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Find hotels near Roundtop Park, Chestertown from CA $113

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Oct 16 - Oct 17
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Oct 17 - Oct 18
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Oct 16 - Oct 18
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Our top choices for Roundtop Park hotels

A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.
A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.
A Comfort Inn & Suites hotel with a brick facade, arched entryway, and a well-maintained lawn.
A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
4.4 km from Roundtop Park
United States
Amy
CA $138
CA $154 total
includes taxes & fees
Nov 8 - Nov 9
Comfort Inn & Suites Chestertown
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.
A campfire in a stone fire pit by a lakeside at sunset.
A large brick building with a symmetrical facade, multiple chimneys, and a central entrance.
A spacious room with a large window, a seating area with a sofa and armchairs, a small table with a plant, and a display of various items including a mannequin and shelves with products.

2. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
16.4 km from Roundtop Park
United States
Sandra
CA $153
CA $175 total
includes taxes & fees
Oct 18 - Oct 19
The Lodge at Great Oak Landing
A hotel room with a sofa, two beds, a painting, and a lamp.
A hotel room with a bed, two bedside lamps, a sofa, a small table, and a painting on the wall.
A living room with a fireplace, a television, and a stone accent wall.
A multi-story brick building with a covered entrance and a parking lot.

3. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
4.3 km from Roundtop Park
United States
Kate
CA $102
CA $113 total
includes taxes & fees
Oct 26 - Oct 27
Red Roof Inn & Suites Chestertown
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Top Roundtop Park Hotel Reviews

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"The staff was awesome. Very professional and helpful. Our room was cleaned and well maintained. The food was great and the spa service was awesome as well."
Lamont 3-night trip
Posted 16 hours ago
The Inn at Chesapeake Bay Beach Club
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

8/10 Good
"The place was a little better than average, I'd stay here again. The room smelled musty as if it used to be a smoking room, but not completely unbearable. The desk help was not friendly but not rude either...kind of robotic. Easy parking, roomy room. Decent shower."
Bill 1-night trip
Posted 20 hours ago
Red Roof Inn & Suites Chestertown
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent
"Just like always a nice quiet place to stay"
Thomas 1-night trip
Posted 21 hours ago
Hampton Inn & Suites Edgewood/Aberdeen-South
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

8/10 Good
"Hotel was great. Really nice. loved having doormen considering area is not great. Just wished"
Lisa 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Middletown
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

8/10 Good
"Nice location. Good staff. Pet friendly +++"
Laura Lee 1-night trip
Posted 3 days ago
Holiday Inn Express Annapolis East-Kent Island by IHG
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"We stay here frequently. The best hotel in a great location."
Bryan 1-night trip
Posted 3 days ago
Hyatt Place Kent Narrows & Marina
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

10/10 Excellent
"We had a wonderful long weekend at the cottage. It is beautifully decorated and very clean. It was perfect for our needs. We spent our days boating on the upper bay (gorgeous weather) and evenings relaxing on the deck with a perfect view of the sunset and turkey point lighthouse. Thank you Chris and we would love to come back next season."
JoAnn W. 4-night trip
Posted 2 months ago
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

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.
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Rolling Road Park

Rolling Road 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.
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Historical Society of Kent County Maryland

7.4/10 (6 reviews)
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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Chestertown Historic District

Find out about the history of Chestertown with a stop at Chestertown Historic District. Experience the area's festivals and art scene.
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Garfield Center for the Arts at the Prince Theater

6.8/10 (5 reviews)
You can get tickets for a performance at Garfield Center for the Arts at the Prince Theater on your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
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Chestertown Farmers Market

You can browse for the perfect souvenirs at Chestertown Farmers Market during your stay in Chestertown. Experience the area's festivals and art scene.
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Sumner Hall

You can spend time studying the exhibits at Sumner Hall in Chestertown. Experience the area's festivals and art scene.
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River Arts Chestertown

7.4/10 (6 reviews)
Explore the campus of River Arts Chestertown, during your travels in Chestertown. Take in the festivals in this family-friendly area.
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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.
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.