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Oct 23 - Oct 24
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Oct 24 - Oct 25
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Oct 23 - Oct 25

Most frequently booked West Stockbridge hotels

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street West Stockbridge MA
0.23 km from city centre
The price is CA $171 per night
CA $171
CA $188 total
Nov 2 - Nov 3
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
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 centre
The price is CA $96 per night
CA $96
CA $106 total
Oct 25 - Oct 26
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.
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 centre
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.
Kitchen
Washer
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 centre
The price is CA $113 per night
CA $113
CA $141 total
Nov 1 - Nov 2
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 Cricket Triple are located nearby.
Pool
Parking included
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 centre
The price is CA $119 per night
CA $119
CA $165 total
Nov 10 - Nov 11
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
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 centre
The price is CA $134 per night
CA $134
CA $150 total
Nov 1 - Nov 2
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.
Pool
Hot tub
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Free cancellation
15.74 km from city centre
The price is CA $106 per night
CA $106
CA $118 total
Nov 12 - Nov 13
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
Breakfast included
Parking included
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
Free cancellation
Reserve now, pay when you stay
35.29 km from city centre
The price is CA $328 per night
CA $328
CA $434 total
Nov 15 - Nov 16
includes taxes & fees
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Oakdale Beach and Hudson Area Library are located nearby.
Pool
Spa
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
190 Meadow Street South Lee MA
Free cancellation
10.29 km from city centre
The price is CA $164 per night
CA $164
CA $210 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Air conditioning
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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 Oct 25 to Oct 26
CA $96
CA $106 total
Oct 25 - Oct 26
includes taxes & fees
6.8/10 (1,000 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 Oct 25 to Oct 26
CA $96
CA $106 total
Oct 25 - Oct 26
includes taxes & fees
6.8/10 (1,000 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
1,526 hotels
Lowest Price
CA $106
Highest Price
CA $434
Popular hotels
Shaker Mill Inn, Pleasant Valley Motel West Stockbridge, Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country, Vacation Village in the Berkshires, Berkshire Mountain Lodge, The Yankee Inn, Quality Inn Great Barrington, Pocketbook Hotel and Bath, Holiday Inn Club Vacations Oak 'n Spruce Resort

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 $106 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 1,526 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 7 hours ago
Travelocity Verified Review
"The lobby was absolutely beautiful, aesthetically and structurally! From all the greenery from the plants to the high ceilings, cute seating areas, and nice bar. The outdoor furniture was a plus, especially with the fire pits and the surrounded by the nice view of the berkshires. After an evening out, we came back and played a board game in the lobby and even did a little painting of our own while enjoying some good cocktails…you can definitely create a vibe. The room was clean, and overall it was a great stay if you’re just looking to relax, unwind, and get away for a bit!"
A verified traveller stayed at Berkshires Untold
Berkshires Untold