Book Hotels in Cherry Plain, NY

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Top Cherry Plain hotels

Huttopia Berkshires

Huttopia Berkshires

1 out of 5
312 Kittle Rd Williamstown MA
$191 nightly
The price is $214 total per night from Jan 18 to Jan 19
$214 total
Jan 18 - Jan 19
Total with taxes and fees
An outdoor pool is featured at this campground, along with free self parking. WiFi in public areas is free. A picnic area is also provided.
Friendly and very accomodating staffs, They go extra mile in everything they do. Just want to mention the staffs Who helped is with our trashes even if they dont have to, They still helped us. The views in huttopia berkshire is so beautful and breath taking. Bery clean and safe surroundings with ...

Reviewed on Oct 13, 2025

Opens in a new windowHuttopia Berkshires
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $208 total per night from Jan 25 to Jan 26
$208 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference ...
General ambience is lovely.

Reviewed on Jan 8, 2026

Opens in a new windowThe Williams Inn
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Jan 25 to Jan 26
$103 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool ...
Clean, very nice bed and linens, pool, jacuzzi, in room fireplace. Balcony right outside of living room. The breakfast was ok, they offered a lot but not top quality. The waffles were very good and the bacon. Overall excellent stay. Conveniently located to everything.

Reviewed on Jan 13, 2026

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $145 total per night from Feb 1 to Feb 2
$145 total
Feb 1 - Feb 2
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, ...
Very comfortable and very close to ski slope and restaurants

Reviewed on Jan 10, 2026

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $101 total per night from Jan 20 to Jan 21
$101 total
Jan 20 - Jan 21
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
Great food, nice room, nice staff.

Reviewed on Jan 14, 2026

Opens in a new windowBerkshires Untold
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $141 total per night from Jan 19 to Jan 20
$141 total
Jan 19 - Jan 20
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks ...
The amount of space and super comfortable bed was such a pleasure!

Reviewed on Jan 13, 2026

Opens in a new windowVacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
$125 nightly
The price is $140 total per night from Feb 2 to Feb 3
$140 total
Feb 2 - Feb 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express ...
Staff were good and the room was clean. Bed is comfortable and room is fairly large. Couch is uncomfortable for prolonged sitting. Not having a cafe/restaurant open Tuesdays and Wednesdays or any breakfast bar is a bit inconvenient but there are other local options. Site location makes for some traffic ...

Reviewed on Jan 8, 2026

Opens in a new windowHotel Downstreet, an Ascend Collection Hotel
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 out of 5
99 Miller Rd Castleton-on-Hudson NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Jan 25 to Jan 26
$103 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet ...
All around great hotel

Reviewed on Jan 11, 2026

Opens in a new windowComfort Inn & Suites East Greenbush - Albany
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
$98 nightly
The price is $109 total per night from Jan 23 to Jan 24
$109 total
Jan 23 - Jan 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Staff was very courteous and rooms clean.

Reviewed on Jan 12, 2026

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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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.

Frequently asked questions

Where can I find cheap hotels in Cherry Plain?
At Travelocity you'll find really nice hotels in Cherry Plain at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Cherry Plain rather than in Cherry Plain. We may find you even better rates, too.
How do I find the best Cherry Plain hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Cherry Plain then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Cherry Plain?
The cheapest hotel in Cherry Plain is $101. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Cherry Plain?
There are 654 hotels in Cherry Plain on Travelocity.
What are the best hotels in Cherry Plain?
Cherry Plain has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Cherry Plain for you!
When is the best time to visit Cherry Plain?
If you want the joy of a fun-filled trip in peak season, visit Cherry Plain during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Cherry Plain?
Based on historic data is usually the cheapest month to visit Cherry Plain. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Cherry Plain?
There are multiple hotels in Cherry Plain that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Cherry Plain. We have plenty of kid-friendly hotels in Cherry Plain to choose from on Travelocity!
Why book a hotel in Cherry Plain through Travelocity?
Because we have the top hotels in Cherry Plain! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Cherry Plain on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Cherry Plain hotel reviews by fellow wanderers