Find hotels near Roundtop Park, Chestertown from ￥10,063

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Our top choices for Roundtop 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
4.4 km from Roundtop Park
8.6 out of 10, Excellent, (999 reviews)
"Good hotel"
United States
Michael
The price is ￥15,569
￥17,282 total
includes taxes & fees
Dec 6 - Dec 7
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
4.3 km from Roundtop 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 ￥11,409
￥12,663 total
includes taxes & fees
Nov 15 - Nov 16
Red Roof Inn & Suites Chestertown
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

3. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
16.4 km from Roundtop Park
8.0 out of 10, Very good, (127 reviews)
"Nice restairant and bar"
United States
Steve allen
The price is ￥17,116
￥19,569 total
includes taxes & fees
Nov 10 - Nov 11
The Lodge at Great Oak Landing
A row of motel rooms with stone walls and red doors.

4. Driftwood Inn

Driftwood Inn
2.0 star property
4.1 km from Roundtop Park
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
The price is ￥10,063
￥11,171 total
includes taxes & fees
Nov 9 - Nov 10
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.
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Other attractions near Roundtop Park

Kings Town Park

Kings Town Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Experience the area's festivals and art scene.
See properties

Top Roundtop Park Hotel Reviews

A hotel lobby with a fireplace, seating area, and a television.
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown

10/10 Excellent

Inside the building it was clean, quiet and nice. In the back parking lot, it was very dirty. The grounds surrounding the lot was littered with trash and debris. One person looked to be sleeping in his car. I did appreciate the very bright lighting in that lot. A small clean up of the back lot would make a big difference in first impressions!!
United States
Laura
Reviewed April 12, 2025
Comfort Inn & Suites Chestertown

Frequently Asked Questions

What's the area like around Roundtop Park?

Roundtop Park is located in Chestertown. Travelers like the surrounding area for its university setting. You'll find 33 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay near Roundtop Park?

Red Roof Inn & Suites Chestertown is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and free WiFi. It's located 2.7 mi (4.3 km) from Roundtop Park. Another good option is Comfort Inn & Suites Chestertown, located 2.7 mi (4.4 km) away.

How many hotels will I be able to find close to Roundtop Park?

Expedia has 33 hotels and other accommodations a few miles from Roundtop Park.

If I need to cancel the hotel reservation for my stay near Roundtop Park, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to get the best deals near Roundtop Park.

Where can I learn more about changing or cancelling my trip in the area near Roundtop Park?

To access more information about changing or cancelling your stay near Roundtop Park, go to https://www.expedia.com/service/.

What can I see and do near Roundtop Park?

Spend some time exploring the natural beauty of Chestertown Dog Park, Urieville Park, and Urieville Lake Fish Management Area. You'll have countless hours of family fun at Garfield Center for the Arts at the Prince Theater, Schooner Sultana, and Larrabee Arts Center. Historical Society of Kent County Maryland and Chestertown Historic District are some sights worth a visit in the area.