Find Romantic Hotels in Chester, NY
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Chester Romantic Hotels
Our top choices for Chester romantic hotels
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
Erek
The price is NT$6,785
NT$7,675 total
includes taxes & fees
Jan 22 - Jan 23
9.0 out of 10, Wonderful, (1,039 reviews)
"Nice clean hotel with friendly staff. "
michelle
The price is NT$2,925
NT$3,404 total
includes taxes & fees
Feb 1 - Feb 2
8.4 out of 10, Very Good, (1,002 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
Judith
The price is NT$3,755
NT$4,248 total
includes taxes & fees
Jan 21 - Jan 22
9.2 out of 10, Wonderful, (147 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
wendy
8.8 out of 10, Excellent, (1,005 reviews)
"Great staff and clean room. "
Jordon
The price is NT$3,377
NT$3,930 total
includes taxes & fees
Jan 31 - Feb 1
9.0 out of 10, Wonderful, (681 reviews)
"Location was great & staying at a historic hotel was delightful."
Bobby
The price is NT$4,262
NT$5,641 total
includes taxes & fees
Jan 21 - Jan 22
9.0 out of 10, Wonderful, (749 reviews)
"Room is clean and spacious, staffs are friendly and professional, highly recommended!"
Rocky
The price is NT$5,197
NT$6,249 total
includes taxes & fees
Jan 27 - Jan 28
10.0 out of 10, Exceptional, (13 reviews)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
Gary
The price is NT$5,873
NT$7,591 total
includes taxes & fees
Jan 21 - Jan 22
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.
Top Chester Hotel Reviews
Crowne Plaza Suffern - Mahwah by IHG
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Resorts & Hotels with Spas in New Windsor
- Hotels near Old Glory Mall Shopping Center
- Middletown Hotels
- Hotels near Thomas Bull Memorial Park
- Hotels near LEGOLAND® New York
- Hotel Wedding Venues Hotels in Chester
- Apartments in Middletown
- Hotels near Galleria at Crystal Run
- Luxury Hotels in Cornwall
- Hotels with smoking rooms in Middletown
- Warwick Hotels
- Historic Hotels in Walden
- Hotels near Woodbury Common Premium Outlets
- Romantic Hotels in New Windsor
- Hotels near Brotherhood Winery
- Hotels with an Indoor Pool in Montgomery
- Salisbury Mills Hotels
- Washingtonville Hotels
- Vacation Homes in Harriman Station
- Family Hotels in Warwick
- Resorts & Hotels with Spas in Salisbury Mills
- Greenwood Lake Hotels
- Harriman Hotels
- Ski Hotels in Middletown
- Cheap Hotels in Montgomery
- Hotel Wedding Venues Hotels in Montgomery
- Cabin Rentals in Middletown
- Beach Hotels in Monroe
- Resorts & Hotels with Spas in Chester
- Family Hotels in Montgomery
- Central Valley Hotels
- Historic Hotels in Cornwall
- 5 Star Hotels in Sugar Loaf
- Hotels with a Pool in Bear Mountain
- Highland Mills Hotels
- Hotels near Harness Racing Museum and Hall of Fame
- Monroe Hotels
- 4 Star Hotels in Slate Hill
- Hotels near St. Anthony Community Hospital
- Cheap Hotels in Central Valley
- Rv Parks in Greenwood Lake
- Hotels with an Indoor Pool in New Windsor
- Cheap Hotels in Highland Falls
- Hotels near Palaia Vineyards Winery
- Luxury Hotels in Highland Falls
- Luxury Hotels in Middletown
- Gay friendly Hotels in Goshen
- Hotels near Ananda Ashram
- Montgomery Hotels
- Beach Hotels in Central Valley
- Florida Hotels
- Hotel Wedding Venues Hotels in Warwick
- Pet-Friendly Hotels in Cornwall
- Hotels with an Indoor Pool in Middletown
- Hotels with Hot Tubs in Warwick
- Hotels with Hot Tubs in Chester
- Goshen Hotels
- Winery Hotels in Warwick
- Visit Mountainville
- Middletown Vacations
- Visit Warwick
- Orange County Fair Speedway
- Gateway Plaza Shopping Center
- Strazza Art Gallery
- Soons Orchards
- Woodbury Common Premium Outlets
- Visit Washingtonville
- Visit Campbell Hall
- Visit Monroe
- Visit Goshen
- Galleria at Crystal Run
- Castle Fun Center
- Visit Tuxedo Park
- Visit Salisbury Mills
- Visit Greenwood Lake
- Thomas Bull Memorial Park
- Old Glory Mall Shopping Center
- Brotherhood Winery
- Orange County Arboretum
- Palaia Vineyards Winery
- Harness Racing Museum and Hall of Fame
- Visit Slate Hill
- Warwick Valley Winery and Distillery
- Visit Harriman
- Visit Bellvale
- Car rental Middletown
- Car rental Tuxedo Park
- Car rental Warwick
- Budget Rental Cars in New Hampton
- Car rental Campbell Hall
- Rent A Wreck Rental Cars in Monroe
- National Car Rental Rental Cars in Southfields
- Car rentals near Demarest Hill Winery
- Budget Rental Cars in Sugar Loaf
- Top Rent a Car Rental Cars in Chester
- Car rental Greenwood Lake
- Hertz Rental Cars in Monroe
- Car rentals near Mount Peter Ski Area