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Our top choices for Cherry Plain apartments

1. 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, (6 reviews)
"Loved this spot. Beautiful view of the mountain. Beyond easy checkin and check out process. Everything you need is on the mountain - we didnt have to leave all weekend. Highly recommend! "
United States
Maura D.
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

2. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Hancock
9.4 out of 10, Exceptional, (19 reviews)
"It's super well located, with a view of the hills from the picture window. Everything is comfortable, everything worked, and host's communication was excellent. Highly recommended."
United States
David
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

3. 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, (14 reviews)
"Staying right in the mountain was ideal. The condo was perfect. "
United States
patricia f.
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

4. Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (5 reviews)
"A beautiful property with a very communicative host. Check in was easy, and we enjoyed our stay. Would definitely recommend this property and host!"
United States
Nicole O.
The price is CA $101
CA $277 total
includes taxes & fees
Nov 12 - Nov 13
Berkshires Apartment at the Stephentown Hotel

5. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

6. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"The apartment itself is very clean and perfect for what we needed - a quick 2 night stay. The pool, hot tub and Jiminy Peak right there was great. Howie, the owner, was excellent with communication. Not his fault, the Country Inn itself is a bit outdated yet front desk assistants were so nice and friendly."
United States
Ann
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

7. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Hancock
9.6 out of 10, Exceptional, (33 reviews)
"The suite was a great. Comfortable, clean and decorated very nicely. Bed was very comfortable with nice linens and pillows. "
United States
Eileen O.
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

8. Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (2 reviews)
"Great place, everything was so easy!!"
United States
Dana
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

9. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views
Hancock
8.0 out of 10, Very good, (1 review)
"I chose this place at the very last minute. It was all that I expected and wanted and more: two bedrooms with three beds, a comfortable living space, two full bathrooms, kitchen with all the basic necessities, TV in each bedroom and in the living room, a dining table and chairs, an outside porch with table, a big open space, and grill, easy parking and access, quiet, .and access to two pools. The place was well tended: clean, with towels and extras blankets ready. Howard, the owner, checked on...
United States
Cecilia S.
The price is CA $179
CA $388 total
includes taxes & fees
Nov 12 - Nov 13
Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

10. Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock
9.6 out of 10, Exceptional, (35 reviews)
"We really enjoyed our stay it was a very nice place for a family."
United States
Shmaya G.
The price is CA $206
CA $420 total
includes taxes & fees
Nov 12 - Nov 13
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

11. Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Hancock
9.8 out of 10, Exceptional, (22 reviews)
"Great location! "
United States
shannon m.
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

12. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Stephentown
8.4 out of 10, Very good, (12 reviews)
"Great location and property. thank you"
United States
Christine P.
The price is CA $140
CA $339 total
includes taxes & fees
Nov 12 - Nov 13
2 Bed Berkshire Apt minutes to Jiminy Peak Ski

13. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (21 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is CA $195
CA $394 total
includes taxes & fees
Nov 15 - Nov 16
New Studio In Town, By the Water

14. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
8.0 out of 10, Very good, (2 reviews)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
The price is CA $121
CA $274 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

15. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Hancock
9.8 out of 10, Exceptional, (25 reviews)
"We stayed here twice this season and it was wonderful. The unit was clean, conveniently located and was fully equipped with all the essentials, making our stay comfortable and seamless from start to finish. We will definitely be back!"
United States
Kristina L.
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

16. Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby
Hancock
9.8 out of 10, Exceptional, (6 reviews)
"Great location on mountain and great communication by unit owner."
United States
Marc F.
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

17. Ski On/Off Winter Mountain Suite Jiminy Peak-- Sleeps4- Home Away From Home

Ski On/Off Winter Mountain Suite Jiminy Peak-- Sleeps4- Home Away From Home
Hancock
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Thank you for being a great host. "
United States
Rony N.
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Ski On/Off Winter Mountain Suite Jiminy Peak-- Sleeps4- Home Away From Home

18. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Hancock
9.4 out of 10, Exceptional, (6 reviews)
"Convenience to slopes and restaurants really great….,had a nice stay"
United States
Thomas S.
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

19. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Hancock
9.8 out of 10, Exceptional, (9 reviews)
"A great, comfy suite! We had a great stay! "
United States
Wendy D.
The price is CA $137
CA $300 total
includes taxes & fees
Nov 12 - Nov 13
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

20. 2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.2 out of 10, Wonderful, (23 reviews)
"Perfect check in process, spotlessly clean, gorgeous property, and I wish I had had enough time to relax by the water. Best experience I've had, and I will definitely stay there again."
United States
Andrea
The price is CA $195
CA $412 total
includes taxes & fees
Nov 15 - Nov 16
2-Bdr Apt In Town, By the Water
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.

Top reviews in Cherry Plain

Frequently Asked Questions

What's it like to stay at an apartment in Cherry Plain?

You might have as many choices centrally in Cherry Plain, but Expedia can help you find lodging accommodations within the larger area similar to apartments. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can even filter by similar properties such as condos, vacation homes, or cottages.

Are you thinking about apartments over traditional hotel rooms?

An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home.

What's the top apartment I should consider for a stay in Cherry Plain?

Listed below are some of the favorite apartments in the area: FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!: Located in Pownal, 13.2 mi/21.2 km from the heart of Cherry Plain. Includes a private pool, free WiFi, and private patios. Onsite laundry facilities and an outdoor pool are on site. Downtown | Waterfront | Walk to Shops: Located 9.6 mi/15.5 km away in Williamstown. Free WiFi, private balconies, and sofa beds are included. A fitness center and onsite laundry facilities are on site. `The Hideaway` Modern Apartment w/Sauna and Grill: Located in Troy, 18.1 mi/29.1 km away. Includes free WiFi and Smart TVs. Onsite laundry facilities and a sauna are on site. Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly: Located 18.1 mi/29.1 km away in Troy. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. New Studio In Town, By the Water: Located in Williamstown, 9.6 mi/15.5 km from Cherry Plain. Includes free WiFi, private balconies, and sofa beds. Access to onsite laundry facilities is available on site.

What can I expect from the weather in Cherry Plain?

Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Cherry Plain. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Cherry Plain are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

What should I see in Cherry Plain?

While exploring the area, visit family-friendly sights like Berkshire Museum, or get outside and enjoy nature at Brodie Mountain. Williamstown Theatre Festival and Jiminy Peak Mountain Resort are a couple of places you'll find in the larger area.

What's the best way to get to and around Cherry Plain?

Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 14.6 mi (23.5 km) away from the city center. Otherwise, you can search for flights to Albany Intl. Airport (ALB), which is 24.2 mi (39 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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