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Tonight
Check prices in Stockbridge for tonight, May 27 - May 28
May 27 - May 28
Tomorrow night
Check prices in Stockbridge for tomorrow night, May 28 - May 29
May 28 - May 29
This weekend
Check prices in Stockbridge for this weekend, May 29 - May 31
May 29 - May 31
Next weekend
Check prices in Stockbridge for next weekend, Jun 5 - Jun 7
Jun 5 - Jun 7

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 $215 per night
CA $215
CA $302 total
May 31 - Jun 1
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 $456 per night
CA $456
CA $551 total
Jun 14 - Jun 15
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
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
14.64 km from city centre
The price is CA $136 per night
CA $136
CA $183 total
May 28 - May 29
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
11.62 km from city centre
The price is CA $148 per night
CA $148
CA $165 total
Jun 7 - Jun 8
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
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
30.95 km from city centre
The price is CA $144 per night
CA $144
CA $176 total
May 28 - May 29
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
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
13.59 km from city centre
The price is CA $150 per night
CA $150
CA $168 total
May 31 - Jun 1
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
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
13.35 km from city centre
The price is CA $192 per night
CA $192
CA $215 total
Jun 1 - Jun 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 helpful staff in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Breakfast included
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
Free cancellation
4.16 km from city centre
The price is CA $160 per night
CA $160
CA $206 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this family-friendly 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
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
6.24 km from city centre
The price is CA $166 per night
CA $166
CA $186 total
Jun 3 - Jun 4
includes taxes & fees
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
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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 $215 per night from May 31 to Jun 1
CA $215
CA $302 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (1,002 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 NY
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
1,376 hotels
Lowest Price
CA $165
Highest Price
CA $551
Popular hotels
The Red Lion Inn, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, Berkshire Mountain Lodge, Berkshires Untold, Vacation Village in the Berkshires, The Yankee Inn, Hampton Inn & Suites Berkshires-Lenox, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Black Swan Lee - Lenox, an Ascend Collection 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 $165 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 1,376 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 6 hours ago
Travelocity Verified Review
"Clean room great check in process smooth easy going. Jacuzzi was great, very cleaned!"
A verified traveller stayed at Vacation Village in the Berkshires
Vacation Village in the Berkshires