Photo by Brian Beard

Hotels with connecting rooms in The Catskills

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on The Catskills Hotels with connecting rooms

Our top choices for The Catskills hotels with connecting rooms

Property grounds
Resorts World Catskills Casino

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1109)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
Bar (on property)
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very good, (1001)
"Courteous staff, clean and well outfitted rooms, nice breakfast buffet. "
United States
Kaye
The price is S$154
includes taxes & fees
17 Dec - 18 Dec
DoubleTree by Hilton Poughkeepsie Convention Center
Restaurant
Urban Cowboy Lodge

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.2 out of 10, Wonderful, (188)
" Didn’t get the room shown on Expedia website so we were disappointed in that. Overall nice place and really enjoyed our stay. "
United States
Stuart
The price is S$187
includes taxes & fees
4 Jan - 5 Jan, 2026
Urban Cowboy Lodge
Exterior
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
Saugerties
8.8 out of 10, Excellent, (690)
"Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel"
United States
Gideon
The price is S$181
includes taxes & fees
11 Jan - 12 Jan, 2026
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Reception
Hampton Inn Kingston

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1001)
"Everything was amazing! The room was great and the staff is superb!"
United States
Danielle
The price is S$161
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Kingston
Exterior
Hotel Vienna

Hotel Vienna

Hotel Vienna
2.5 star property
Windham
9.4 out of 10, Exceptional, (718)
"Great place to stay with family room it's very clear 👌"
United States
jaisson
Hotel Vienna
Lobby sitting area
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (823)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is S$249
includes taxes & fees
4 Jan - 5 Jan, 2026
Hunter Lodge, a Bluebird by Lark
Waterslide
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very good, (1858)
"Friendly staff , clean , beautiful design in the hotel and decor . "
United States
Lusvianca
The price is S$315
includes taxes & fees
18 Dec - 19 Dec
The Kartrite Resort & Indoor Waterpark
Exterior
Mirbeau Inn & Spa

Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck
9.6 out of 10, Exceptional, (307)
"The inn was lovely with attentive staff!"
United States
Karen
The price is S$674
includes taxes & fees
12 Jan - 13 Jan, 2026
Mirbeau Inn & Spa
Free daily buffet breakfast
Best Western Monticello

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1001)
"Awesome place to stay"
Canada
Mitchell
The price is S$135
includes taxes & fees
21 Dec - 22 Dec
Best Western Monticello
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.
View all properties

Top The Catskills Hotel Reviews

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Comfortable clean room. Front desk staff super friendly and helpful"
Jessica 1-night trip
Posted 6 days ago
Courtyard by Marriott Kingston

Explore a world of travel with Expedia

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 S$135 to S$674 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 8.8. Organising 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 holidaying 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 favourite 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. Holidaying 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.