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Top West Stockbridge hotels

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
$151 nightly
The price is $166 total per night from Jun 5 to Jun 6
$166 total
Jun 5 - Jun 6
Total includes taxes and fees
This property doesn't skimp on freebies - guests receive free WiFi and free self parking. A library is also provided.
"Nice"

Reviewed on Apr 27, 2025

Shaker Mill Inn
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $144 total per night from Jun 10 to Jun 11
$144 total
Jun 10 - Jun 11
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
"Lovely staff!"

Reviewed on May 31, 2025

The Yankee, Trademark Collection by Wyndham
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
$128 nightly
The price is $142 total per night from Jun 10 to Jun 11
$142 total
Jun 10 - Jun 11
Total includes taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
"wonderful restaurant with tasty delicious food. View from dining areas is great"

Reviewed on May 31, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $133 total per night from Jun 10 to Jun 11
$133 total
Jun 10 - Jun 11
Total includes taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-in ...
"Great spot for hitting hiking spots"

Reviewed on May 27, 2025

Berkshires Untold
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 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $144 total per night from Jun 5 to Jun 6
$144 total
Jun 5 - Jun 6
Total includes taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
"Best way to spend a long needed weekend. Can’t wait to do a full week."

Reviewed on Jun 2, 2025

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

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
$218 nightly
The price is $244 total per night from Jun 22 to Jun 23
$244 total
Jun 22 - Jun 23
Total includes taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
"Perfect for our needs."

Reviewed on May 19, 2025

The Red Lion Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
$119 nightly
The price is $133 total per night from Jun 5 to Jun 6
$133 total
Jun 5 - Jun 6
Total includes taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks ...
"Children on the floor above ran around and it was very loud for about three hours while we were trying to go to sleep. The rooms were as advertised. Staff was friendly and helpful."

Reviewed on Jun 1, 2025

Vacation Village in the Berkshires
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Jun 17 to Jun 18
$104 total
Jun 17 - Jun 18
Total includes taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
"Clean rooms and friendly staff. Conveniently located as well!"

Reviewed on May 27, 2025

Quality Inn
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
$70 nightly
The price is $76 total per night from Jun 8 to Jun 9
$76 total
Jun 8 - Jun 9
Total includes taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Classic motel vibe with modern conveniences
"We had a nice stay in this classic motel which is located on Route 102 just outside West Stockbridge on a spacious property. Check-in was a bit awkward but we were given a room that honored our request and were able to park right outside our door. The room was very clean. The motel probably dates ..."

Reviewed on May 25, 2025

Pleasant Valley Motel West Stockbridge
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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.

Cheap West Stockbridge hotels

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd, West Stockbridge, MA
$70 nightly
The price is $76 total per night from Jun 8 to Jun 9
$76 total
Jun 8 - Jun 9
Total includes taxes and fees
6.8/10 (969 reviews)
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.

West Stockbridge Hotel & Travel Guide

Visitors to The Berkshires who are hoping for a place to stay in West Stockbridge have an excellent range of accommodations options. If you want to make memories in West Stockbridge, Travelocity contains 12 luxury and affordable accommodations within easy driving distance of the heart of town.

Are you trying to locate accommodation near to downtown West Stockbridge? Shaker Mill Inn and Pleasant Valley Motel West Stockbridge is your best bet.

It's worth having a look at the Rookwood Inn and the Gateways Inn & Restaurant. The Rookwood Inn is located only 6 miles (9 kilometers) away from the main part of West Stockbridge. The Gateways Inn & Restaurant, is situated just 6 miles (10 kilometers) away. You could also book a bed at the Hampton Terrace Inn or the Cranwell Spa and Golf Resort.

When you've got the time, adventurous travelers should explore more of the Western Massachusetts region. Western Massachusetts is well known for its mountains. Commonly visited traveler places of interest are history museums. Modern visitors in this section of United States of America often enjoy skiing and cross-country skiing.

Want more to do? Consider spending a few hours enjoying Mount Greylock State Reservation Visitor Center and Skyline Country Club, which can be found in Lanesborough, 18 miles (29 kilometers) to the northeast of West Stockbridge. Some of our recommended Lanesborough hotels and apartments include the The Weathervane Motel and Lanesborough Country Inn. Or, stay the night in Williamstown, 25 miles (40 kilometers) north of West Stockbridge, where you can pick from the The Spring's Inn and Berkshire Hills Country Inn. Should you choose to stay in Williamstown, don't miss the Williams College and Williams College Museum of Art.

Simply because you're on vacation, doesn't mean that you can't fuel your passion for sporting events. Times Union Center can be found 30 miles (48 kilometers) to the northwest of West Stockbridge. And travelers that would like to find accommodation near the stadium should choose between the Hilton Albany or the TownePlace Suites by Marriott Albany Downtown/Medical Center.

