Hotels in Trolley Square

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Trolley Square hotels

View from property
The Loft At Gilpin Placeking Bedtrolley Square! 1 Bedroom Apts by RedAwning

The Loft At Gilpin Placeking Bedtrolley Square! 1 Bedroom Apts by RedAwning

The Loft At Gilpin Placeking Bedtrolley Square! 1 Bedroom Apts by RedAwning
3.0 star property
Trolley Square
6.0 out of 10, (1)
The price is S$390
includes taxes & fees
28 Dec - 29 Dec
The Loft At Gilpin Placeking Bedtrolley Square! 1 Bedroom Apts by RedAwning
Private kitchen
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
3.0 star property
Trolley Square
6.0 out of 10, (1)
"Be aware that there is on street parking that requires a permit from the city of Wilmington. Red Awni ng worked with me to resolve the issue but it took some time and a few texts to make it work.The on street parking placed me a block and half from the propery. No cost but need proof of renting the space. The GPS sent you down a one way street that does not bring by the front of the property. This was a problem finding the property after dark. No climate control of the rental unit. The bed was...
United States
Clifford
The price is S$358
includes taxes & fees
17 Dec - 18 Dec
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
Living area
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
3.0 star property
Trolley Square
The price is S$462
includes taxes & fees
17 Dec - 18 Dec
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
Premium bedding, pillow-top beds, minibar, in-room safe
Artelo

Artelo

Artelo
2.0 star property
15.9 km from Trolley Square
9.8 out of 10, Exceptional, (81)
"Great place "
United States
Justin
The price is S$192
includes taxes & fees
17 Dec - 18 Dec
Artelo
Down duvets, memory-foam beds, individually decorated
The Bookhouse Hotel

The Bookhouse Hotel

The Bookhouse Hotel
2.0 star property
16.4 km from Trolley Square
9.6 out of 10, Exceptional, (39)
"We loved our stay at the book House Hotel. Truly wonderful. A great getaway."
United States
Sandra
The price is S$280
includes taxes & fees
4 Jan - 5 Jan, 2026
The Bookhouse Hotel
Exterior
Hilton Garden Inn Kennett Square

Hilton Garden Inn Kennett Square

Hilton Garden Inn Kennett Square
3.0 star property
15.8 km from Trolley Square
8.4 out of 10, Very good, (932)
"Great place to stay!"
United States
Kimberly j
The price is S$163
includes taxes & fees
11 Jan - 12 Jan, 2026
Hilton Garden Inn Kennett Square
Lobby
Fairfield Inn by Marriott Kennett Square Brandywine Valley

Fairfield Inn by Marriott Kennett Square Brandywine Valley

Fairfield Inn by Marriott Kennett Square Brandywine Valley
2.5 star property
15.9 km from Trolley Square
8.8 out of 10, Excellent, (1006)
"Very efficient and friendly front desk"
United States
Randy
The price is S$169
includes taxes & fees
4 Jan - 5 Jan, 2026
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Free daily self-service breakfast
Hampton Inn Elkton

Hampton Inn Elkton

Hampton Inn Elkton
2.5 star property
24.9 km from Trolley Square
8.6 out of 10, Excellent, (758)
"Provide more wash cloths, at least four if two people are staying since they towels are changed out every other day."
United States
Kristin
The price is S$129
includes taxes & fees
11 Jan - 12 Jan, 2026
Hampton Inn Elkton
Full-sized fridge, microwave, stovetop, dishwasher
TownePlace Suites by Marriott Swedesboro Philadelphia

TownePlace Suites by Marriott Swedesboro Philadelphia

TownePlace Suites by Marriott Swedesboro Philadelphia
3.0 star property
16.9 km from Trolley Square
8.8 out of 10, Excellent, (259)
"Clean and huge rooms "
United States
Aimee
The price is S$162
includes taxes & fees
3 Jan - 4 Jan, 2026
TownePlace Suites by Marriott Swedesboro Philadelphia
Indoor pool
Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn
2.5 star property
15.2 km from Trolley Square
8.4 out of 10, Very good, (85)
"Clean room and convenient to highway."
United States
Richard
The price is S$102
includes taxes & fees
22 Dec - 23 Dec
Best Western Plus Newark/Christiana Inn
Lobby sitting area
Hampton Inn & Suites Philadelphia/Media

Hampton Inn & Suites Philadelphia/Media

Hampton Inn & Suites Philadelphia/Media
2.5 star property
23.4 km from Trolley Square
8.8 out of 10, Excellent, (1004)
"Great hotel"
United States
Ronald
The price is S$168
includes taxes & fees
11 Jan - 12 Jan, 2026
Hampton Inn & Suites Philadelphia/Media
Exterior
Staybridge Suites Wilmington - Brandywine Valley by IHG

Staybridge Suites Wilmington - Brandywine Valley by IHG

Staybridge Suites Wilmington - Brandywine Valley by IHG
3.0 star property
14.7 km from Trolley Square
9.2 out of 10, Wonderful, (596)
"Friendly staff, clean accommodations, close to shopping and restaurants. Also, the breakfast was decent to get us going in the morning."
United States
Cynthia
The price is S$163
includes taxes & fees
21 Dec - 22 Dec
Staybridge Suites Wilmington - Brandywine Valley by IHG
Outdoor pool, pool loungers
Holiday Inn Philadelphia South - Swedesboro by IHG

