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Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"Property was beautiful, great staff "
The price is HK$1,314
HK$1,519 total
includes taxes & fees
26 Nov - 27 Nov
Vacation Village in the Berkshires
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Snow and ski sports

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

9.8 out of 10, Exceptional, (10)
"Very nice condo "
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

10.0 out of 10, Exceptional, (9)
"Love the ski in and out of this property. Family enjoyed staying here, highly recommended."
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Fridge, microwave, oven, stovetop

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2

10.0 out of 10, Exceptional, (27)
"The property is located at the base of Jiminy Peak. A good location for outdoor activities. Lots of things to do within a 30-minute drive. The condo was spacious and very clean. Whatever we needed, it was there. The owner was very accommodating."
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Beach

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

10.0 out of 10, Exceptional, (36)
"This was a perfect home base for our family vacation in the Berkshires. Centrally located, clean, had everything we needed, and the pool access was a huge plus with the kids! "
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
Exterior

Ski-In/Ski-Out at Jiminy Peak in the Country Inn

9.4 out of 10, Exceptional, (17)
"We had a great time here. I just didn’t realize there was no oven and the stove top only had 2 burners. My bad as I didn’t read close enough. Still had a blast there."
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
Berkshires Getaway < 1 Mi Skiing & Hiking!
Fridge, microwave, stovetop, dishwasher

Berkshires Getaway < 1 Mi Skiing & Hiking!

10.0 out of 10, Exceptional, (10)
"Beautiful spot, great location right at the mountain! We had such a great time here!"
Berkshires Getaway < 1 Mi Skiing & Hiking!
UNIQUE - 1BR Country Condo @ Jiminy Peak
Exterior

UNIQUE - 1BR Country Condo @ Jiminy Peak

9.8 out of 10, Exceptional, (10)
"Friendly respnsive owner. Nice suite. Was very good for my wife, my son and I. Resort is big skiing location. Was somewhat quiet in the summer though "
UNIQUE - 1BR Country Condo @ Jiminy Peak
Ski In & Ski Out - Deluxe 1 Bedroom Condo
Exterior

Ski In & Ski Out - Deluxe 1 Bedroom Condo

10.0 out of 10, Exceptional, (6)
"We love Jiminy Peak and having a week at a ski-in, ski-out unit was fantastic. We skied back for lunch and skied back out for the afternoon; skied in for a quick dinner and the boys skied back out for night skiing. Terrific location! Kitchen was clean and serviceable (no oven but two burners, sink, dishwasher, microwave, and toaster) and beds were good. Everything was easy... check in, check out, so smooth. A great time was had by all!!!!"
Ski In & Ski Out - Deluxe 1 Bedroom Condo
Ski on ski off 1 Br loft condo in the village center with private gated parking
Fridge, microwave, oven, stovetop

Ski on ski off 1 Br loft condo in the village center with private gated parking

10.0 out of 10, Exceptional, (13)
"My friends and I were looking for a close escape from Albany, NY. When we entered the condo we immediately felt a sense of ease and once the wood burning fire was started we were in heaven. The condo is in the perfect location within the JP Village. We were able to walk to the Country Store, Bars and Restaurants. What was PERFECT was the close proximity to the lifts; right out the door. We could ski on, ski off and take breaks without dealing with the crowds in the food halls. The condo itself...
Ski on ski off 1 Br loft condo in the village center with private gated parking
Perfect for Winter Skiing!!
Fridge, microwave, oven, stovetop

Perfect for Winter Skiing!!

Perfect for Winter Skiing!!
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

8.0 out of 10, Very good, (1)
"Andrew was great and very communicative about some issues the property was having due to a burst pipe leak. He was super responsive."
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES
Indoor pool, outdoor pool

IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES

10.0 out of 10, Exceptional, (3)
"Our family all met at Jiminy Peak and stayed in this wonderful condo. It was as exactly as advertised, a true ski in & ski out at the base of the mountain. Check in was easy and we were very happy with this beautiful, clean and convenient condo. We had someone sleeping on the pull out couch, finding the sheets was very easy and he said it was comfortable!!! We had a great weekend and plan to stay here again next year!!!"
IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

10.0 out of 10, Exceptional, (4)
"The room and location were great! The owner was extremely helpful and responsive. We had a great time!"
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

8.6 out of 10, Excellent, (4)
"Ski trip"
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Cozy Condo with resort amenities
Indoor pool, outdoor pool

Cozy Condo with resort amenities

Cozy Condo with resort amenities
Cozy Condo, walk to town, private and bright
Interior

Cozy Condo, walk to town, private and bright

Cozy Condo, walk to town, private and bright
Condo with Resort Amenities in Lenox
Indoor pool, outdoor pool

Condo with Resort Amenities in Lenox

Condo with Resort Amenities in Lenox
1 Bedroom Deluxe Condo, Sleeps 6, Skiing at Jiminy Peak Mountain, Bentley Brook!
Exterior

1 Bedroom Deluxe Condo, Sleeps 6, Skiing at Jiminy Peak Mountain, Bentley Brook!

1 Bedroom Deluxe Condo, Sleeps 6, Skiing at Jiminy Peak Mountain, Bentley Brook!
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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Other property types in Cheshire

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"Property was beautiful, great staff "
The price is HK$1,314
HK$1,519 total
includes taxes & fees
26 Nov - 27 Nov
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is HK$1,160
HK$1,272 total
includes taxes & fees
25 Nov - 26 Nov
Jiminy Peak Mountain Resort
Pristine Home In Becket Woods
Fridge, microwave, oven, stovetop

Pristine Home In Becket Woods

10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

How much do condos in Cheshire cost?
Prepare to pay from HK$1,314 to HK$1,314 per night for condos in Cheshire. Whatever your budget, you’ll find the perfect stay on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Cheshire?
Cheshire has 28 condos. To help you book the perfect stay, take advantage of our filters to search for the amenities or perks you need.
Are there any family-friendly condos in Cheshire?
Take the crew to Holiday Village In The Berkshires and make your stay in Cheshire a relaxing one. This family-friendly condo has a 3-star rating and conveniences including a terrace and a swimming pool. Picked up the keys to your condo and got first dibs on the best bed? It’s time for your Cheshire adventures to start! Attractions including St Mary’s of the Assumption Church are perfect for families.
Why book your condo in Cheshire with Expedia?
Booking a condo in Cheshire is as simple as clicking on your travel dates and choosing a place that checks your boxes. Want something inexpensive or upscale, or a stay that also includes free WiFi? Use Expedia’s search filters to further narrow your search results and find your ideal match.
How can I find cheap condos in Cheshire?
Expedia can help you narrow down your search for cheap condos in Cheshire. To discover the perfect stay in a few quick clicks, simply use our handy filter tool to refine your search by amenities, budget and star rating.
What is there to do in Cheshire near my condo?
Once you’ve unpacked your suitcases, get out and discover the incredible things Cheshire has to offer. St Mary’s of the Assumption Church is a popular attraction to add to your itinerary.