Default HTG hotel image

Find hotels near Roundtop Park, Chestertown from ￥11,099

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Filter by

Property class

Guest rating

Our top choices for Roundtop Park hotels

A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.
A modern lounge area with seating, a fireplace, and a television.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
4.4 km from Roundtop Park
United States
Amy
￥16,333
￥18,129 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Chestertown
A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.
A spacious living room with a fireplace, a stone accent wall, and a television mounted above it.
A hotel sign with a red background and white lettering, a parking lot, and a building with a brick facade.
A hotel room with a bed, a couch, a painting, and a window with curtains.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
4.3 km from Roundtop Park
United States
Linda
￥11,335
￥12,582 total
includes taxes & fees
Oct 4 - Oct 5
Red Roof Inn & Suites Chestertown
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.
A large brick building with a symmetrical facade, multiple chimneys, and a central entrance.
A marina with docked boats, a wooden walkway with railings, and a sign indicating 'D DOCK'.
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.

3. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
16.4 km from Roundtop Park
United States
Jane
￥17,005
￥19,443 total
includes taxes & fees
Sep 27 - Sep 28
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 a wooden cabinet, a television, a sofa, and a dining table.
A two-story building with a brick facade, large windows, and a sloped roof.

4. Driftwood Inn

Driftwood Inn
4.1 km from Roundtop Park
United States
Kathy
￥9,998
￥11,099 total
includes taxes & fees
Sep 27 - Sep 28
Driftwood Inn
View all properties

Top Roundtop Park Hotel Reviews

Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A

10/10 Excellent
"Stayed here before and service is still superb"
Ebony 2-night trip
Posted 11 hours ago
Quality Inn & Suites Bel Air I-95 Exit 77A
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

10/10 Excellent
"Very clean and quiet. Reasonable breakfast. Room was of good size. Very comfortable accommodations."
Frank 1-night trip
Posted 12 hours ago
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent
"Pet friendly. Full breakfast. Desk was accommodating for a ground floor room for my dog. Room was clean and comfortable."
Wayne 1-night trip
Posted 13 hours ago
Holiday Inn Express Annapolis East-Kent Island by IHG
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

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

8/10 Good
"room was clean, and the breakfast was as expected. The only bad thing was that treadmill in the gym was out of service, which I found disappointing."
Steven 1-night trip
Posted 15 hours ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

10/10 Excellent
"Perfectly adequate room for a visit to Chestertown. Good furnishings and amenities. Walkable to stores and restaurants."
John 2-night trip
Posted 15 hours ago
Red Roof Inn & Suites Chestertown
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

10/10 Excellent
"This Comfort Inn exceeded our expectations. The staff was very friendly and helpful, and the room was clean, comfortable, and updated. Easy and free parking. Breakfast offerings were generous and well presented, especially compared to other places on our trip. I would definitely stay here again. Thanks."
Teri 1-night trip
Posted 19 hours ago
Comfort Inn & Suites Chestertown
SpringHill Suites Baltimore White Marsh/Middle River

SpringHill Suites Baltimore White Marsh/Middle River

10/10 Excellent
"The staff at the reception was courteous. The room was clean and the treatment was excellent."
Jose 1-night trip
Posted 1 day ago
SpringHill Suites Baltimore White Marsh/Middle River
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

8/10 Good
"Unique location with a beachy feel. Comfortable with basic amenities. Communication with the lodge staff was very good as I checked in late and they sent me my room entry information. I would stay there again."
Jane 1-night trip
Posted 3 days ago
The Lodge at Great Oak Landing
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 3 weeks 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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

Sumner Hall

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

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.
See properties

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.