If you are traveling through Albany International Airport, you might like to book a bed at Albany Marriott, or Homewood Suites by Hilton Albany, each of which are a short taxi ride away.

Top reasons for your vacation to West Stockbridge

  • Tanglewood Music Center: Enjoy world-class musical performances in a stunning outdoor setting at this renowned music center.
  • Berkshires Getaways: Take advantage of customized getaways offering activities for all ages, including hiking, biking, and visiting local farms.
  • Ultimate Dive: Thrill-seekers can experience exciting adventures in the scenic lakes of West Stockbridge with the Ultimate Dive.
  • Nature and Gardens: Explore the beauty of nature with gardens and wildlife, providing a serene and picturesque backdrop for relaxation and exploration.
  • Dining Options: West Stockbridge offers a variety of dining options where you can savor delicious local cuisine and indulge in culinary delights.

Find your favorite hotels in West Stockbridge

If you're planning a vacation to West Stockbridge, Massachusetts, you'll find a range of hotel accommodations to choose from. Whether you prefer theme hotels, country hotels, or the best hotels in the area, there are options available to suit your needs. With a variety of amenities and locations, these hotels offer a comfortable and convenient stay for you and your family. Explore the beautiful surroundings and enjoy the entertainment options that West Stockbridge has to offer.

Hotel nameTypeStarsDescription
Shaker Mill InnBed & breakfast2.5This 2.5-star rating bed & breakfast is an ideal option for your entertainment vacation. Located in West Stockbridge, Massachusetts, it offers proximity to various activities such as snowtubing, snowshoeing, snowboarding, cross-country skiing, kayaking, windsurfing, sailing, and boating. The inn also features a fireplace, perfect for cozy evenings.
Pleasant Valley Motel West StockbridgeMotel2.0If you're looking for a budget-friendly option, the 2.0-star rating Pleasant Valley Motel West Stockbridge is an excellent choice. Situated in West Stockbridge, it offers close proximity to the beach and is family-friendly. The motel provides amenities such as a microwave, refrigerator, and free parking. It's also known for its friendly staff and secluded atmosphere.

Explore the best activities and sights in West Stockbridge

West Stockbridge, located in the beautiful Berkshires region of Massachusetts, offers a plethora of activities for an entertaining family vacation. Explore the nearby attractions such as the Tanglewood Music Center, where you can enjoy world-class musical performances in a stunning outdoor setting. Take advantage of customized Berkshires getaways, which offer a range of activities suited for all ages, including hiking, biking, and visiting local farms. For the adventurous, the Ultimate Dive provides thrilling experiences in the area's scenic lakes. With its proximity to nature, gardens, wildlife, and dining options, West Stockbridge is an ideal destination for a family entertainment vacation.

  1. Berkshire Botanical Garden: Immerse yourself in the beauty of nature at Berkshire Botanical Garden. Explore the vibrant gardens filled with colorful flowers and lush greenery. Take a moment to breathe in the fresh air and enjoy the peaceful atmosphere. Engage in a game of baseball or other sports activities with your family. Find your zen with a yoga session amidst the serene surroundings. Embark on a hiking adventure through the enchanting forests and take in the picturesque scenery. Don't forget to visit the tranquil lake, offering a tranquil escape from the bustling city life. Berkshire Botanical Garden is the perfect place to connect with nature and create lasting memories.
  2. Chesterwood: Step back in time at Chesterwood, a historic site that showcases stunning gardens and breathtaking flowers. Immerse yourself in the beauty of nature as you wander through the meticulously manicured gardens. Take a hike through the surrounding forests and experience the serenity of the small town atmosphere. Marvel at the majestic mountains that provide a stunning backdrop to the landscape. Don't miss the opportunity to visit the picturesque lake and soak in the peaceful ambiance. Chesterwood offers a unique cultural experience, allowing you to appreciate the rich history and natural beauty of the area.
  3. Ebenezer II Gifts and Antiques: Discover treasures at Ebenezer II Gifts and Antiques. Browse through a wide selection of baseball memorabilia, exquisite gardens, and unique sports-related items. Admire the beautiful flowers and enjoy the peaceful ambiance of the store. Find your inner peace with a yoga session amidst the serene surroundings. Take a leisurely stroll around the charming lake and embrace the small-town vibes. Immerse yourself in nature as you explore the nearby forests and go hiking. Ebenezer II Gifts and Antiques offers a delightful blend of sports, nature, and small-town charm.

Best times to go to West Stockbridge

The travel seasons of West Stockbridge

Trips to West Stockbridge show a small change in popularity throughout the year. The peak season to visit is from July to September, with July being the highest month. Off-peak season starts from November to January, and December sees the least travelers.