Holiday Inn Philadelphia South - Swedesboro by IHG

Holiday Inn Philadelphia South - Swedesboro by IHG
3.0 star property
16.8 km from Trolley Square
8.2 out of 10, Very good, (761)
"Wonderful stay"
United States
James
The price is S$149
includes taxes & fees
27 Dec - 28 Dec
Holiday Inn Philadelphia South - Swedesboro by IHG
Lobby
Motel 6 Elkton, MD

Motel 6 Elkton, MD

Motel 6 Elkton, MD
2.0 star property
25.1 km from Trolley Square
6.0 out of 10, (1000)
"They have created a well lit motel that feels very safe."
United States
Daniel
The price is S$101
includes taxes & fees
17 Dec - 18 Dec
Motel 6 Elkton, MD
Memory-foam beds, free WiFi
Trolley Stop Motel

Trolley Stop Motel

Trolley Stop Motel
2.0 star property
23.5 km from Trolley Square
7.6 out of 10, Good, (654)
"Fast, friendly and efficient check in. Room was clean and bed/pillows were comfortable. "
United States
Darren
The price is S$124
includes taxes & fees
4 Jan - 5 Jan, 2026
Trolley Stop Motel
Exterior
Holiday Inn Express & Suites Elkton - University Area by IHG

Holiday Inn Express & Suites Elkton - University Area by IHG

Holiday Inn Express & Suites Elkton - University Area by IHG
2.5 star property
23.4 km from Trolley Square
9.2 out of 10, Wonderful, (986)
"Clean modern room, friendly staff, breakfast was included and pretty good, convenient location"
United States
Alex
The price is S$149
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express & Suites Elkton - University Area by IHG
Exterior
Comfort Inn & Suites Glen Mills - West Chester

Comfort Inn & Suites Glen Mills - West Chester

Comfort Inn & Suites Glen Mills - West Chester
3.0 star property
14 km from Trolley Square
7.6 out of 10, Good, (1000)
"Breakfast good, ample parking, restaurants nearby."
United States
James
The price is S$142
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites Glen Mills - West Chester
Coffee service
Hampton Inn Swedesboro Philadelphia

Hampton Inn Swedesboro Philadelphia

Hampton Inn Swedesboro Philadelphia
2.5 star property
16.9 km from Trolley Square
8.8 out of 10, Excellent, (543)
"Great food"
United States
Chris
The price is S$138
includes taxes & fees
11 Jan - 12 Jan, 2026
Hampton Inn Swedesboro Philadelphia
Lobby
La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton
3.0 star property
24.7 km from Trolley Square
9.0 out of 10, Wonderful, (1003)
"Great stay"
United States
Nancy
The price is S$128
includes taxes & fees
21 Dec - 22 Dec
La Quinta Inn & Suites by Wyndham Newark - Elkton
Terrace/patio
Hilton Garden Inn Newtown Square Radnor

Hilton Garden Inn Newtown Square Radnor

Hilton Garden Inn Newtown Square Radnor
3.0 star property
29 km from Trolley Square
9.0 out of 10, Wonderful, (617)
"Clean rooms and atmosphere, courteous staff, good value"
United States
Jonathan
The price is S$172
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Newtown Square Radnor
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.
View all properties

Where to stay in Trolley Square

Find the best Trolley Square areas for the activities you enjoy most.

Riverfront

Unique features of Riverfront include the restaurants and river views. Make a stop by Delaware Children's Museum or Daniel S. Frawley Stadium while you're exploring the area.

Wilmington which includes a fountain, a statue or sculpture and château or palace
Photo by Leslie Kipp
Open Photo by Leslie Kipp

Downtown Wilmington

Unique features of Downtown Wilmington include the bars and theatres. Make a stop by Grand Opera House or World Cafe Live at the Queen while you're exploring the area.

Forty Acres

While Forty Acres may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Delaware Art Museum and Brandywine Creek.

Little Italy

Though Little Italy may not have many top sights, you can venture to the surrounding area to see attractions like Delaware Art Museum and Brandywine Creek.

Trinity Vicinity

While Trinity Vicinity isn't home to many top sights, The Playhouse on Rodney Square and Grand Opera House are some notable places to visit nearby.

Top Trolley Square Hotel Reviews

Sonesta Select Philadelphia Airport

Sonesta Select Philadelphia Airport

10/10 Excellent
"We booked 6 rooms here for our band and I have to say the service, rooms and facilities were outstanding! A special mention for Tamika at the front desk who was extremely helpful and professional!! Traveling all over the country and staying at multitudes of hotels I wish every place we stayed was as clean and the the staff as helpful & friendly! We'll definitely book again!!"
Paul 1-night trip
Posted 1 day ago
Sonesta Select Philadelphia Airport

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Trolley Square?
Travellers are sure to enjoy a stay in Wilmington's Trolley Square neighbourhood.
How many hotels should I expect to find in the Trolley Square area?
When you want to put your feet up after a day of exploring the sights in Wilmington, you can choose from 10 Expedia hotels and other accommodation options in Trolley Square.
If I need to cancel my hotel reservation in Trolley Square, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to get the best options available in Trolley Square.
What are the top things to see and do in Trolley Square?
Brandywine Creek, Regal Brandywine Town Center and Brandywine Zoo are just a few of the places to visit in and around Trolley Square. While you're out sightseeing in Wilmington, make sure that you visit other sights such as Delaware Art Museum or The Playhouse on Rodney Square.