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Aug 16 - Aug 17
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Aug 21 - Aug 23

Most frequently booked West Stockbridge hotels

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd West Stockbridge MA
Free cancellation
Reserve now, pay when you stay
0.98 km from city center
The price is CA $96 per night
CA $96
CA $105 total
Aug 19 - Aug 20
includes taxes & fees
Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Hoffman's Pottery are located nearby.
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street West Stockbridge MA
0.23 km from city center
The price is CA $246 per night
CA $246
CA $270 total
Sep 8 - Sep 9
includes taxes & fees
Stay at this B&B in West Stockbridge. Enjoy free parking and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II Gifts and Antiques are located nearby.
Parking included
Free WiFi
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Stockbridge MA
3.12 km from city center
Get rates
Book a stay at this family-friendly vacation home in West Stockbridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and Stockbridge Bowl are located nearby.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free cancellation
Reserve now, pay when you stay
26.48 km from city center
The price is CA $121 per night
CA $121
CA $150 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Parking included
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
11.3 km from city center
The price is CA $177 per night
CA $177
CA $198 total
Sep 16 - Sep 17
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
12.23 km from city center
The price is CA $131 per night
CA $131
CA $178 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
20.25 km from city center
The price is CA $84 per night
CA $84
CA $93 total
Aug 24 - Aug 25
includes taxes & fees
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking and Crane Museum of Papermaking are located nearby.
Parking included
Free WiFi
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
9.7 km from city center
The price is CA $181 per night
CA $181
CA $202 total
Sep 8 - Sep 9
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
Free cancellation
11.87 km from city center
The price is CA $165 per night
CA $165
CA $184 total
Sep 14 - Sep 15
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
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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.

Top family friendly West Stockbridge hotel deals

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge MA
The price is CA $96 per night from Aug 19 to Aug 20
CA $96
CA $105 total
Aug 19 - Aug 20
includes taxes & fees
6.8/10 (1,001 reviews)

Top cheap West Stockbridge hotel deals

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge MA
The price is CA $96 per night from Aug 19 to Aug 20
CA $96
CA $105 total
Aug 19 - Aug 20
includes taxes & fees
6.8/10 (1,001 reviews)

Top hotels in West Stockbridge for Extended Stay

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

Hancock MA
10/10 Exceptional! (4 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 hotels essential information

Accommodation
1,514 hotels
Lowest Price
CA $93
Highest Price
CA $270
Popular hotels
Pleasant Valley Motel West Stockbridge, Shaker Mill Inn, Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country, Vacation Village in the Berkshires, The Yankee Inn, Berkshire Mountain Lodge, FairBridge Inn Express, Berkshires Untold, Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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 CA $93 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

Berkshires Untold

Berkshires Untold

5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Great spot!!"
A verified traveller stayed at Berkshires Untold
Berkshires Untold