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Check availability on Chester Romantic Hotels

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

Our top choices for Chester romantic hotels

Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (204 reviews)
"Great time and friendly people "
United States
Karl
The price is ￥23,091
￥34,641 total
includes taxes & fees
Jun 2 - Jun 3
Stylish Private Suite in the heart of Brandywine Valley
Smart TV

Sosuite | 2BR Apt w W/D, Gym, On-site Restaurant

Sosuite | 2BR Apt w W/D, Gym, On-site Restaurant
North Philadelphia
8.4 out of 10, Very Good, (5 reviews)
"A college buddy & me checked in at 4pm after a day of golf, got the parking lot info quickly from front desk, parked and were in the unit pretty easily. Relaxed and got ready for the concert. Loved the high ceilings and "
United States
Clement B.
The price is ￥21,180
￥40,679 total
includes taxes & fees
Jun 1 - Jun 2
Sosuite | 2BR Apt w W/D, Gym, On-site Restaurant
Outdoor dining

Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (80 reviews)
"Great communication, adorable and cozy lodgings, perfect for us. "
United States
Robert B.
The price is ￥35,035
￥59,614 total
includes taxes & fees
May 31 - Jun 1
Cozy Spring House in Gorgeous Chadds Ford!
2 bedrooms, iron/ironing board, WiFi, bed sheets

Sosuite | 2BR Apt w Balcony, W/D, Gym, On-Site Bar

Sosuite | 2BR Apt w Balcony, W/D, Gym, On-Site Bar
North Philadelphia
8.8 out of 10, Excellent, (13 reviews)
"I'll be doing more business with y'all soon"
United States
William L.
The price is ￥19,588
￥38,329 total
includes taxes & fees
Jun 1 - Jun 2
Sosuite | 2BR Apt w Balcony, W/D, Gym, On-Site Bar
Smart TV

Sosuite | 1BR Apt w W/D, Gym, On-Site Restaurant

Sosuite | 1BR Apt w W/D, Gym, On-Site Restaurant
North Philadelphia
8.8 out of 10, Excellent, (3 reviews)
"We’ve enjoyed ourselves so much here that we extended our stay until the 14th!!!"
United States
Nancy C.
The price is ￥20,384
￥35,266 total
includes taxes & fees
Jun 2 - Jun 3
Sosuite | 1BR Apt w W/D, Gym, On-Site Restaurant
Dining

Stairway | 3BR Apt w W/D Ideal for Groups

Stairway | 3BR Apt w W/D Ideal for Groups
Center City
6.0 out of 10, (1 review)
"I honestly don’t feel it was worth the price. The light in the bathroom didn’t work, there was no parking, and other necessities that are usually in home weren’t in this one."
United States
Zara E.
The price is ￥26,117
￥45,299 total
includes taxes & fees
Jun 15 - Jun 16
Stairway | 3BR Apt w W/D Ideal for Groups
Smart TV

Sosuite | 1BR Apt w W/D, Gym, On-Site Restaurant

Sosuite | 1BR Apt w W/D, Gym, On-Site Restaurant
North Philadelphia
10.0 out of 10, Exceptional, (1 review)
"Large accommodations. We started 3 nights to your. Good location."
United States
Christine H.
The price is ￥23,728
￥30,815 total
includes taxes & fees
Jun 9 - Jun 10
Sosuite | 1BR Apt w W/D, Gym, On-Site Restaurant
TV

Sosuite | 2BR Apt w W/D, Gym, On-Site Restaurant

Sosuite | 2BR Apt w W/D, Gym, On-Site Restaurant
North Philadelphia
9.4 out of 10, Exceptional, (9 reviews)
"Digital access to both the building and the room was nice. Unit was spacious and love the windows so much. The restaurant right next to the place is delicious. "
United States
Lindsay
The price is ￥18,951
￥37,422 total
includes taxes & fees
Jun 1 - Jun 2
Sosuite | 2BR Apt w W/D, Gym, On-Site Restaurant
TV

Sosuite | 2BR Apt w W/D, Gym, On-Site Restaurant

Sosuite | 2BR Apt w W/D, Gym, On-Site Restaurant
North Philadelphia
The price is ￥22,614
￥43,186 total
includes taxes & fees
Jun 7 - Jun 8
Sosuite | 2BR Apt w W/D, Gym, On-Site Restaurant
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Sosuite | 2BR Apt w Balcony, W/D, Gym, On-Site Bar

Sosuite | 2BR Apt w Balcony, W/D, Gym, On-Site Bar
North Philadelphia
8.0 out of 10, Very Good, (1 review)
"The stay was good. I would stay here again. Would recommend an additional accent chair or two and shades or blackout blinds. Was uncertain about parking, so we reserved a place in the lot. Reservation process is quite cumbersome. Lots of VRBO emails and codes to keep track of. Check in/out process was a bit confusing. Fortunately the front desk was very patient and helped us out without any issues. Two bottles of water for four people was not enough and no ice."
United States
Shawney S.
The price is ￥23,728
￥44,644 total
includes taxes & fees
Jun 9 - Jun 10
Sosuite | 2BR Apt w Balcony, W/D, Gym, On-Site Bar
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

Hilton Philadelphia at Penn's Landing

Hilton Philadelphia at Penn's Landing

10/10 Excellent
"This property is a perfect spot on the river. The staff are all extremely kind amd helpful."
Michele 2-night trip
Posted 1 hour ago
Hilton Philadelphia at Penn's Landing

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.

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