Hotels near Rolling Road Park

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Dec 30 - Dec 31
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Dec 31 - Jan 1
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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Our top choices for Rolling Road Park hotels

Lobby
Comfort Inn & Suites Chestertown

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, (861)
"Everything was well!"
United States
Ahmed
The price is P5,740
P6,371 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Comfort Inn & Suites Chestertown
Desk, laptop workspace, blackout drapes, iron/ironing board
Red Roof Inn & Suites Chestertown

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, (424)
"Professional staff, warm greetings clean room "
United States
Dr. Nicholas and Mrs. Karen
The price is P4,235
P4,701 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Red Roof Inn & Suites Chestertown
Lake
Inn at Huntingfield Creek

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, (59)
"Quiet. Friendly staff. Beautiful grounds. Very clean."
United States
Brian
Inn at Huntingfield Creek
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 Rolling Road Park Hotel Reviews

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"The room was very nicely arranged and organized and had a great view. It was very clean. Breakfast buffet was good. Staff very friendly and helpful. Nice common areas to sit and relax with a view as well - Highly recommended"
Mary-Jo 2-night trip
Posted 1 day ago
Hyatt Place Kent Narrows & Marina

Hotels near other Rolling Road Park attractions

Washington College

4.1/5 (45 reviews)
Take a campus tour or just explore the area of Washington College, during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
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Historical Society of Kent County Maryland

You can spend an afternoon exploring the galleries in Historical Society of Kent County Maryland during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
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Frequently asked questions

What's the area like around Rolling Road Park?
Rolling Road Park is located in Chestertown. Travelers like the surrounding area for its university setting. If you're looking for a convenient place to stay, check out the 16 hotels and other accommodations you'll find within a mile.
What's the best place to stay near Rolling Road Park?
Hyatt Place Kent Narrows & Marina is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and an indoor pool. You'll find it 20.1 mi (32.4 km) from Rolling Road Park. Other good options in the area include Best Western Kent Narrows Inn and Hilton Garden Inn Kent Island Marina.
How many hotels should I expect to find close to Rolling Road Park?
Expedia has 16 hotels and other accommodations 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! Most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to view top deals close to Rolling Road Park.
What can I see and do near Rolling Road Park?
Spend some time exploring the natural beauty of Chestertown Dog Park, Urieville Park, and Urieville Lake Fish Management Area. Attractions like Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater highlight the local culture. Washington College and River Arts Chestertown are both worth a visit while you're checking out the area.