Best Resorts in Hampshire County

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Oct 24 - Oct 26
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Nov 14 - Nov 16
In two months
Dec 12 - Dec 14

Resorts in Hampshire County

Outdoor wedding area
Publick House Historic Inn and Country Motor Lodge
Publick House Historic Inn and Country Motor Lodge
2.5 star property
9.0 out of 10, Wonderful, (1541)
"Friendly staff, great restaurants, easy to find, safe, free parking, lots of history here and the grounds are gorgeous! "
$84 nightly
The price is $94
Oct 27 - Oct 28
Total with taxes and fees
Publick House Historic Inn and Country Motor Lodge
Indoor pool
Sturbridge Host Hotel & Conference Center
Sturbridge Host Hotel & Conference Center
3.0 star property
6.4 out of 10, (1007)
"Great Hotel, they are renovating. "
$114 nightly
The price is $128
Nov 2 - Nov 3
Total with taxes and fees
Sturbridge Host Hotel & Conference Center
Lobby
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
2.0 star property
10.0 out of 10, Exceptional, (44)
"Great place and location!"
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Exterior
Bentley Brook the perfect home base for exploring nearby Berkshire County
Bentley Brook the perfect home base for exploring nearby Berkshire County
10.0 out of 10, Exceptional, (1)
Bentley Brook the perfect home base for exploring nearby Berkshire County
Interior
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
8.8 out of 10, Excellent, (11)
"Great place to stay very clean and comfortable."
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Outdoor pool, a heated pool
COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
9.6 out of 10, Exceptional, (17)
"Perfect for a weekend of skiing with the family."
COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
Exterior
Bentley Brook the perfect home base for exploring nearby Berkshire County
Bentley Brook the perfect home base for exploring nearby Berkshire County
Bentley Brook the perfect home base for exploring nearby Berkshire County
Property grounds
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!
10.0 out of 10, Exceptional, (1)
"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Lobby
1 Bd - Vacation Village in the Berkshires
1 Bd - Vacation Village in the Berkshires
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great spot"
1 Bd - Vacation Village in the Berkshires
Indoor pool, outdoor pool
Vacation Village In The Berkshires 5 Star Resort - Suite B
Vacation Village In The Berkshires 5 Star Resort - Suite B
Vacation Village In The Berkshires 5 Star Resort - Suite B
Property grounds
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay and it was nice to be so close to the slopes."
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Dining
Jiminy Premier Ski-In/Ski-Out Resort Bentley B
Jiminy Premier Ski-In/Ski-Out Resort Bentley B
10.0 out of 10, Exceptional, (2)
"Great place to get my 6 year old on the mountain. What a great time !"
Jiminy Premier Ski-In/Ski-Out Resort Bentley B
Property grounds
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
Dining
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
9.6 out of 10, Exceptional, (4)
"Very easy access to the slope and perfect for family with kids"
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Dining
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
10.0 out of 10, Exceptional, (6)
"Great location, clean and perfect for a family! "
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Dining
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
9.6 out of 10, Exceptional, (4)
"Bentley Brook is the ideal location for a young family on a ski trip!"
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Dining
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
10.0 out of 10, Exceptional, (1)
"Great property! Great location. Smooth check-in."
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Dining
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
10.0 out of 10, Exceptional, (3)
"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."
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
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
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Exterior
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
10.0 out of 10, Exceptional, (1)
"Large property with ski-in/ski-out proximity to Jiminy Peak. Units are standard but large, clean, and with helpful amenities for a family vacation (kitchenette in unit, plus nice pool for kids' apres-ski, kids' movies, etc.) We'll be back."
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"Clean room "
Deborah 2-night trip
Posted 11 hours ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Hampshire County

Resorts and More in Hampshire County

Expedia can help you find resorts and other lodging options that provide similar services and comforts. If you're having trouble finding a resort in Hampshire County that meets your needs, try using the search page filters to look for 4- and 5-star hotels, or search for properties that offer amenities like pools or all-inclusive options. We make it simple to book great accommodations so you can focus on creating your trip itinerary.


What Can I Do in Hampshire County?


If you're interested in popular sights, Volleyball Hall of Fame, Naismith Memorial Basketball Hall of Fame, and MassMutual Center are top places to visit nearby. Additional attractions in the area include Smith College Botanic Garden and MGM Springfield.


Travelers also like Hampshire County for its:

  • Flowers
  • University life
  • Art
  • Coffee
  • Forests

When Should I Visit Hampshire County?


Here's a summary of the typical weather to help with deciding vacation dates:


  • The hottest months are typically July and August, while January and February are the coldest months
  • January-March: Daytime temperatures average 52° F and nighttime temperatures average 18° F
  • April-June: 81° F is the daytime average and 35° F is the nighttime average
  • July-September: Daytime averages are around 83° F and nighttime averages are around 48° F
  • October-December: The average temperatures are 67° F during the day and 21° F at night
  • Average rainfall is 44.68 inches in a year

How to Get to Hampshire County and Around the Area



Hampshire County Transportation
NameTypeDistance
Westfield, MA (BAF-Barnes Municipal)Airport11.3 mi (18.1 km)
Hartford, CT (BDL-Bradley Intl.)Airport27.2 mi (43.8 km)

Hampshire County Resorts information

Number of reviews
2,637
Accommodation
35 Resorts
Lowest Price
$94
Highest Price
$128

Frequently asked questions

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How can I find cheap resorts in Hampshire County?
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