West Stockbridge has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 70.3 degrees Fahrenheit. The wettest month in West Stockbridge is October, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January22.8°F (-5.1°C)Light RainMostly Cloudy
February24.6°F (-4.1°C)Light RainMostly Cloudy
March32.5°F (0.3°C)Light RainMostly Cloudy
April44.2°F (6.8°C)Light RainMostly Cloudy
May56.3°F (13.5°C)Light RainMostly Sunny
June64.0°F (17.8°C)Light RainMostly Sunny
July70.3°F (21.3°C)Light RainMostly Sunny
August68.4°F (20.2°C)Light RainMostly Sunny
September61.3°F (16.3°C)Light RainMostly Sunny
October50.0°F (10.0°C)Light RainMostly Sunny
November37.8°F (3.2°C)Light RainMostly Sunny
December29.5°F (-1.4°C)Light RainMostly Cloudy

Food and dining in West Stockbridge

When visiting West Stockbridge, Massachusetts, you will be delighted by the wide range of distinctive local cuisines. One popular restaurant in the neighborhood is Rouge, a highly rated European French restaurant. Located in Park Place, Rouge offers a charming ambiance and a menu filled with delectable dishes. For a taste of American cuisine, Stockbridge Restaurant is a must-visit. Their menu showcases classic American dishes that are sure to satisfy your cravings. Another great option is Cafe d'Amici, where you can enjoy a cozy atmosphere and indulge in a variety of delicious meals. Don't forget to try the famous mugs with packets at Mugs with Packets, a local favorite.

How do I find a great hotel with Travelocity?

Ensure your entire crew enjoys a memorable vacation with our reliable and comprehensive online travel platform. Discover the perfect accommodations for your family by using the family-friendly badge, which highlights hotels offering extra amenities for kids. Our custom filters allow you to narrow down your search based on proximity to top attractions, enhanced cleaning measures, and your budget. Trust us to find the ideal hotel that meets all your requirements.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for trips that are stress-free. Our aim is to provide hassle-free travel every time you and your family book with us so that you can spend less time worrying and more time creating cherished memories. To achieve this, we will assist you in finding and planning your ideal trip, offer transparent pricing and reliable reviews, and ensure 24/7 customer support before, during, and after your vacation.

How can I save money on my trip to West Stockbridge?

Avoid the peak season from July to September when planning your trip to West Stockbridge. This is when prices are higher and it can get crowded. To save money, consider bundling your flights, hotel, and car bookings. This way, you can avail discounts and have a more convenient trip. In West Stockbridge, you can enjoy inexpensive attractions such as exploring the beautiful gardens, taking scenic walks in the nearby forests, and having a picnic by the lake.

Frequently asked questions

What are the top kid-friendly hotels in West Stockbridge?
Take some of the hassles out of traveling with little ones by choosing a family-friendly hotel in West Stockbridge. From well-thought-out amenities to extra services, these properties offer perks that’ll help make your getaway an effortless one: You’re well catered for at Shaker Mill Inn. It comes with complimentary breakfast, pet-friendly facilities and a commitment to making families feel welcome. 3 bdrm Cottage in the heart of the Berkshires. is another great choice. After a big day of sightseeing, come back home to your comfortable room and perks like a swimming pool and a playground.
Where can I find cheap hotels in West Stockbridge?
At Travelocity you’ll find really nice hotels in West Stockbridge at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near West Stockbridge rather than in West Stockbridge. We may find you even better rates, too.
How do I find the best West Stockbridge hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in West Stockbridge then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in West Stockbridge?
The cheapest hotel in West Stockbridge is $76. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in West Stockbridge?
There are 1,514 hotels in West Stockbridge on Travelocity.
What are the best hotels in West Stockbridge?
West Stockbridge has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in West Stockbridge for you!
When is the best time to visit West Stockbridge?
If you want the joy of a fun-filled trip in peak season, visit West Stockbridge during March, April and May. If you’d prefer the peace of off-season, book a stay during quieter months, such as August, September and November.
When is the cheapest time to stay in West Stockbridge?
Based on historic data is usually the cheapest month to visit West Stockbridge. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in West Stockbridge?
There are multiple hotels in West Stockbridge that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to West Stockbridge. We have plenty of kid-friendly hotels in West Stockbridge to choose from on Travelocity!
Why book a hotel in West Stockbridge through Travelocity?
Because we have the top hotels in West Stockbridge! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in West Stockbridge on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent West Stockbridge hotel reviews by fellow wanderers

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

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Best way to spend a long needed weekend. Can’t wait to do a full week."
A verified traveler stayed at 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
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