A red barn with a metal roof, surrounded by a snow-covered landscape and a wooden fence.

Resorts in Hampshire County

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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Hampshire County resorts

Outdoor wedding area

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge
2.5 star property
Sturbridge
9.0 out of 10, Wonderful, (1,672 reviews)
"Had a lovely stay."
United States
Steven
The price is AED 267
AED 298 total
includes taxes & fees
7 Jul - 8 Jul
Publick House Historic Inn and Country Motor Lodge
Indoor pool

Sturbridge Host Hotel & Conference Center

Sturbridge Host Hotel & Conference Center
3.0 star property
Sturbridge
6.4 out of 10, (1,000 reviews)
"Gentleman working at the front desk was very helpful and welcoming. "
United States
Greg
The price is AED 389
AED 435 total
includes taxes & fees
8 Jul - 9 Jul
Sturbridge Host Hotel & Conference Center
View from property

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
2.0 star property
South Lee
Holiday Inn Club Vacations Oak 'n Spruce Resort
Exterior

COZY CABIN IN BERKSHIRES RESORT.

COZY CABIN IN BERKSHIRES RESORT.
Hancock
9.8 out of 10, Exceptional, (21 reviews)
"Great location on the mountain. Perfect for families. We look forward to staying here again whenever we ski at Jiminy."
United States
Jason C.
COZY CABIN IN BERKSHIRES RESORT.
Dining

In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Hancock
9.2 out of 10, Wonderful, (17 reviews)
"great spot and host!"
United States
Jason G.
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Interior

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Pittsfield
10.0 out of 10, Exceptional, (1 review)
"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"
United States
Christine B.
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Pool

1 Bd - Vacation Village in the Berkshires

1 Bd - Vacation Village in the Berkshires
Hancock
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed staying at this clean, quiet, and comfy property. Close to so many beautiful spots! Only minutes to both New York and Vermont!"
United States
Erin T.
1 Bd - Vacation Village in the Berkshires
Dining

Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort

Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Hancock
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Dining

Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base

Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Hancock
10.0 out of 10, Exceptional, (3 reviews)
"This property is great for skiing, especially with kids. There is a nice pool and little movie theater thats prefect for after a day on the slopes."
United States
Erica M.
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Dining

Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"Great location, clean and perfect for a family! "
United States
Allison A.
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Dining

Bentley Brook: Ultimate Ski-In Ski-Out -Crazy

Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Hancock
9.6 out of 10, Exceptional, (4 reviews)
"Very easy access to the slope and perfect for family with kids"
United States
Jung Y.
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Dining

Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss

Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Hancock
10.0 out of 10, Exceptional, (1 review)
"Walked out of the building, straight into my kids skiing lessons, very convenient."
United States
Edson S.
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Dining

Hot SKI-in SKI-out Rentals Bentley Brook Resort!

Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Hancock
10.0 out of 10, Exceptional, (1 review)
"Great property! Great location. Smooth check-in."
United States
erica l.
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Dining

Jiminy Premier Ski-In/Ski-Out Resort Bentley B

Jiminy Premier Ski-In/Ski-Out Resort Bentley B
Hancock
10.0 out of 10, Exceptional, (2 reviews)
"Great place to get my 6 year old on the mountain. What a great time !"
United States
Robert K.
Jiminy Premier Ski-In/Ski-Out Resort Bentley B
Dining

Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury

Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
hancock
10.0 out of 10, Exceptional, (2 reviews)
"This condo was perfect for our family. We had lots of space and we were right on the base of Jiminy peak. I would definitely stay again."
United States
Leanne W.
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Dining

Pres Week- Bentley Brook Resort - Your Peak Winter Escape

Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Hancock
9.6 out of 10, Exceptional, (4 reviews)
"Bentley Brook is the ideal location for a young family on a ski trip!"
United States
Jordana A.
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Dining

Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"

Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
Hancock
Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
Interior

Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.

Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
Hancock
Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
Exterior

Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA

Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
Lee
Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
Exterior

Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA

Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
Lee
Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA
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 Hampshire County Hotel Reviews

Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

10/10 Excellent
"Perfect spot right in Enfield, close enough to the speedway for Formula Drift, and every option of food really close by. Target being right around the corner to do some shopping."
Cody 3-night trip
Posted 2 hours ago
Motel 6 Enfield, CT - Hartford

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