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Top Housatonic hotels

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
Fully refundable
$119 nightly
The price is $133 total per night from Sep 14 to Sep 15
$133 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
"Shower base was very slippery-dangerous. Air-conditioning controls were poor. Thermostat was difficult to adjust and there was no ability to direct the cold air from the fan away from directly blowing on the bed. Had to move furniture to block it. Everything else was fine."

Reviewed on Aug 13, 2026

Opens in a new windowHoliday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $176 total per night from Sep 14 to Sep 15
$176 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
"Seamless stay from check in to check out. All the important things like cleanliness and updated bathroom with working faucets, great shower, lots of towels, etc. and unusual amenities like “two” swimming pools as well as hiking (walking) trail and ponds in the rear of the hotel property. Breakfast ..."

Reviewed on Aug 14, 2026

Opens in a new windowThe Yankee Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $162 total per night from Sep 8 to Sep 9
$162 total
Sep 8 - Sep 9
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
"Lovely man at check in for our overnight ( to see Hugh Jackman at 7 pm at Tanglewood lucky us!👍 Checked that food would be available in their bar upon our trying as has driven 2+ hrs assured yes until just before 10 pm closing. Called once on way back at 9:10 for 10 min drive to dbl check as hungry. ..."

Reviewed on Aug 12, 2026

Opens in a new windowBerkshires Untold
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $240 total per night from Sep 9 to Sep 10
$240 total
Sep 9 - Sep 10
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
"a very old building with tons of history and character. The room was very clean and comfortable and the staff was excellent...very friendly and accommodating."

Reviewed on Aug 13, 2026

Opens in a new windowThe Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
$93 nightly
The price is $103 total per night from Sep 7 to Sep 8
$103 total
Sep 7 - Sep 8
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
"Great place to stay and a great price"

Reviewed on Aug 13, 2026

Opens in a new windowQuality Inn Great Barrington
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd Hancock MA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $178 total per night from Aug 30 to Aug 31
$178 total
Aug 30 - Aug 31
Total with taxes and fees
2 outdoor tennis courts, 2 hot tubs, and an outdoor pool are all featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free self ...
"Only problem was the stairs. I hadn't realized that there was such a long climb to our condo or I would have asked for something a little friendlier to a 75 year old."

Reviewed on Aug 13, 2026

Opens in a new windowJiminy Peak Mountain Resort
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
$61 nightly
The price is $68 total per night from Aug 31 to Sep 1
$68 total
Aug 31 - Sep 1
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. The front ...
"I like to stay in excellent properties and give excellent reviews. This property looked unimpressive from the outside but the room was actually quite good. With a bright, clean bathroom, it was reasonably spacious and had been outfitted with a good list of amenities such as an ironing board and more. ..."

Reviewed on Aug 13, 2026

Opens in a new windowFairBridge Inn Express
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $139 total per night from Aug 31 to Sep 1
$139 total
Aug 31 - Sep 1
Total with taxes and fees
This aparthotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
Opens in a new windowBerkshire Mountain Lodge
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $88 total per night from Aug 31 to Sep 1
$88 total
Aug 31 - Sep 1
Total with taxes and fees
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden and express check-out are also provided.
Opens in a new windowHoward Johnson by Wyndham Lenox
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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.

Frequently asked questions

What are the top kid-friendly hotels in Housatonic?
Family trips are where lifelong memories are made, but it's no secret that traveling with young ones can be difficult. These kid-friendly Housatonic hotels come with perks that aim to keep old and young alike comfortable and happy: Spacious & Serene Berkshires Retreat In The Woods will help make your adventure the best one yet. It features plenty of conveniences geared toward families, such as a king bed and pet-friendly facilities. Also check out New! The Meadow on Fairview!. It comes with a king bed, pet-friendly facilities and plenty of opportunities to hang out together.
Where can I find cheap hotels in Housatonic?
At Travelocity you'll find really nice hotels in Housatonic 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 Housatonic rather than in Housatonic. We may find you even better rates, too.
How do I find the best Housatonic hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Housatonic 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 Housatonic?
The cheapest hotel in Housatonic is $68. 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 Housatonic?
There are 1,356 hotels in Housatonic on Travelocity.
What are the best hotels in Housatonic?
Housatonic 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 Housatonic for you!
When is the best time to visit Housatonic?
If you want the joy of a fun-filled trip in peak season, visit Housatonic during January, June and November. If you'd prefer the peace of off-season, book a stay during quieter months, such as August, September and December.
When is the cheapest time to stay in Housatonic?
Based on historic data is usually the cheapest month to visit Housatonic. 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 Housatonic?
There are multiple hotels in Housatonic 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 Housatonic. We have plenty of kid-friendly hotels in Housatonic to choose from on Travelocity!
Why book a hotel in Housatonic through Travelocity?
Because we have the top hotels in Housatonic! 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 Housatonic 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 Housatonic hotel reviews by fellow wanderers

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"The room was clean and the beds comfortable. The bathroom was small but nice. Lots of construction in the parking areas but luckily we got a parking space. Staff was friendly and helpful. We ate at the hotel, the food was good."
A verified traveler stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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