for diverse groups.
  • Best Western Plus Berkshire Hills Inn & Suites: Situated 11.3km from West Stockbridge, the Best Western Plus Berkshire Hills Inn & Suites is a pet-friendly haven for families and business travellers. This hotel offers essential business amenities such as a 24-hour business centre and meeting spaces, alongside family-friendly features like a games area and cribs (for a fee). With its accommodating pet policy, including a designated dog exercise area, guests can enjoy a stress-free stay with their furry companions, making it a versatile choice for all types of travellers.

Where to stay near West Stockbridge

West Stockbridge, Massachusetts, offers a delightful blend of culture and relaxation, perfect for both romantic getaways and family-friendly adventures. Explore the charming downtown area, where convenient spots abound, or venture into the picturesque Stockbridge region. Enjoy scenic views and a budget-friendly atmosphere, making your holiday truly memorable. Whether you're seeking entertainment or a peaceful retreat, West Stockbridge has something for every traveller.

  • Lenox: Located a mere 8.0km from West Stockbridge, Lenox is a vibrant city known for its seasonal appeal. The peak tourist months from June to August attract visitors seeking a blend of entertainment, romance, and family-friendly activities. Here, you'll find an array of experiences, from captivating music concerts and engaging theatre productions to thrilling ski adventures in winter. Nature lovers can also enjoy the nearby lake and mountain, making Lenox a perfect blend of culture and outdoor fun.
  • Stockbridge: Just 6.4km away from West Stockbridge, Stockbridge offers a rich cultural experience year-round, with visitor numbers peaking from July to September. This charming city is known for its romantic atmosphere and entertainment options, including music concerts and theatre performances. The local attractions, such as beautiful lakes and historical monuments, provide a picturesque backdrop for exploring the area. Don't miss the chance to visit the iconic shrine, adding a unique cultural touch to your itinerary.
  • Lee: Situated 9.7km from West Stockbridge, Lee is a delightful city that welcomes visitors with a blend of romance and family-friendly entertainment. The travel experience here is consistent throughout the year, with peaks during the summer months. Lee features a variety of activities, including theatre performances and music concerts, along with exciting ski fields in the winter. The stunning local landmarks, such as lakes, mountains, and monuments, promise an enriching experience that combines relaxation and exploration.

Things to do in and around West Stockbridge

West Stockbridge offers a delightful blend of entertainment, romance, and culture for your vacation. Enjoy local theatre performances, music concerts, and nearby ski fields. Don’t miss the local movie theatre for a cinematic experience, and consider visiting the golf club for a round of golf. This charming town promises a memorable getaway with its unique activities and attractions.

Shopping

In West Stockbridge, explore the charming Charles H. Baldwin & Sons, Ebenezer II Gifts and Antiques, and Hoffman's Pottery for unique gifts and souvenirs. If you're up for a drive, check out larger shopping centres nearby for even more options.

Recreation

Experience the vibrant atmosphere at Tanglewood Music Center, where captivating concerts elevate your spirit. Enjoy a round of golf amidst the serene landscapes at Wyndhurst Golf & Club, or unwind in the tranquil surroundings of Kennedy Park, perfect for relaxation and rejuvenation.

Adventure

Bousquet Ski Area, located 11.3km from West Stockbridge, offers exhilarating skiing experiences with a vibrant sports atmosphere. For hiking enthusiasts, the Housatonic River Walk, 14.5km away, showcases stunning scenery and outdoor adventure. Experience the thrill of ziplining at Catamount Aerial Adventure Park, situated 19.3km from town.

Nightlife

In West Stockbridge, Shakespeare and Company and the Berkshire Theatre Festival, both just 8.0km away, offer a charming blend of culture and romance. For a wider experience, the Mahaiwe Performing Arts Center, located 16.1km away, showcases captivating performances, perfect for family nights out.

*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 an affordable vacation destination with free attractions like the National Shrine of the Divine Mercy and Lake Buel. To save on transportation, consider walking or using a car. January, April, and November are the cheapest months to visit, while Wednesdays offer the best hotel rates. Use Expedia to find budget-friendly accommodations, and consider package deals that combine hotels with flights and activities for additional savings. By planning your trip during off-peak times, you can enjoy West Stockbridge without breaking the bank.

  • 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: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can easily arrange your results by price, starting with the most affordable hotels. Additionally, you have the option to refine your search by hotel type—by selecting the Eco-certified filter, for instance, you’ll discover sustainable and environmentally-friendly accommodations available for booking.
  • Consider bundling your trip: You can save money by combining your West Stockbridge hotel reservation with your flights and activities through an Expedia package.

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.

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 to visit West Stockbridge, Massachusetts, three major airports provide convenient access. Hartford, CT (BDL-Bradley Intl.) is approximately 72.4km away, with nearby hotel options such as the 4-star DoubleTree by Hilton Hartford - Bradley Airport, situated 1.6km from the airport. Albany, NY (ALB-Albany Intl.) is around 57.9km away, featuring 4-star accommodations like the Park Manor Hotel, 12.9km from the airport. The closest option is Pittsfield, MA (PSF-Pittsfield Municipal), located only 11.3km away; consider staying at the 4-star Lakehouse Inn, which is 11.3km from the airport. Each hotel offers accessible transportation services to their respective airports.

Frequently asked questions

What is the best area to stay in West Stockbridge?
The best area to stay in West Stockbridge is the village centre.

