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Find Hotels with Hot Tubs in Stockbridge, MA

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Check availability on Stockbridge Hotels with Hot Tubs

Our top choices for Stockbridge hotels with hot tubs

Exterior
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
Sherwood Forest
9.6 out of 10, Exceptional, (10)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
The price is ￥24,794
￥59,849 total
includes taxes & fees
Dec 22 - Dec 23
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (34)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
The price is ￥32,595
￥74,615 total
includes taxes & fees
Dec 21 - Dec 22
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is ￥14,696
￥16,416 total
includes taxes & fees
Dec 21 - Dec 22
The Yankee, Trademark Collection by Wyndham
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is ￥17,580
￥19,637 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (789)
"This place is so peaceful and the staff is always helpful "
United States
Leona
The price is ￥15,274
￥20,519 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Berkshire Mountain Lodge
Exterior
Hampton Terrace Inn

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is ￥34,041
￥38,024 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hampton Terrace Inn
Exterior
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (5)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is ￥21,927
￥43,773 total
includes taxes & fees
Dec 21 - Dec 22
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Exterior
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock
10.0 out of 10, Exceptional, (8)
"We had a wonderful 3 day weekend! Perfect location for families."
United States
Eric B.
The price is ￥21,203
￥42,701 total
includes taxes & fees
Dec 19 - Dec 20
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ￥32,695
￥36,521 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Jiminy Peak Mountain Resort
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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Top Stockbridge Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"A magical, magical New England weekend at The Red Lion Inn. The room was so warm, the bed and pillows were so comfortable and just the right firmness. The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night. Check in was a breeze, staff were warm and welcoming. Highly recommend making reservations at their Tavern or Dining Area. Several small cafes and charming local shops close by for Christmas shopping"
Judith Pauline 1-night trip
Posted 2 days ago
The Red Lion Inn

Frequently asked questions

What's it like to vacation in Stockbridge?
Stockbridge is a romantic, relaxing destination with monuments. You can also enjoy Stockbridge's bars. If you're trying to find an accommodation with a hot tub, you'll definitely find what you need.
What are some favorite hot tub hotels in Stockbridge?
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10 is a farm house with free WiFi.
How many hotels with hot tubs are there in Stockbridge on Expedia?
Expedia has 1 accommodation with a hot tub in Stockbridge.
What is there to see in Stockbridge?
Enjoy Stockbridge and visit Naumkeag Museum, National Shrine of the Divine Mercy, and Norman Rockwell Museum. If you have a little extra time during your trip, you might want to make a stop at Berkshire Botanical Garden and Stockbridge Bowl.
What can I expect from a hotel with a hot tub in Stockbridge?
Excellent question! Stockbridge accommodations featuring hot tubs come in all shapes and sizes, from top-rated resorts to individual apartments and guesthouses. Some properties boast full-service spas with hot tubs, along with other pampering treatments, while others simply have hot tubs onsite. You can even book rooms with hot tubs for the perfect hot tub experience.