Default HTG hotel image

Search Hotels Near Rolling Road Park, Chestertown

  • 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

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Rolling Road Park hotels

Free daily full breakfast

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
1.1 km from Rolling Road Park
8.6 out of 10, Excellent, (926 reviews)
"Great visit"
United States
Danielle
The price is ฿3,402
฿3,776 total
includes taxes & fees
19 Jul - 20 Jul
Comfort Inn & Suites Chestertown
Lobby lounge

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
1 km from Rolling Road Park
7.2 out of 10, Good, (457 reviews)
"Perfect for an overnight trip, staff was very helpful."
United States
Anasmel
The price is ฿2,373
฿2,634 total
includes taxes & fees
28 Jun - 29 Jun
Red Roof Inn & Suites Chestertown
Front of property – evening/night

Driftwood Inn

Driftwood Inn
2.0 star property
0.7 km from Rolling Road Park
5.2 out of 10, (177 reviews)
"Terrible !!! Dirty not clean the owner was rude and didn’t care about the conditions of the room. I asked for partial refund and was denied. Rat poop in the heaters. Dog hair in tubs dead bugs. Body fluids everywhere! Also drug dealers outside with guns. The owner still didn’t care what they were doing. Don’t go to this place it should be shut down !"
United States
Gabriel
The price is ฿2,093
฿2,324 total
includes taxes & fees
22 Jun - 23 Jun
Driftwood Inn
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

Top Rolling Road Park Hotel Reviews

La Quinta Inn & Suites by Wyndham Aberdeen-APG

La Quinta Inn & Suites by Wyndham Aberdeen-APG

10/10 Excellent
"The hotel was clean, quiet, and comfortable. Breakfast was good."
Rebecca 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Aberdeen-APG

Hotels near other Rolling Road Park attractions

Washington College

8.6/5 (87 reviews)
Enjoy the student vibe when you visit Washington College during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
See properties

Frequently asked questions

What's the area like around Rolling Road Park?
Rolling Road Park is located in Chestertown. Travellers like the surrounding area for its university setting. If you're looking for a convenient place to stay, take a look at the 13 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay near Rolling Road Park?
Holiday Inn Express Annapolis East-Kent Island by IHG is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and free parking. You'll find it 19.9 mi (32 km) from Rolling Road Park. Other good choices in the area include Best Western Kent Narrows Inn and Hyatt Place Kent Narrows & Marina.
How many hotels should I expect to find close to Rolling Road Park?
Expedia has 13 hotels and other accommodation options within a mile from Rolling Road Park.
If I need to cancel the hotel reservation for my stay near Rolling Road Park, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to view the best deals available near Rolling Road Park.
What can I see and do near Rolling Road Park?
You can wander around Chestertown Dog Park, Urieville Park or Urieville Lake Fish Management Area if you want a dose of fresh air. Create some family memories at Larrabee Arts Center and Garfield Center for the Arts at the Prince Theater. Washington College and Historical Society of Kent County Maryland are both worth a visit while you're out exploring.