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Discover 1,334 Roundout hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Kingston Carriage House

4.0 star property
8.6 out of 10, Excellent, (10)
"Carriage House was an absolute gem! It was stylish, cozy, and spacious. The morning coffee and baked goods for breakfast were outstanding - so good we found the local bakery and got more. It was such a comfortable stay and close enough for us to Rhinebeck. We are definitely planning on making a return trip in the future. "
The price is SAR 777
SAR 905 total
includes taxes & fees
5 Jun - 6 Jun
Kingston Carriage House

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (75)
"Nice, quiet, clean, convenient, charming, nice owners and more..."
The price is SAR 806
SAR 912 total
includes taxes & fees
21 May - 22 May
Millbrook Country House Bed & Breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (282)
"Attentive staff. Pleasant accommodation located walkably close to wedding venue "
The price is SAR 957
SAR 1,082 total
includes taxes & fees
11 May - 12 May
Inn at Pine Plains

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (126)
"A beautiful country inn. Very comfortable and just like home "
The price is SAR 525
SAR 594 total
includes taxes & fees
14 May - 15 May
Jenny's Country Manor

it's a good thing

4.5 star property
9.6 out of 10, Exceptional, (11)
"Lovely country home with friendly hosts that were prepared for us and very accommodating. "
The price is SAR 634
SAR 717 total
includes taxes & fees
17 May - 18 May
it's a good thing

The Harlow House

2.0 star property
10.0 out of 10, Exceptional, (11)
"Owners were very kind and the space was very clean! "
The price is SAR 577
SAR 653 total
includes taxes & fees
12 May - 13 May
The Harlow House

Quality Inn Poughkeepsie

2.5 star property
7.8 out of 10, Good, (341)
"It was a good price and better than I expected at a Quality Inn. Staff was not talkative but nice enough. The room was clean and orderly. Had the smell of an old hotel in the room but it was tolerable. I use ear plugs and a white noise app so I slept like a baby. Overall did the job. "
The price is SAR 368
SAR 427 total
includes taxes & fees
19 May - 20 May
Quality Inn Poughkeepsie

The Heartwood

2.5 star property
9.8 out of 10, Exceptional, (132)
"excellent service and accommodations!"
The price is SAR 596
SAR 692 total
includes taxes & fees
11 May - 12 May
The Heartwood

Holiday Inn Express Poughkeepsie by IHG

2.5 star property
8.6 out of 10, Excellent, (1000)
"Hotel was clean & comfortable "
The price is SAR 409
SAR 475 total
includes taxes & fees
2 Jun - 3 Jun
Holiday Inn Express Poughkeepsie by IHG

Residence Inn by Marriott Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (581)
"Nice and quiet, great staff"
The price is SAR 503
SAR 584 total
includes taxes & fees
2 Jun - 3 Jun
Residence Inn by Marriott Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

3.0 star property
9.6 out of 10, Exceptional, (909)
"Very decent property and we enjoyed our stay."
The price is SAR 571
SAR 663 total
includes taxes & fees
26 May - 27 May
Homewood Suites by Hilton Poughkeepsie

Courtyard by Marriott Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great hotel! "
The price is SAR 413
SAR 467 total
includes taxes & fees
1 Jun - 2 Jun
Courtyard by Marriott Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

3.0 star property
9.4 out of 10, Exceptional, (248)
"Nice hotel, great location, and friendly staff"
The price is SAR 443
SAR 515 total
includes taxes & fees
26 May - 27 May
Home2 Suites By Hilton Poughkeepsie

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2.0 star property
10.0 out of 10, Exceptional, (3)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
The price is SAR 980
SAR 1,148 total
includes taxes & fees
11 May - 12 May
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

2.0 star property
9.6 out of 10, Exceptional, (7)
"Gary is a great host and provides a wonderful experience. He is the best and it was a very nice stay. Best host I have had before."
The price is SAR 784
SAR 918 total
includes taxes & fees
13 May - 14 May
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

DoubleTree by Hilton Poughkeepsie

4.0 star property
8.4 out of 10, Very Good, (1002)
"Great for conventions and easy access to train station."
The price is SAR 459
SAR 538 total
includes taxes & fees
2 Jun - 3 Jun
DoubleTree by Hilton Poughkeepsie

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
9.8 out of 10, Exceptional, (322)
"Beds were comfortable, beautiful hotel, not too far from historical sites and good dining options. "
The price is SAR 604
SAR 683 total
includes taxes & fees
26 May - 27 May
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Quality Inn Hyde Park Poughkeepsie North

2.5 star property
8.0 out of 10, Very Good, (1001)
"We liked everything about our stay: convenient, clean, and friendly."
The price is SAR 321
SAR 363 total
includes taxes & fees
1 Jun - 2 Jun
Quality Inn Hyde Park Poughkeepsie North

Inn the Woods Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (123)
"This is a great place. We had a very relaxing stay. Breakfast was fantastic. Highly recommend."
The price is SAR 604
SAR 683 total
includes taxes & fees
18 May - 19 May
Inn the Woods Bed and Breakfast

Roosevelt Inn of Hyde Park

2.5 star property
9.4 out of 10, Exceptional, (497)
"Comfortable, clean, cozy, homey motel with real retro 1950's feel. Friendly, helpful proprietors and very nice free continental breakfast. Convenient to lots of attractions. Will be happy to stay here again!"
The price is SAR 456
SAR 516 total
includes taxes & fees
26 May - 27 May
Roosevelt Inn of Hyde Park
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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Frequently asked questions

What's it like in Roundout?

Travelers to Kingston's Roundout neighborhood will be sure to enjoy a stay in this neighborhood. Be sure to check out Hudson River Maritime Museum and Trolley Museum of New York as part of your Roundout travel plans.

Where is the best place to stay in Roundout?

Based on our traveler data, Kingston Carriage House is one of the top choices for your stay in Roundout. This B&B offers free breakfast and private yards.

How many hotels should I expect to find in Roundout?

When you want to find places to stay in Kingston, start by booking one of Expedia's 5 hotels and other accommodations in Roundout.

If I need to cancel my hotel reservation in Roundout, will I receive a refund?

Yes! The majority of room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to view top deals in Roundout.

Where can I learn more about changing or cancelling my trip to Roundout?

For more details about rescheduling or cancelling your trip to Roundout, head over to our customer service page.

What is there to do in this Kingston neighborhood?

Landmarks in Roundout that you won't want to miss include Kingston Rondout Visitor Center and Trolley Museum of New York. While you're out sightseeing, Hudson River Maritime Museum and Ulster Performing Arts Center are a couple of additional sights to visit in Kingston.