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Our top choices for The Catskills hotels with connecting rooms

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 £109
includes taxes & fees
9 Nov - 10 Nov
Shadowcrest

2. 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 £229
includes taxes & fees
6 Dec - 7 Dec
Eastwind Oliverea Valley

3. 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 £100
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Monticello

4. 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 £101
includes taxes & fees
10 Nov - 11 Nov
Blue Hill Lodge

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 £119
includes taxes & fees
22 Nov - 23 Nov
Meadowood Inn

6. 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 £120
includes taxes & fees
8 Dec - 9 Dec
Hunter Lodge, a Bluebird by Lark

7. 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 £138
includes taxes & fees
7 Dec - 8 Dec
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

8. 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 £146
includes taxes & fees
9 Nov - 10 Nov
Emerson Resort & Spa

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 £131
includes taxes & fees
9 Nov - 10 Nov
The Graham & Co.

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 £126
includes taxes & fees
9 Nov - 10 Nov
Phoenicia Lodge

11. 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 £122
includes taxes & fees
9 Nov - 10 Nov
Starlite Motel

12. 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 £104
includes taxes & fees
15 Nov - 16 Nov
Hotel Vienna

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 £92
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Kingston-Ulster by IHG

14. 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 £158
includes taxes & fees
8 Dec - 9 Dec
Resorts World Catskills Casino

15. 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 £246
includes taxes & fees
8 Dec - 9 Dec
The Bradstan Boutique Hotel

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 £109
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn by Hilton New Paltz

17. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (614 reviews)
"Overall amazing stay! Location, staff, food, aesthetic and coziness all 10/10!"
United States
Kim
The price is £181
includes taxes & fees
17 Nov - 18 Nov
Hotel Mountain Brook

18. Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (232 reviews)
"Location in downtown Woodstock was great- parking was easy. Loved the rooftop patio - great place to enjoy a coffee. Rooms were very nice and large."
United States
Barbara
The price is £146
includes taxes & fees
16 Nov - 17 Nov
Twin Gables of Woodstock

19. 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 £140
includes taxes & fees
9 Nov - 10 Nov
Inn at Octagon Acres

20. 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 £89
includes taxes & fees
15 Nov - 16 Nov
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.

Find out more about The Catskills

Discover top The Catskills attractions

In the heart of the Catskills, adventure seekers and quality travellers will find a paradise of activities and stunning landscapes. Start your journey at Kaaterskill Falls, where a short hike leads to one of the tallest waterfalls in New York, offering breathtaking views and the perfect backdrop for family photos. For those who enjoy a bit of history, the Thomas Cole National Historic Site presents not only the home of the famed painter but also a chance to explore the art and culture that shaped this remarkable region. If you’re up for some outdoor fun, head to Hunter Mountain, where you can soar through the treetops on a zip line or hit the slopes in winter for thrilling skiing experiences. After a day of exploration, the charming town of Woodstock awaits, brimming with eclectic shops and gourmet restaurants that cater to discerning palates. Finally, consider a stay in the luxurious accommodations at The Emerson Resort & Spa, where you can unwind in a serene setting while enjoying top spa services and stunning mountain views. With its blend of adventure, cultural richness, and high-end comfort, the Catskills promises an unforgettable experience for families and alike.

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 £96 to £229 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. 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.

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