Best Resorts in Plainfield

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Compare 21 Resorts in Plainfield with updated reviews, rates, and availability.

Ski resort, Wydham Bently Brook in Berkshire mountains, MA
Ski resort, Wydham Bently Brook in Berkshire mountains, MA
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
10.0 out of 10, Exceptional, (2)
"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
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
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Luxury one bedroom and one bathroom unit with full amenities
Luxury one bedroom and one bathroom unit with full amenities
Luxury one bedroom and one bathroom unit with full amenities
Luxury one bedroom and one bathroom unit with full amenities
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
8.4 out of 10, Very Good, (5)
"Great time at jiminy! This unit was super clean and super convenient to everything at jiminy including the lodge and lifts! Thank you for the speedy communication! Appreciate it! We’ll be back next year! Thanks!"
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Cozy Cabin on resort property in Cultural Berkshires. Pets are welcome!
9.8 out of 10, Exceptional, (13)
"Very nice stay"
Cozy Cabin on resort property in Cultural Berkshires. Pets are welcome!
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!
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
10.0 out of 10, Exceptional, (2)
"The property manager was great and very communicative. The hotel is the perfect place to stay if skiing at Jiminy peak. Ski school right outside, pool and arcade room for the children."
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Vacation Village In The Berkshires 5 Star Resort - Suite B
Vacation Village In The Berkshires 5 Star Resort - Suite B
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
10.0 out of 10, Exceptional, (2)
"Jimney is always a great time"
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
10.0 out of 10, Exceptional, (1)
"Great location and overall wonderful stay at Jiminy Peak!"
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
10.0 out of 10, Exceptional, (1)
"Great place to get my 6 year old on the mountain. What a great time !"
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
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
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Bentley Brook at Jiminy Peak ^ Studio
Bentley Brook at Jiminy Peak ^ Studio
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
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
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.
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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.

Other property types in Plainfield

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (860)
"This is a sweet property. I visited in the summer. The dining options were great. The country store is awesome. I love how the rooms are suites. They feel like small apartments. I like that they have kitchens. The bed was comfortable. The ac is loud but at least it works well and it drowns out other noises. I needed a late check out and they were very cool about it. They let me hang out at the pool and then shower at the spa because I was like of stuck there several hours after check out time....
The price is $153
$168 total
includes taxes & fees
Jun 24 - Jun 25
Jiminy Peak Mountain Resort
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (8)
"I really loved my stay at this beautiful property surrounded by nature and peacefulness in the Berkshire mountains. The owners were great too with communication and making things easy for check in and check out. Highly recommend this place!"
Pristine Home In Becket Woods
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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.

Plainfield Resorts information

Number of reviews
28
Accommodation
21 Resorts
Lowest Price
Highest Price

Frequently asked questions

What is Plainfield like for a resort vacation?
You deserve a break, and a resort is just the place to pamper yourself with the amenities and services you need for a relaxing time in Plainfield. One of the comfortable resorts in the area might be just what you’re looking for, whether you’re hoping for an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What's the best resort for my stay in Plainfield?
Our highest-rated resorts around Plainfield: Ski resort, Wydham Bently Brook in Berkshire mountains, MA - Family-friendly resort. 19.2 mi (30.9 km) from Plainfield. Features a sauna, a fitness center, and a garden. Cozy Cabin on resort property in Cultural Berkshire. Pets are welcome! - Ski resort. 19.3 mi (31.1 km) from Plainfield. Enjoy the ski-in/ski-out access, fitness center, and beach sun loungers. Bentley Brook Resort: Premier Retreat at Jiminy Peak’s Base - 19.2 mi (30.9 km) from Plainfield. Amenities include a fitness center and a spa tub.
What can I do in Plainfield?
If you’re interested in local sights, Swift River, Berkshire East Ski Resort, and Zoar Outdoor/Deerfield Valley Canopy Tours are some places to visit nearby. In the area, other attractions include Mohawk Trail State Forest and Savoy Mountain State Forest.
What's the weather like in Plainfield?
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 Plainfield are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.
What's the best way to get to and around Plainfield?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 20.1 mi (32.4 km) from the city center. Otherwise, you can search for flights to Westfield, MA (BAF-Barnes Municipal), which is 26 mi (41.9 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.

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