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Check prices for these dates

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

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Our top choices for Roundtop Park hotels

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 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.

1. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
10.2 mi from Roundtop Park
United States
Steve allen
£93
includes taxes & fees
19 Oct - 20 Oct
The Lodge at Great Oak Landing
A hotel room with a sofa, two beds, a painting, and a lamp.
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.
A hotel sign with a red background and white lettering, a parking lot, and a building with a brick facade.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.7 mi from Roundtop Park
United States
Kate
£60
includes taxes & fees
25 Oct - 26 Oct
Red Roof Inn & Suites Chestertown
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Hotels recommended for families near Roundtop Park

A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.
A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.
A Comfort Inn & Suites hotel with a brick facade, arched entryway, and a well-maintained lawn.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
£82
includes taxes & fees
8 Nov - 9 Nov
Comfort Inn & Suites Chestertown
A hotel room with a sofa, two beds, a painting, and a lamp.
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.
A hotel sign with a red background and white lettering, a parking lot, and a building with a brick facade.

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown
£60
includes taxes & fees
25 Oct - 26 Oct
Red Roof Inn & Suites Chestertown
A spacious living area with a dining table, sofa, and a kitchen in the background.
A bedroom with a large bed, a nightstand, a lamp, a patterned rug, and a view through an open door to a hallway.
A laundry room with two front-loading washing machines, a drying rack, and a small cabinet above the machines.
A modern kitchen with white cabinets, a central island, and pendant lighting.

Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
£264
includes taxes & fees
18 Oct - 19 Oct
Newly restored apartment in the heart of Chestertown
A house with a swimming pool, surrounded by a fence, and two red umbrellas.
A bedroom with a bed, a ceiling fan, a painting, and a door leading to another room.
A swimming pool with a curved edge, surrounded by a brick patio and a hedge.
A building with a balcony and large windows, surrounded by trees and a fence.

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
£122
includes taxes & fees
19 Oct - 20 Oct
First Floor Studio Apartment in Historic 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 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.

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
Chestertown
£93
includes taxes & fees
19 Oct - 20 Oct
The Lodge at Great Oak Landing
A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.
A marina with boats docked, a building with a white facade, and a restaurant with outdoor seating.
A garden with a statue, various shrubs, and a flower bed.
A living room with a glass-top coffee table, a blue sofa, a patterned armchair, and a television on a wooden stand.

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
£217
includes taxes & fees
18 Oct - 19 Oct
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
A boat deck with a white bench and a view of a calm lake and distant trees.
A buffet with various food items including fruits, pastries, and salads.
A modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.
A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

Inn at Huntingfield Creek

Inn at Huntingfield Creek
Rock Hall
£117
includes taxes & fees
16 Nov - 17 Nov
Inn at Huntingfield Creek
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.
A spacious lobby with a staircase, a reception desk, and a dining area.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.
A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
£70
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Grasonville near Kent Island

Top Roundtop Park Hotel Reviews

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

10/10 Excellent
"The rooms were very clean, AC was powerful, turned it on cold all the way and came back to a walk in freezer, loved that. Staff was helpful, room had a steamer in it which was very useful for steaming my outfit before the wedding I was attending. Would recommend to anyone"
James 1-night trip
Posted 2 hours ago
Quality Inn Grasonville near Kent Island
Bally's Dover Casino Resort

Bally's Dover Casino Resort

10/10 Excellent
"Kudos. I've had the pleasure of staying here on several occasions. Each time i was truly satisfied. Also amazed how courteous the staff treated us. The casino and rooms were very clean. Do yourself a favor come see or call to start your own memories. You'll be glad you did....."
Matthew 3-night trip
Posted 4 hours ago
Bally's Dover Casino Resort
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

10/10 Excellent
"Cool spot by a marina. House felt clean and good beds."
Nathaniel Richard 4-night trip
Posted 19 hours ago
The Lodge at Great Oak Landing
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent
"Propre et tranquille, déjeuner complet. Stationnement gratuit."
Sophie 1-night trip
Posted 1 day ago
Hampton Inn & Suites Edgewood/Aberdeen-South
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

8/10 Good
"Solid for the type of accommodations. Would be nice if breakfast was served past 9"
William 1-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Middletown
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 2 days ago
Red Roof Inn & Suites Chestertown
240' Private Beachfront @Kent Island Love Point - Great for Families

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent
"This place was wonderful for family get togethers. So incredibly home-y! Beautiful views from every window. The place is better stocked than any home I’ve ever rented and we’ve stayed in over twenty across the USA. Tissues in every room. Can never find tissues in other rentals! Also paper products, foil, every possible cookware and dish available for use. Loads of drawer and closet space if you like to unpack. Beautiful landscaping and waterfront views. Even the driveway was landscaped perfectly. I am a bird watcher / listener and the birds sing their hearts out in the trees surrounding the property. We utilized the kayaks and super wide paddleboard. We put the crab traps out and caught two dozen crabs. We all had fun and spent quality time together. Best rental experience EVER! Host Hal was very responsive to any questions we had too!"
Joan C. 4-night trip
Posted 3 days ago
240' Private Beachfront @Kent Island Love Point - Great for Families
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 4 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 4 days ago
Hyatt Place Kent Narrows & Marina

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 browsing the exhibits at Historical Society of Kent County Maryland during your trip to 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 make plans for a show 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 find the perfect gifts to bring home at Chestertown Farmers Market during your trip to Chestertown. Experience the area's festivals and art scene.
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Sumner Hall

You can spend time exploring the galleries in Sumner Hall during your travels in Chestertown. Experience the area's festivals and art scene.
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River Arts Chestertown

7.4/10 (6 reviews)
Enjoy the student vibe when you visit River Arts Chestertown during your trip to 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. Travellers 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.
What's the best hotel to stay near Roundtop Park?
Red Roof Inn & Suites Chestertown is one of the top choices for your stay based on our traveller data, and this hotel offers free parking and free WiFi. It's located 2.7 mi (4.3 km) from Roundtop Park. Another good choice is Comfort Inn & Suites Chestertown, located 2.7 mi (4.4 km) away.
How many hotels are there close to Roundtop Park?
Expedia has 33 hotels and other accommodation options 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 room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals near Roundtop Park.
What can I see and do near Roundtop Park?
Spend some time exploring the 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.