Romantic Hotels & Resorts in Chester from AU$169
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)
"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 AU$363
includes taxes & fees
29 Dec - 30 Dec
9.0 out of 10, Wonderful, (1011)
"Clean room, friendly staff, good breakfast"
Zuriber
The price is AU$169
includes taxes & fees
4 Jan - 5 Jan 2026
8.4 out of 10, Very good, (1004)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
Ryan
The price is AU$171
includes taxes & fees
27 Dec - 28 Dec
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
Deborah
9.0 out of 10, Wonderful, (671)
"Location was great & staying at a historic hotel was delightful."
Bobby
The price is AU$281
includes taxes & fees
30 Dec - 31 Dec
8.8 out of 10, Excellent, (1002)
"Good location"
Glenn
The price is AU$191
includes taxes & fees
22 Jan - 23 Jan 2026
8.6 out of 10, Excellent, (654)
"Clean, comfortable space. Friendly staff. "
AMANDA
The price is AU$199
includes taxes & fees
28 Dec - 29 Dec
9.4 out of 10, Exceptional, (317)
"Room and service were excellent."
Cymantha
The price is AU$300
includes taxes & fees
11 Jan - 12 Jan 2026
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
Homewood Suites by Hilton Mahwah
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Bellvale Hotels
- Motels in Bellvale
- Blooming Grove Hotels
- Caravan Parks in Campbell Hall
- Cheap Hotels in Campbell Hall
- Campbell Hall Hotels
- Cheap Hotels in Central Valley
- Romantic Hotels in Central Valley
- Central Valley Hotels
- Motels in Central Valley
- Beach Hotels in Cornwall
- Boutique Hotels in Cornwall
- Cheap Hotels in Cornwall
- Historic Hotels in Cornwall
- Luxury Hotels in Cornwall
- Pet Friendly Hotels in Cornwall
- B&B in Florida
- Holiday Homes in Florida
- Hotels with Pool in Florida
- Luxury Hotels in Florida
- Florida Hotels
- Lgbt Welcoming Hotels in Goshen
- Goshen Hotels
- Resort in Goshen
- Harriman Hotels
- Caravan Parks in Highland Mills
- Holiday Homes in Highland Mills
- Winery Hotels in Highland Mills
- Highland Mills Hotels
- Kiryas Joel Hotels
- Maybrook Hotels
- Cheap Hotels in Middletown
- Middletown Hotels
- Apartments in Monroe
- Cheap Hotels in Monroe
- Monroe Hotels
- Pet Friendly Hotels in Montgomery
- Hotels near Mount Peter Ski Area
- Farmstay in New Hampton
- Cheap Hotels in New Hampton
- Hotels with Parking in New Hampton
- New Hampton Hotels
- New York Hotels
- Apartments in Orange County
- Caravan Parks in Orange County
- Hotels near Orange County Fairgrounds
- Holiday Homes in Orange County
- Resort in Orange County
- Cheap Hotels in Salisbury Mills
- Family Hotels in Salisbury Mills
- Salisbury Mills Hotels
- Scotchtown Hotels
- B&B in Southfields
- Guest Houses in Southfields
- Caravan Parks in Sugar Loaf
- Holiday Homes in Sugar Loaf
- Luxury Hotels in Sugar Loaf
- Sugar Loaf Hotels
- Lodges in Sugar Loaf
- Business Hotels in Tuxedo Park
- Luxury Hotels in Tuxedo Park
- Romantic Hotels in Tuxedo Park
- B&B in Warwick
- Caravan Parks in Warwick
- Guest Houses in Warwick
- Holiday Homes in Warwick
- Cheap Hotels in Warwick
- Hotels with Parking in Warwick
- Hotels with Pool in Warwick
- Pet Friendly Hotels in Warwick
- Romantic Hotels in Warwick
- Warwick Hotels
- Motels in Warwick
- Resort in Warwick
- Chalets in Woodbury
- Hotels near Woodbury Common Premium Outlets
- Lgbt Welcoming Hotels in Woodbury
- Woodbury Hotels