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Oct 13 - Oct 14
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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 brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A hotel room with a bed, a desk with a coffee maker, a TV, a chair, and a window with curtains.
A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
4.4 km from Roundtop Park
United States
Amy
NT$3,500
NT$3,886 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Chestertown
A hotel room with a sofa, two beds, a painting, and a lamp.
A multi-story brick building with a covered entrance and a parking lot.
A living room with a fireplace, a television, and a stone accent wall.
A hotel room with a bed, two bedside lamps, a sofa, a small table, and a painting on the wall.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
4.3 km from Roundtop Park
United States
Kate
NT$2,298
NT$2,551 total
includes taxes & fees
Oct 19 - Oct 20
Red Roof Inn & Suites Chestertown
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.
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.
A large brick building with a symmetrical facade, multiple chimneys, and a central entrance.
A campfire in a stone fire pit by a lakeside at sunset.

3. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
16.4 km from Roundtop Park
United States
Sandra
NT$3,448
NT$3,942 total
includes taxes & fees
Oct 15 - Oct 16
The Lodge at Great Oak Landing
A row of motel rooms with stone walls and red doors.
A hotel room with a bed, a small refrigerator, a lamp, a picture on the wall, and a curtain.
A living room with two patterned armchairs, a wooden coffee table, and a standing fan.
A living room with a wooden cabinet, a television, a sofa, and a dining table.

4. Driftwood Inn

Driftwood Inn
4.1 km from Roundtop Park
United States
Kathy
NT$2,027
NT$2,250 total
includes taxes & fees
Oct 15 - Oct 16
Driftwood Inn
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Top Roundtop Park Hotel Reviews

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 2 hours ago
Holiday Inn Express Annapolis East-Kent Island by IHG
Bally's Dover Casino Resort

Bally's Dover Casino Resort

10/10 Excellent
"Will stay here every year every homecoming. I love DSU and Dover Downs aka Ballys"
Imran 2-night trip
Posted 7 hours ago
Bally's Dover Casino Resort
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"We stayed at the Wilson’s Cove section next to the marina. Very nice accommodations. Restaurant was at the main hotel two blocks away. The staff was very friendly and the check-in staff at the main hotel helped me to get the room without having to pay extra since there was an Expedia reservation foul up."
Craig 1-night trip
Posted 12 hours ago
The Inn at Chesapeake Bay Beach Club
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 12 hours ago
Hyatt Place Kent Narrows & Marina
Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD

8/10 Good
"convenient to many popular attractions helpful staff"
Joseph 1-night trip
Posted 1 day ago
Home2 Suites by Hilton Baltimore / Aberdeen, MD
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

10/10 Excellent
"Everything was great."
Sheena 4-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area

Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area

10/10 Excellent
"The place is clean and well maintained - older but still in great shape. It was nice and quiet and is close to a lot. The staff was incredibly friendly from check-in to check-out. They made sure I enjoyed my stay, the last night as a single woman and our first night as a married couple."
Jennifer 2-night trip
Posted 1 day ago
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

8/10 Good
"Great accomodating staff. Breakfast was better than expected but i was 2nd one down Shower was great for my 5'4 but not sure if over 6 feet would fit. Great value for the money. Would stay again next year on my northern adventures"
John 1-night trip
Posted 1 day ago
Quality Inn Grasonville near Kent Island
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

10/10 Excellent
"The whole hotel including our room was very clean. The staff at the front desk were very friendly and helpful."
James 1-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Middletown

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.
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.