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

Tonight
12 Apr - 13 Apr
Tomorrow
13 Apr - 14 Apr
Next weekend
17 Apr - 19 Apr
In two weeks
24 Apr - 26 Apr

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, (898 reviews)
"Best place to stay always "
United States
Robert
The price is Rp1.875.454
Rp2.081.754 total
includes taxes & fees
3 May - 4 May
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, (435 reviews)
"Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. "
United States
Linette
The price is Rp1.215.941
Rp1.349.694 total
includes taxes & fees
19 Apr - 20 Apr
Red Roof Inn & Suites Chestertown
Private beach nearby, sun-loungers, beach volleyball

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
13.1 km from Rolling Road Park
7.8 out of 10, Good, (77 reviews)
"Very nice rooms, "
United States
Stephania
The price is Rp1.847.232
Rp2.111.942 total
includes taxes & fees
13 Apr - 14 Apr
The Lodge at Great Oak Landing
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
19.1 km from Rolling Road Park
10.0 out of 10, Exceptional, (62 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is Rp2.396.441
Rp2.660.185 total
includes taxes & fees
13 Apr - 14 Apr
Inn at Huntingfield Creek
Exterior

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
19 km from Rolling Road Park
The price is Rp2.651.120
Rp2.942.743 total
includes taxes & fees
28 Apr - 29 Apr
Haven Point Inn and Gallery
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

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent
"Decent stay at this hotel. Clean room and friendly staff. Breakfast was decent. If I ever visit this area again this hotel would be a good option."
Reggie 3-night trip
Posted 2 hours ago
Hampton Inn & Suites Edgewood/Aberdeen-South

Hotels near other Rolling Road Park attractions

Washington College

4.3/5 (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

Larrabee Arts Center

Enjoy an outing to Larrabee Arts Center during your stay in Chestertown. Experience the area's festivals and art scene.
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 16 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 16 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.