Find Romantic Hotels in Chester, PA

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Check availability on Chester Romantic Hotels

Our top choices for Chester romantic hotels

Exterior
Best Western Plus Philadelphia Airport S. At Widener Univ.

Best Western Plus Philadelphia Airport S. At Widener Univ.

Best Western Plus Philadelphia Airport S. At Widener Univ.
2.5 star property
Chester
7.2 out of 10, Good, (1001)
"Great stay and staff "
United States
Mark
The price is ￥13,242
￥14,434 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus Philadelphia Airport S. At Widener Univ.
Reception
Brandywine River Hotel

Brandywine River Hotel

Brandywine River Hotel
2.5 star property
Chadds Ford
9.2 out of 10, Wonderful, (1010)
"Very nice hotel would highly recommend "
United States
Debbie
The price is ￥19,551
￥21,310 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Brandywine River Hotel
Free daily buffet breakfast
Hampton Inn Philadelphia Center City-Convention Center

Hampton Inn Philadelphia Center City-Convention Center

Hampton Inn Philadelphia Center City-Convention Center
3.0 star property
Center City
8.2 out of 10, Very Good, (2720)
"Great location, Staff excellent along with the breakfast. "
United States
Mark
The price is ￥14,833
￥17,262 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Philadelphia Center City-Convention Center
Daily buffet breakfast for a fee
DoubleTree by Hilton Philadelphia Center City

DoubleTree by Hilton Philadelphia Center City

DoubleTree by Hilton Philadelphia Center City
4.0 star property
Center City
8.2 out of 10, Very Good, (1530)
"Location was perfect walking distance to everything and nice hotel for the price!"
United States
Cyerra
The price is ￥19,037
￥22,152 total
includes taxes & fees
Dec 29 - Dec 30
DoubleTree by Hilton Philadelphia Center City
Serves breakfast, dinner, and happy hour
Hotel West & Main Conshohocken Philadelphia, Tapestry Collection

Hotel West & Main Conshohocken Philadelphia, Tapestry Collection

Hotel West & Main Conshohocken Philadelphia, Tapestry Collection
4.0 star property
Conshohocken
9.4 out of 10, Exceptional, (421)
"Clean, great staff "
United States
Chelsea
The price is ￥21,592
￥23,751 total
includes taxes & fees
Dec 26 - Dec 27
Hotel West & Main Conshohocken Philadelphia, Tapestry Collection
Terrace/patio
Philadelphia Marriott Downtown

Philadelphia Marriott Downtown

Philadelphia Marriott Downtown
4.0 star property
Center City
8.6 out of 10, Excellent, (1915)
"Hotel was excellent "
United States
Shelby
The price is ￥26,488
￥30,823 total
includes taxes & fees
Dec 22 - Dec 23
Philadelphia Marriott Downtown
Rooftop bar
The Logan Philadelphia, Curio Collection by Hilton

The Logan Philadelphia, Curio Collection by Hilton

The Logan Philadelphia, Curio Collection by Hilton
4.5 star property
Center City
8.6 out of 10, Excellent, (1397)
"Nice size room friendly and helpful staff great location and good food at onsite restaurant"
United States
lynne
The price is ￥24,147
￥28,100 total
includes taxes & fees
Dec 22 - Dec 23
The Logan Philadelphia, Curio Collection by Hilton
Breakfast and dinner served, American cuisine
Hilton Garden Inn Philadelphia Center City

Hilton Garden Inn Philadelphia Center City

Hilton Garden Inn Philadelphia Center City
3.0 star property
Center City
8.6 out of 10, Excellent, (2113)
"Clean room, terrific staff "
United States
Jeff
The price is ￥18,573
￥21,613 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Philadelphia Center City
Front of property - evening/night
Kimpton Hotel Palomar Philadelphia by IHG

Kimpton Hotel Palomar Philadelphia by IHG

Kimpton Hotel Palomar Philadelphia by IHG
4.5 star property
Center City
9.0 out of 10, Wonderful, (1009)
"It was a nice stay"
United States
Roneisha D
The price is ￥24,182
￥33,217 total
includes taxes & fees
Dec 21 - Dec 22
Kimpton Hotel Palomar Philadelphia by IHG
Miscellaneous
Holiday Inn Express Hotel & Suites Philadelphia – King of Prussia by IHG

Holiday Inn Express Hotel & Suites Philadelphia – King of Prussia by IHG

Holiday Inn Express Hotel & Suites Philadelphia – King of Prussia by IHG
2.5 star property
King of Prussia
8.2 out of 10, Very Good, (1004)
"Awesome experience .. highly recommended "
United States
John Conrad
The price is ￥12,153
￥13,368 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Hotel & Suites Philadelphia – King of Prussia by IHG
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.
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Top Chester Hotel Reviews

The Windsor Suites

The Windsor Suites

10/10 Excellent
"Staff was good, valet guys were outstanding. "
JAMES 8-night trip
Posted 9 hours ago
The Windsor Suites

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Frequently asked questions

Searching for romantic hotels in Chester?
Are you and your partner in need of a romantic getaway? Our guests also enjoy Chester for its restaurants and casinos. If you want to explore the area, you might head to Harrah's Casino and Racetrack, Subaru Park, or WSFS Bank Sportsplex. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Chester?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Chester: The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Chester is 50 inches.
What is there to do in Chester?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Chester has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Chester for its restaurants. If you want to spend a day exploring, you might consider a stop at Harrah's Casino and Racetrack, Subaru Park, or WSFS Bank Sportsplex.
What's the best way to get to Chester and around town during my romantic getaway?
These transportation options in Chester might help your romantic trip go off without a hitch: To get to Chester, you can fly into Philadelphia Intl. Airport (PHL), which is the closest major airport, located 6.4 mi (10.3 km) from the city center. To venture out into the surrounding area, hop aboard a train at Chester Station or Chester Highland Avenue Station.