Hotels Near
Roundout

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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 B&B in Kingston. Enjoy free breakfast, free WiFi, and in-room massages. Popular attractions Hudson River Maritime Museum and Trolley Museum ...
9/10 Wonderful! (24 reviews)
Comfortable Local Stay
"Riverfront Kingston area close to main street. Easy self check-in and check-out. On a main road with less traffic noise after 9-10pm. Rustic charming room. Temperature control with AC in main room and heating fan in bathroom. Ample sized bathroom and main room with king sized bed and loveseat. Record ..."

Reviewed on Sep 13, 2025

Kingston Carriage House
Heddwyn House

Heddwyn House

24 Presidents Pl, Kingston, NY
Stay at this B&B in Kingston. Enjoy free breakfast, free WiFi, and climate control. Popular attractions Hudson River Maritime Museum and Trolley Museum of New ...
Heddwyn 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 ...
7.6/10 Good! (1,032 reviews)
"Friendly"

Reviewed on Oct 14, 2025

Best Western Plus Kingston Hotel And Conference Center
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge 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 Mohonk Lake and Tuthilltown Spirits are ...
9.4/10 Exceptional! (53 reviews)
"Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect ..."

Reviewed on Sep 16, 2025

Wildflower Farms, Auberge Collection
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 breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (421 reviews)
"We enjoyed an overnight stay at this Air Stream when we visited Kaaterskill Falls for our anniversary. Clean & spacious bathroom, nice to be able to take a hot shower after a full day hike. Kitchenette well equipped with mini fridge, microwave, electric kettle & dinnerware & utensils. Private picnic ..."

Reviewed on Oct 4, 2025

AutoCamp Catskills
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2 out of 5
7 Terwilliger Ln, New Paltz, NY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly motel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,007 reviews)
"Parking area was save"

Reviewed on Oct 8, 2025

Americas Best Value Inn New Paltz
Minnewaska Lodge

Minnewaska Lodge

3 out of 5
3116 US-44, Gardiner, NY
Stay at this 3-star business-friendly hotel in Gardiner. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (493 reviews)
"Great staff. Clean rooms and common areas. Very nice breakfast included. Comfortable beds."

Reviewed on Oct 11, 2025

Minnewaska Lodge
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 ...
9.2/10 Wonderful! (1,011 reviews)
"Parking was so easy."

Reviewed on Oct 14, 2025

Hampton Inn by Hilton New Paltz
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

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! (1,011 reviews)
"Lovely clean spacious room with beautiful view of the Hudson River and its bridges. Friendly welcoming staff."

Reviewed on Oct 6, 2025

DoubleTree by Hilton Poughkeepsie Convention Center
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
7.6/10 Good! (903 reviews)
"Everything is great, but I would expect the breakfast with more variety and healthier choices for the price we paid per night."

Reviewed on Oct 13, 2025

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,011 reviews)
"Clean room. Helpful staff. Breakfast was a typical Holiday Inn Express buffet - adequate and replenished as needed. No nearby restaurants so we had to drive 7-8 minutes to get dinner, which wasn’t a big inconvenience. We were there on a Sunday night and many places were closed."

Reviewed on Oct 15, 2025

Holiday Inn Express Poughkeepsie by IHG
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,026 reviews)
"My and my family always stay with the every time we visit the town"

Reviewed on Oct 16, 2025

Quality Inn Hyde Park Poughkeepsie North
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 $76
  • 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.