Housatonic Hotels

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Dec 31 - Jan 1
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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Our top choices for Housatonic hotels

Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (91)
"Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. "
United States
Jennifer
The price is P11,706
P13,075 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Granville House
Aerial view
Inn at Silver Maple Farm

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
The price is P7,588
P8,499 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Inn at Silver Maple Farm
Exterior
The Whitlock

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (281)
"great location"
United States
Brian
The price is P7,297
P8,151 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Whitlock
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is P5,294
P5,914 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Sunset Inn
Property amenity
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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (813)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is P7,094
P9,074 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is P10,824
P12,694 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Lakehouse Inn
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (374)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is P8,427
P9,695 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Cornell Inn, Lenox & The Berkshires
Interior
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (823)
"Great hospitality and beautiful design. Our family had a great time!"
United States
Alison
The price is P7,450
P8,322 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Berkshires Untold
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is P6,108
P6,823 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is P6,177
P7,103 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Locust Tree Bed and Breakfast LLC
Front of property - evening/night
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (809)
"Clean room and staff was super friendly"
United States
Yuen
The price is P8,765
P9,790 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hotel On North
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (811)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (714)
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is P5,765
P6,439 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548)
"Perfect for pets "
United States
Maria
The price is P6,471
P7,228 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Little Lion
Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is P23,544
P26,299 total
includes taxes & fees
Jan 18 - Jan 19, 2026
33 Main
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is P4,647
P5,191 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Howard Johnson by Wyndham Lenox
Premium bedding, iron/ironing board, rollaway beds, free WiFi
Brook Farm Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn
Exterior
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (594)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is P8,180
P9,137 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Courtyard by Marriott Lenox Berkshires
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is P8,827
P12,489 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The Red Lion Inn
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.
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Learn more about Housatonic

Head to sights like Housatonic River as you discover the local area in Housatonic.

See all hotels in Housatonic
Gazebo along the Housatonic River, in winter, Glendale, Massachusetts

Top Housatonic Hotel Reviews

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

10/10 Excellent
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
Stephanie 2-night trip
Posted 4 days ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

More cheap stays in Housatonic

Quality Inn

Quality Inn

372 Main Street Great Barrington MA
The price is P4,450 per night from Jan 13 to Jan 14
P4,450
P4,971 total
Jan 13 - Jan 14, 2026
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)

Frequently asked questions

What's the best place to stay in Housatonic?
Granville House is one of the top choices for your stay based on our traveler data. This B&B offers free breakfast and free parking. Two other choices for your visit to the area are The Yankee, Trademark Collection by Wyndham and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Housatonic.
If I need to cancel my hotel reservation in Housatonic, will I receive a refund?
Yes, you'll find most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Housatonic.
What's the best pet-friendly accommodation in Housatonic?
Granville House is a top dog-friendly B&B, and offers concierge services along with free WiFi for its human guests. See more pet-friendly hotel accommodations in Housatonic.
What are some accommodations with pools in Housatonic?
The Yankee, Trademark Collection by Wyndham: Offers a seasonal outdoor pool, an indoor pool, and buffet. Holiday Inn & Suites Pittsfield-Berkshires by IHG and Berkshire Mountain Lodge are a couple of other choices with an onsite pool. View all hotels with pools in Housatonic.
What is staying in Housatonic like?
Visitors are sure to enjoy all that Housatonic has to offer. In Housatonic, there are 18 hotels and other accommodations to choose from. Find out more about Housatonic.
What should I see while I'm in Housatonic?
A favorite place to visit is Housatonic River. You'll also find Norman Rockwell Museum and Berkshire Botanical Garden in the area. Check out what more to see and do in Expedia's Housatonic guide.
What's the seasonal weather like in Housatonic?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Housatonic are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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