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Featured Roundout Hotels

Kingston Carriage House
Kingston Carriage House
4 out of 5
85 Abeel St, Kingston, NY
Fully refundableReserve now, pay when you stay
Stay at this 4-star ski B&B in Kingston. Enjoy free breakfast, free WiFi, and onsite spa services. Popular attractions Hudson River Maritime Museum and Trolley ...
8.6/10 Excellent! (8 reviews)
Fantastic stay for 2
"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 ..."

Reviewed on Jan 5, 2025

Kingston Carriage House
Best Western Plus Kingston Hotel And Conference Center
Best Western Plus Kingston Hotel And Conference Center
2.5 out of 5
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly hotel in Kingston. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,003 reviews)
"Could use a little updating, otherwise the stay was good."

Reviewed on Feb 21, 2025

Best Western Plus Kingston Hotel And Conference Center
Wildflower Farms, Auberge Resorts Collection
Wildflower Farms, Auberge Resorts Collection
5 out of 5
2702 Main St, Gardiner, NY
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery ...
9.4/10 Exceptional! (46 reviews)
"Every aspect of this resort is top notch. We had a magical stay."

Reviewed on Feb 9, 2025

Wildflower Farms, Auberge Resorts Collection
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (264 reviews)
"Lovely and convenient place to stay when visiting Hyde Park. My only complaint was our first night the people above us could be easily heard. Not sure if they were just loud or this is a design flaw."

Reviewed on Feb 18, 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Hampton Inn by Hilton New Paltz
Hampton Inn by Hilton New Paltz
2.5 out of 5
4 South Putt Corners Road, New Paltz, NY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
9.4/10 Exceptional! (1,003 reviews)
Great for a stay to see colleges in the area
"Our stay was overnight after a college tour at SUNY New Paltz. The staff was friendly and answered any questions we had with a smile. The room was clean and very comfortable. It was also ver quiet."

Reviewed on Feb 19, 2025

Hampton Inn by Hilton New Paltz
Courtyard by Marriott Kingston
Courtyard by Marriott Kingston
3 out of 5
500 Frank Sottile Blvd, Kingston, NY
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (944 reviews)
"N"

Reviewed on Feb 21, 2025

Courtyard by Marriott Kingston
AutoCamp Catskills
AutoCamp Catskills
5 out of 5
882 NY-212, Saugerties, NY
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the ...
9/10 Wonderful! (354 reviews)
"Unique experience."

Reviewed on Feb 15, 2025

AutoCamp Catskills
Howard Johnson by Wyndham Saugerties
Howard Johnson by Wyndham Saugerties
2 out of 5
2764 Route 32, Saugerties, NY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Saugerties. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,001 reviews)
Ok
"Underwhelming, outdated, in need of minor repair. But also a great price, descent location and good customer service. I’m not running back to stay again any time soon but also wouldn’t avoid it if the mountain I’m hiking is next to it."

Reviewed on Jan 24, 2025

Howard Johnson by Wyndham Saugerties
Hampton Inn Kingston
Hampton Inn Kingston
2.5 out of 5
1307 Ulster Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,001 reviews)
"Everything Good."

Reviewed on Feb 19, 2025

Hampton Inn Kingston
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.2/10 Very Good! (1,000 reviews)
"Staff was very friendly and room clean and cozy"

Reviewed on Feb 7, 2025

DoubleTree by Hilton Poughkeepsie
Courtyard by Marriott Poughkeepsie
Courtyard by Marriott Poughkeepsie
3 out of 5
2641 South Road/Route 9, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,000 reviews)
"Great little property, fantastic and love the smart tvs"

Reviewed on Feb 16, 2025

Courtyard by Marriott Poughkeepsie
Home2 Suites By Hilton Poughkeepsie
Home2 Suites By Hilton Poughkeepsie
3 out of 5
2619 South Road, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Locust Grove and McCann Golf ...
9.2/10 Wonderful! (218 reviews)
Home 2 Hilton Stay
"Stay was nice and enjoyable. I appreciated the selection of good available and the outline of the room was good. However, the breakfast was too early especially with young children. The presentation of the breakfast venue was somewhat disorganized and messy. I also thought that there would be a wider ..."

Reviewed on Feb 17, 2025

Home2 Suites By Hilton Poughkeepsie
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.

Hotels in Roundout

Kingston is a city that has a lot going on, but you have your sights set on Roundout. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Roundout has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Roundout hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Kingston so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Roundout underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Roundout city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Roundout cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Roundout at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $118
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Roundout hotel you want, book it, and never look back. Because your great escape is ahead of you.