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Check prices for these dates

Tonight
6 Nov - 7 Nov
Tomorrow
7 Nov - 8 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Rolling Road Park hotels

A hotel lobby with a fireplace, seating area, and a television.

1. 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, (998 reviews)
"Good hotel"
United States
Michael
The price is 2.522.901 ₫
2.800.420 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Chestertown
A living room with a fireplace, a television, and a stone accent wall.

2. 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, (513 reviews)
"Nice clean place and priced good. Plenty of mirrors, plenty of counter space, many tv channels even Christian based ones and comfortable bed. The room needs up dating since damage area on ceiling and corner location rug worn spot. I felt safe as a solo, could check in late and close to historic Chestertown. I would come again."
United States
Regina
The price is 1.848.801 ₫
2.052.169 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Red Roof Inn & Suites Chestertown
A row of motel rooms with stone walls and red doors.

3. Driftwood Inn

Driftwood Inn
2.0 star property
0.7 km from Rolling Road Park
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
The price is 1.630.744 ₫
1.810.254 ₫ total
includes taxes & fees
7 Nov - 8 Nov
Driftwood Inn
A modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.

4. 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, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
The price is 3.598.165 ₫
3.994.166 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Inn at Huntingfield Creek
A campfire in a stone fire pit by a lakeside at sunset.

5. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
13.1 km from Rolling Road Park
8.0 out of 10, Very good, (127 reviews)
"Nice restairant and bar"
United States
Steve allen
The price is 2.773.548 ₫
3.170.997 ₫ total
includes taxes & fees
8 Nov - 9 Nov
The Lodge at Great Oak Landing
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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Compare popular hotels close to Rolling Road Park

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A hotel lobby with a fireplace, seating area, and a television.
Comfort Inn & Suites Chestertown
2.5 star property
8.6
Excellent
998 reviews
View
A living room with a fireplace, a television, and a stone accent wall.
Red Roof Inn & Suites Chestertown
2.0 star property
7.2
Good
513 reviews
View
A row of motel rooms with stone walls and red doors.
Driftwood Inn
2.0 star property
5.4
183 reviews
View
A modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.
Inn at Huntingfield Creek
3.5 star property
10.0
Exceptional
74 reviews
View
A campfire in a stone fire pit by a lakeside at sunset.
The Lodge at Great Oak Landing
3.5 star property
8.0
Very good
127 reviews
View

Other attractions near Rolling Road Park

Washington College

8.6/10 (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.
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Top Rolling Road Park Hotel Reviews

A living room with a fireplace, a television, and a stone accent wall.
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown

10/10 Excellent

Rose, Carla and the other staff were fantastic. We felt so at home. Couldn't have been better. Our room was large and comfortable. We would certainly stay there again.
United Kingdom
Hugh and Lynn
Reviewed September 14, 2012
Red Roof Inn & Suites Chestertown

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 15 hotels and other accommodation options you'll find within a mile.

How many hotels should I expect to find close to Rolling Road Park?

Expedia has 15 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. You'll have countless hours of family fun at Larrabee Arts Center, Garfield Center for the Arts at the Prince Theater and Schooner Sultana. Washington College and Historical Society of Kent County Maryland are both worth a visit while you're out exploring.