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Top Flight + Hotel Deals in Chester
Price found within the past 48 hours. Click for updated prices.

The Crossroads Hotel, Newburgh
Price was €670, price is now €615 per person
€615
per person
31 Oct - 3 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Newburgh (SWF)
7.4/10 Good! (557 reviews)
The latina female w/glasses was very rude. She didn't smile, leg up on the chair and acted as though she did not want to be there. She was also constantly looking at her phone. We will not return as I find this not to be acceptable when we picked this hotel b/c it has a very good review. The walls are also leaking in the hallways. They originally put us in a room on the other side of the hotel where the elevator doesn't work. We had to also go downstairs to swap rooms in which the next female employee was much more better.
Reviewed on 21 Sept 2025

Wildflower Farms, Auberge Collection
Price was €4,568, price is now €4,422 per person
€4,422
per person
31 Oct - 3 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Newburgh (SWF)
9.4/10 Exceptional! (52 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 weekend getaway. Will definitely stay again, either with a group or just the 2 of us.
Reviewed on 16 Sept 2025

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Price was €2,601, price is now €2,601 per person
€2,601
per person
14 Nov - 18 Nov
found 1 day ago
Return direct flight included
Istanbul (IST) to Newburgh (SWF)
8.4/10 Very Good! (1,005 reviews)
Staff was nice, beds comfortable and rooms were clean! Great view of the Lake! Need some benches out there to sit and enjoy the view.No breakfast available Only coffee and juice was available.
Reviewed on 15 Sept 2025
Top hotels in Chester

Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester, NY
Fully refundable
The price is €113 per night from 28 Sept to 29 Sept
€113
28 Sept - 29 Sept
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"VERY clean and insanely nice for the price. Laundry is available, the front has a little store you can buy laundry soap and other things at, and there’s a CVS and Walgreens nearby as well as food options all over. I was driving from upstate to visit NYC and this was a perfect in between stop. The ..."
Reviewed on 15 Sept 2025

Sonesta Simply Suites Nanuet
20 Overlook Blvd, Nanuet, NY
Fully refundableReserve now, pay when you stay
The price is €103 per night from 6 Oct to 7 Oct
€103
6 Oct - 7 Oct
includes taxes & fees
8.2/10 Very Good! (1,017 reviews)
"Quiet, clean studio rooms, nonsmoking, full desk, lg recliner, full fridge, microwave, sink, kitchen supplies, more avail., toasters, etc., free laundry, Costco next door, near freeway, shopping, safe, easy parking, helpful, friendly staff. Con is that lighting in rooms is alittle too dim."
Reviewed on 14 Sept 2025

Holiday Inn Express Ramsey-Mahwah by IHG
946 Route 17 North, Ramsey, NJ
Fully refundable
The price is €116 per night from 28 Sept to 29 Sept
€116
28 Sept - 29 Sept
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Staff was courteous and professional. Great group of individuals working at this establishment"
Reviewed on 16 Sept 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.