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Tonight
Check prices in Stockbridge for tonight, Jul 22 - Jul 23
Jul 22 - Jul 23
Tomorrow night
Check prices in Stockbridge for tomorrow night, Jul 23 - Jul 24
Jul 23 - Jul 24
This weekend
Check prices in Stockbridge for this weekend, Jul 24 - Jul 26
Jul 24 - Jul 26
Next weekend
Check prices in Stockbridge for next weekend, Jul 31 - Aug 2
Jul 31 - Aug 2

Most frequently booked Stockbridge hotels

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
0.92 km from city centre
The price is CA $232 per night
CA $232
CA $322 total
Jul 27 - Jul 28
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
2.08 km from city centre
The price is CA $466 per night
CA $466
CA $564 total
Aug 19 - Aug 20
includes taxes & fees
Book a stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood are located nearby.
Pool
Breakfast included
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Stockbridge MA
2.65 km from city centre
The price is CA $522 per night
CA $522
CA $612 total
Jul 28 - Jul 29
includes taxes & fees
Stay at this B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Lenox Arts Center are located nearby.
Pool
Breakfast included
Historic Stockbridge Villa on 25 acres sleeps 23

Historic Stockbridge Villa on 25 acres sleeps 23

Stockbridge MA
2.86 km from city centre
Get rates
Book a stay at this family-friendly vacation home in Stockbridge. Enjoy free WiFi, private pools, and a sauna. Popular attractions Tanglewood Music Center and Lenox Arts Center are located nearby.
Pool
Kitchen
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
30.95 km from city centre
The price is CA $167 per night
CA $167
CA $202 total
Jul 23 - Jul 24
includes taxes & fees
Book a stay at this family-friendly condo 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
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
11.21 km from city centre
The price is CA $166 per night
CA $166
CA $186 total
Aug 11 - Aug 12
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
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
13.59 km from city centre
The price is CA $222 per night
CA $222
CA $248 total
Jul 23 - Jul 24
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
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
14.64 km from city centre
The price is CA $177 per night
CA $177
CA $229 total
Aug 19 - Aug 20
includes taxes & fees
Book a stay at this golf lodge 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
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
11.62 km from city centre
The price is CA $232 per night
CA $232
CA $259 total
Jul 23 - Jul 24
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
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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 Stockbridge hotel deals

The Red Lion Inn

The Red Lion Inn

30 Main Street Stockbridge MA
The price is CA $232 per night from Jul 27 to Jul 28
CA $232
CA $322 total
Jul 27 - Jul 28
includes taxes & fees

Top hotels in 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.

Stockbridge hotels essential information

Accommodation
1,339 hotels
Lowest Price
CA $186
Highest Price
CA $612
Popular hotels
The Red Lion Inn, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Inn at Stockbridge, Historic Stockbridge Villa on 25 acres sleeps 23, Vacation Village in the Berkshires, Quality Inn Great Barrington, The Yankee Inn, Berkshire Mountain Lodge, Berkshires Untold

Frequently asked questions

What are the top kid-friendly hotels in Stockbridge?
Family getaways are where the best memories are made, but traveling with little ones can be a challenge. These kid-friendly Stockbridge hotels come with perks designed to keep travelers of all ages relaxed and happy: Tanglewood Suites will help make your next trip the best one yet. It comes with a range of nice little touches, such as complimentary breakfast and an outdoor entertainment area. Also consider A Grand property in Historic Stockbridge. It comes with animal viewing activities, a king bed and lots of opportunities to spend time together.
Where can I find cheap hotels in Stockbridge?
At Travelocity you'll find really nice hotels in 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 Stockbridge rather than in Stockbridge. We may find you even better rates, too.
How do I find the best Stockbridge hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in 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 Stockbridge?
The cheapest hotel in Stockbridge is CA $186 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 Stockbridge?
There are 1,339 hotels in Stockbridge on Travelocity.
What are the best hotels in Stockbridge?
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 Stockbridge for you!
When is the best time to visit Stockbridge?
If you want the joy of a fun-filled trip in peak season, visit Stockbridge during February, March and April. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Stockbridge?
Based on historic data is usually the cheapest month to visit 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 Stockbridge?
There are multiple hotels in 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 Stockbridge. We have plenty of kid-friendly hotels in Stockbridge to choose from on Travelocity!
Why book a hotel in Stockbridge through Travelocity?
Because we have the top hotels in 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 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 Stockbridge hotel reviews by fellow wanderers

Vacation Village in the Berkshires

Vacation Village in the Berkshires

5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"The king deluxe suite was large enough for a family. The kitchen was sufficiently equipped to cook meals. The in room jacuzzi was comfortable for two. The outdoor pool was large and there were plenty of lounge chairs for the guests. The indoor pool was large as well, though a bit noisy. The views were very nice and the location is relatively close to Williams town, Pittsfield and Lenox. Lots of museums and other sights in the area. Overall a very nice location for long weekend or a full week."
A verified traveller stayed at Vacation Village in the Berkshires
Vacation Village in the Berkshires