This area is the heart of West Stockbridge, known for its charming main street, Old Colony Road, lined with independent shops, art galleries, and acclaimed restaurants. It's very walkable, with many historic buildings and a picturesque river running through it, providing a quintessential New England village experience.

Couples looking for a relaxing getaway will find the village centre ideal. You can easily stroll between art studios, enjoy leisurely meals at farm-to-table restaurants, and browse unique boutiques. The overall ambience is peaceful and inviting, superb for unwinding.

For solo travellers seeking a quiet retreat with access to local culture, the village centre also offers a superb base.
What are the best hotels in West Stockbridge that travellers recommend?
Two highly recommended hotels in West Stockbridge that travellers consistently praise are the Shaker Mill Inn and the Pleasant Valley Motel West Stockbridge.

The Shaker Mill Inn has an exceptional review rating of 9.6. Guests have particularly enjoyed the nice food available. The inn offers comfortable amenities such as climate control for cooling, a fireplace, a balcony, a yard, a furnished patio, and a deck or patio.

Another great option is the Pleasant Valley Motel West Stockbridge. Guests frequently mention the comfortable and clean rooms, as well as its excellent and great location. The motel provides free self-parking and is conveniently located near a beach. Reviewers have also noted the good TV and great showers.
What are the best family hotels in West Stockbridge?
For a family-friendly hotel in West Stockbridge, consider the Shaker Mill Inn.

The Shaker Mill Inn, with an outstanding 9.6 rating, is much-loved by families. It offers useful amenities such as a sofa bed, a balcony or patio, a yard, and a fully equipped kitchen, providing plenty of space and convenience for families. Guests have also commented positively on the food. Find more child-friendly accommodations in West Stockbridge
What are the best spa hotels in West Stockbridge?
For a spa hotel in West Stockbridge, the Shaker Mill Inn is an excellent choice.

This inn, with an impressive 9.6 rating, offers a relaxing experience with massage services available. Guests can also enjoy the outdoors with amenities such as a balcony, yard, furnished patio, and deck or patio. Many rooms also feature a kitchen, providing added convenience. Guests have also commented on the nice food.

Overall, the Shaker Mill Inn is a highly-rated option for those seeking a spa experience in West Stockbridge. See all spa hotels in West Stockbridge
What hotels in West Stockbridge offer free breakfast?
For a hotel in West Stockbridge that offers free breakfast, the Shaker Mill Inn is an excellent choice.

This highly-rated hotel, with a superb 9.6 review score, provides a complimentary breakfast to start your day. Guests frequently mention the nice food. Many rooms also feature a balcony or patio, and some include a kitchen for added convenience. The hotel is very close to Ebenezer II Gifts and Antiques, just 0.1 km away. Find more hotels with free breakfast in West Stockbridge
What are the top pet-friendly hotels in West Stockbridge?
For top pet-friendly accommodation in West Stockbridge, the Shaker Mill Inn is an excellent choice.

The Shaker Mill Inn, with an outstanding 9.6 rating, warmly welcomes pets and provides amenities such as a yard, a furnished patio, a deck, or a patio, and a kitchen, ensuring a comfortable stay for both you and your furry companion. Guests have also praised the food here as being very nice. See more pet-friendly hotels in West Stockbridge
What are the best budget hotels in West Stockbridge?
For excellent budget hotels in West Stockbridge, consider the Shaker Mill Inn and Pleasant Valley Motel West Stockbridge.

The Shaker Mill Inn, with an outstanding 9.6 rating, offers a variety of amenities including free toiletries, free parking, and complimentary breakfast. Guests appreciate the outdoor spaces such as a balcony, yard, furnished patio, and deck or patio. It is conveniently located just 0.1 km from Ebenezer II Gifts and Antiques.

Another great option is the Pleasant Valley Motel West Stockbridge. This motel provides free parking, free WiFi, and free internet access. Guests have frequently commented on the comfortable and clean rooms, the excellent location, and the great showers. It is also near a beach and just 1.1 km from Ebenezer II Gifts and Antiques. View all budget hotels in West Stockbridge
What are the most romantic hotels in West Stockbridge for couples?
For couples seeking a romantic stay in West Stockbridge, the Shaker Mill Inn is an excellent choice.

This highly-rated inn, with an impressive 9.6 review score, offers a wonderful experience for couples. Guests frequently appreciate the private hot tubs available, great for a relaxing evening. Many rooms also feature balconies, providing a lovely space to unwind together. The inn provides a nice setting with its yard, furnished patio, and deck or patio areas, and some accommodations even include a kitchen for added convenience. 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 autumn months, specifically from late September through October, when the foliage is at its peak.

This period offers stunning natural beauty as the Berkshire Hills transform into a vibrant canvas of reds, oranges, and yellows. The crisp, cool air is ideal for outdoor activities like hiking and exploring the local farm stands, which are abundant with seasonal produce. It's also a time when many local art galleries and studios, such as those found along Main Street, are fully open and showcasing new works.

Summer, from June to August, is also a very popular time to visit. The weather is warm and pleasant, great for enjoying the numerous outdoor concerts and theatre performances at nearby venues. Many visitors come to enjoy the area's natural landscapes, with opportunities for swimming in local lakes or cycling along quiet country roads.

For those seeking a quieter experience with fewer crowds and potentially lower prices, late spring (May to early June) or early autumn (early September) can be a good option.
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 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 CA $100 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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