A wooden church with a bell tower surrounded by autumn trees.

Hotels with connecting rooms in The Catskills, New York

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Check availability on The Catskills Hotels with connecting rooms

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for The Catskills hotels with connecting rooms

A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.

1. Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (297 reviews)
"I had a wonderful stay at Shadowcrest! The aesthetic was incredibly nice and cozy, making it the perfect place to relax. The host was also super kind and helpful throughout my visit. I highly recommend staying here!"
United States
Andres
The price is P8,322
P9,155 total
includes taxes & fees
Nov 9 - Nov 10
Shadowcrest
A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

2. Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (702 reviews)
"Great stay; clean room; close to food options"
United States
Andreas
The price is P7,449
P8,417 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Monticello
A cozy dining area with wooden walls, large windows, and a central wood-burning stove. Tables are set with glasses and cutlery.

3. Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
9.4 out of 10, Exceptional, (62 reviews)
"Outstanding, beautifully designed boutique hotel with great amenities. "
United States
Benedict
The price is P14,696
P19,446 total
includes taxes & fees
Dec 9 - Dec 10
Eastwind Oliverea Valley
A cabin surrounded by a natural forest setting with a fire pit and picnic table.

4. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Roscoe
9.4 out of 10, Exceptional, (218 reviews)
"Staff was on call and had a great attitude also help with fire during night time !! Room was clean and cozy will do it 1,0000 times"
United States
Tyrese
The price is P8,007
P11,582 total
includes taxes & fees
Dec 7 - Dec 8
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
A large two-story house with a snow-covered roof and a front porch.

5. Meadowood Inn

Meadowood Inn
3.0 star property
Arkville
9.6 out of 10, Exceptional, (306 reviews)
"Delicious breakfast and host was very knowledgeable about local things to do"
United States
Catherine
The price is P7,697
P10,042 total
includes taxes & fees
Nov 22 - Nov 23
Meadowood Inn
A restaurant interior with wooden walls, a bar area, and a ceiling with intricate patterns.

6. Blue Hill Lodge

Blue Hill Lodge
3.0 star property
Claryville
9.0 out of 10, Wonderful, (519 reviews)
"Mountain setting was lovely. The brewery on site was delicious"
United States
Cynthia
The price is P7,565
P8,473 total
includes taxes & fees
Nov 10 - Nov 11
Blue Hill Lodge
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

7. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,011 reviews)
"Always a nice stay."
United States
Marina
The price is P8,521
P10,564 total
includes taxes & fees
Nov 18 - Nov 19
Hunter Lodge, a Bluebird by Lark
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

8. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (321 reviews)
"The special game room in the back yard that is screened is excellent 👌."
United States
Stephen
The price is P9,142
P10,239 total
includes taxes & fees
Nov 9 - Nov 10
Starlite Motel
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

9. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.4 out of 10, Exceptional, (68 reviews)
"It was such an amazing stay! Staff was great, very kind, and accommodating. Everything was so clean! The bathrooms were very spacious and clean. Our stay was wonderful! We will definitely be booking again next year!"
United States
Cindy
The price is P9,848
P11,030 total
includes taxes & fees
Nov 9 - Nov 10
The Graham & Co.
A dining area with a stone fireplace, wooden beams, and large windows.

10. Phoenicia Lodge

Phoenicia Lodge
2.0 star property
Phoenicia
9.0 out of 10, Wonderful, (73 reviews)
"friendly atmosphere, great area, cabin experience."
United States
Thomas
The price is P9,438
P10,571 total
includes taxes & fees
Nov 9 - Nov 10
Phoenicia Lodge
A modern hotel with a prominent glass facade and a distinctive logo on the building.

11. Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,297 reviews)
"Great place to stay"
United States
Lagarian
The price is P10,724
P13,695 total
includes taxes & fees
Nov 9 - Nov 10
Resorts World Catskills Casino
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

12. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.0 out of 10, Wonderful, (117 reviews)
"Lovely setting, room was clean and comfortable. We ate dinner and breakfast at the hotel restaurant and enjoyed both meals."
United States
Kathleen
The price is P11,286
P12,640 total
includes taxes & fees
Nov 9 - Nov 10
Emerson Resort & Spa
A buffet with various food items, including omelets and baked goods, served in metal containers.

13. Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
Lake Katrine
9.4 out of 10, Exceptional, (1,004 reviews)
"The room was clean and spacious. The bathroom was suitable for elderly guests such as my mother. The buffet breakfast was excellent too"
United States
Timothy
The price is P6,935
P7,768 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Kingston-Ulster by IHG
A log cabin with a deck, outdoor seating, and a view of a forest.

14. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (908 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is P7,093
P8,750 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Vienna
A modern living room with two sofas, a glass coffee table, and a painting of a horse.

15. Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1,005 reviews)
"Very nice hotel"
United States
Christine
The price is P6,602
P7,461 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Monticello
A lobby with a stone fireplace, patterned armchairs, and a large rug.

16. Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,005 reviews)
"The staff were remarkably kind, the room was beautiful and the breakfast was outstanding. When in the area again, we will be staying."
United States
Jennifer
The price is P8,220
P9,206 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn by Hilton New Paltz
A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.

17. The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
3.5 star property
Eldred
9.8 out of 10, Exceptional, (181 reviews)
"Beautiful property, kind staff and space to explore."
United States
Alison
The price is P21,042
P24,723 total
includes taxes & fees
Nov 9 - Nov 10
The Bradstan Boutique Hotel
A sign for Octagon Acres Inn with a date of establishment 2025, offering free wifi and air conditioning.

18. Inn at Octagon Acres

Inn at Octagon Acres
3.0 star property
Hamden
10.0 out of 10, Exceptional, (11 reviews)
"Rooms are great, owners are great,repeat guest."
United States
Elizabeth
The price is P10,696
P11,766 total
includes taxes & fees
Nov 11 - Nov 12
Inn at Octagon Acres
A motel with a covered porch, outdoor seating, and flower planters.

19. Upper Delaware Inn

Upper Delaware Inn
2.5 star property
Hancock
9.8 out of 10, Exceptional, (282 reviews)
"Wonderful place to stay, quiet very peaceful and clean"
United States
William
The price is P7,660
P8,426 total
includes taxes & fees
Nov 9 - Nov 10
Upper Delaware Inn
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

20. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (340 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is P9,583
P13,074 total
includes taxes & fees
Dec 7 - Dec 8
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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 The Catskills Hotel Reviews

Frequently asked questions

How much do hotels with connecting rooms in The Catskills cost?
The price range for hotels with connecting rooms in The Catskills is P8,049 to P19,446 per night. No matter your budget, you're sure to find a place that fits the bill — as well as your entire family! 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.
What are the best hotels with connecting rooms in The Catskills?
The Catskills has multiple hotels with connecting rooms, with a total average guest review rating of 9.2. Organizing a trip to Poughkeepsie? Snag a room at Homewood Suites by Hilton Poughkeepsie, a popular 3-star option with a barbecue grill and a swimming pool. Another highly recommended pick with connecting rooms is Courtyard by Marriott Poughkeepsie. It has a 3-star rating and conveniences such as a cafe and a terrace.
How many hotels with adjoining rooms are there in The Catskills?
The Catskills has 8 hotels with adjoining rooms to choose from. Enter your dates and destination and book your perfect stay today.
Are there any family-friendly hotels with connecting rooms in The Catskills?
You'll discover some excellent family-friendly hotels with connecting rooms in The Catskills. If you're vacationing in Poughkeepsie, look up Courtyard by Marriott Poughkeepsie. With connecting rooms and useful amenities like laundry facilities and WiFi, your team will enjoy chilling out at this 3-star stay. Hampton Inn & Suites Poughkeepsie is another family favorite in Poughkeepsie. This 2.5-star option includes complimentary breakfast, pillow top mattresses and connecting rooms. Once you've unpacked your bags, it's time to discover the best of Poughkeepsie. Enjoy memorable moments together at family-friendly attractions like Vanderbilt Mansion National Historic Site and Locust Grove.
Why book your hotel with connecting rooms in The Catskills with Expedia?
Expedia makes it a cinch to find your ideal hotel with connecting rooms in The Catskills. Vacationing with the family? Use our filters to search for stays with perks like a pool. If you're sticking to a budget, click on how much you'd like to spend and your preferred hotel star rating. We'll help you find the perfect pad whatever your bank balance or plans.
How can I find cheap hotels with connecting rooms in The Catskills?
Expedia can help you easily source cheap hotels with connecting rooms in The Catskills. To book your special stay in just a few keystrokes, simply use the filter tool to tailor your search results by budget, amenities and star rating.
What is there to do in The Catskills near my hotel with connecting rooms?
Whether you're headed north, south, east or west in The Catskills, you'll find tons of fun things to explore here. Planning a few nights in Hudson River Valley? Franklin D. Roosevelt State Park is a much-loved attraction to include in your itinerary.

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