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Tonight
Check prices in Stockbridge for tonight, Nov. 21 - Nov. 22
Nov. 21 - Nov. 22
Tomorrow night
Check prices in Stockbridge for tomorrow night, Nov. 22 - Nov. 23
Nov. 22 - Nov. 23
This weekend
Check prices in Stockbridge for this weekend, Nov. 22 - Nov. 24
Nov. 22 - Nov. 24
Next weekend
Check prices in Stockbridge for next weekend, Nov. 29 - Dec. 1
Nov. 29 - Dec. 1

Most frequently booked Stockbridge hotels

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Free cancellation
Reserve now, pay when you stay
0.92 km from city centre
The price is CA $225 per night
CA $225
CA $314 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa
Life House Berkshires

Life House Berkshires

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 $167 per night
CA $167
CA $187 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3.5-star 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
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

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 $130 per night
CA $130
CA $146 total
includes taxes & fees
3 Dec - 4 Dec
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
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Free cancellation
18.65 km from city centre
The price is CA $132 per night
CA $132
CA $148 total
includes taxes & fees
13 Dec - 14 Dec
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly
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
Free cancellation
Reserve now, pay when you stay
6.24 km from city centre
The price is CA $133 per night
CA $133
CA $148 total
includes taxes & fees
4 Dec - 5 Dec
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.
Breakfast included
Pet-friendly
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 $236 per night
CA $236
CA $273 total
includes taxes & fees
22 Nov - 23 Nov
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Kitchen
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free cancellation
Reserve now, pay when you stay
11.21 km from city centre
The price is CA $99 per night
CA $99
CA $111 total
includes taxes & fees
4 Dec - 5 Dec
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 Constance, The Whitlock, & The Dewey By The Lenox Collection

The Constance, The Whitlock, & The Dewey By The Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
8.13 km from city centre
The price is CA $148 per night
CA $148
CA $165 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
Breakfast included
Parking included
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 out of 5
190 Meadow Street, South Lee, MA
Free cancellation
4.15 km from city centre
The price is CA $142 per night
CA $142
CA $178 total
includes taxes & fees
26 Nov - 27 Nov
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Restaurant
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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 $225 per night from Nov. 25 to Nov. 26
CA $225
CA $314 total
includes taxes & fees
25 Nov - 26 Nov
8.8/10 Excellent! (1,001 reviews)

Top hotels in Stockbridge for Extended Stay

Suite 5 - Quiet and private accommodations in a country setting.

Suite 5 - Quiet and private accommodations in a country setting.

Spencertown
10/10 Exceptional! (1 review)
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
1,270 hotels
Lowest Price
CA $99
Highest Price
CA $640
Popular hotels
The Red Lion Inn, Life House Berkshires, The Yankee, Trademark Collection by Wyndham, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, The Black Swan Lee - Lenox, Ascend Hotel Collection, Vacation Village in the Berkshires, Quality Inn, The Constance, The Whitlock, & The Dewey By The Lenox Collection, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

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 $99 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 1,270 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

The Red Lion Inn

The Red Lion Inn

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Didn’t like that there are no trays in shower to hold any soaps or bottles while washing… nothing!!! Tub too high for elderly with slightest arthritis. No curtain on shower bathroom window. Took quite a while to get hot water to wash hands in sink. However, the inn is filled with amazing collectibles. The dinner was delicious. Plenty of seats but gave us a table facing wall (but near window) —why not more in middle of room area with more interesting view! And same table for breakfast and dinner until we requested a different table the 2nd time. Friendly service. Twin beds very comfortable better if Full size. Happy to have 2 chairs in room. Wouldn’t stay again due to bathroom issues. "
A verified traveller stayed at The Red Lion Inn
The Red Lion Inn

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