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Check prices for these dates

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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Our top choices for Rolling Road 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 modern lounge area with seating, a fireplace, and a television.
A hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
1.1 km from Rolling Road Park
United States
Amy
₹10,248
₹11,375 total
includes taxes & fees
14 Oct - 15 Oct
Comfort Inn & Suites Chestertown
A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.
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, two bedside lamps, a sofa, a small table, and a painting on the wall.
A spacious living room with a fireplace, a stone accent wall, and a television mounted above it.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
1 km from Rolling Road Park
United States
Linda
₹6,882
₹7,639 total
includes taxes & fees
30 Sept - 1 Oct
Red Roof Inn & Suites Chestertown
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 two-story building with a brick facade, large windows, and a sloped roof.

3. Driftwood Inn

Driftwood Inn
0.7 km from Rolling Road Park
United States
Kathy
₹6,070
₹6,738 total
includes taxes & fees
27 Sept - 28 Sept
Driftwood Inn
A boat deck with a white bench and a view of a calm lake and distant trees.
A modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.
A sunflower field with a white barn and a large house in the background.
A buffet with various food items including fruits, pastries, and salads.

4. Inn at Huntingfield Creek

Inn at Huntingfield Creek
19.1 km from Rolling Road Park
United States
Christine
₹17,248
₹19,146 total
includes taxes & fees
4 Oct - 5 Oct
Inn at Huntingfield Creek
A two-story house with a covered porch, a staircase, and a garden area.
A garden with a lawn and a table with chairs under a canopy.
A dining room with a long wooden table set for six, surrounded by chairs. There are framed pictures on the walls, a window with a view of trees, and a sofa in the background.
A bedroom with a bed, a ceiling fan, a door, a chair, and a wall with three framed pictures.

5. Haven Point Inn and Gallery

Haven Point Inn and Gallery
19 km from Rolling Road Park
United States
Mary
₹12,521
₹13,898 total
includes taxes & fees
29 Sept - 30 Sept
Haven Point Inn and Gallery
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.

6. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
13.1 km from Rolling Road Park
United States
Jane
₹10,324
₹11,804 total
includes taxes & fees
27 Sept - 28 Sept
The Lodge at Great Oak Landing
View all properties

Compare popular hotels close to Rolling Road Park

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
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.
Comfort Inn & Suites Chestertown
8.6
Excellent
984 reviews
View
A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.
Red Roof Inn & Suites Chestertown
7.2
Good
497 reviews
View
A row of motel rooms with stone walls and red doors.
Driftwood Inn
5.4
183 reviews
View
A boat deck with a white bench and a view of a calm lake and distant trees.
Inn at Huntingfield Creek
10.0
Exceptional
73 reviews
View
A two-story house with a covered porch, a staircase, and a garden area.
Haven Point Inn and Gallery
9.6
Exceptional
14 reviews
View

Top Rolling Road Park Hotel Reviews

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 2 hours ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

10/10 Excellent
"Clean room, friendly staff, great breakfast attendant"
Crystal 1-night trip
Posted 8 hours ago
Quality Inn Grasonville near Kent Island
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 19 hours ago
SpringHill Suites Baltimore White Marsh/Middle River
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent
"The room was clean and spacious"
Carla 1-night trip
Posted 2 days ago
Hampton Inn & Suites Edgewood/Aberdeen-South
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Gorgeous hotel. I wish we had been there more than a night just to enjoy the various outdoor areas to relax. Enjoyed drinks and apps at their restaurants and had great coffee and breakfast at their market. We definitely want to go back when we have more time. We stayed in the Barn and it was just beautiful and quiet."
Frances 1-night trip
Posted 2 days ago
The Inn at Chesapeake Bay Beach Club
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
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

8/10 Good
"All good"
Paul 2-night trip
Posted 4 days ago
Holiday Inn Express Annapolis East-Kent Island by IHG
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

8/10 Good
"No free breakfast but the one I had to pay for was good"
Darlene 1-night trip
Posted 5 days ago
Hilton Garden Inn Kent Island Marina

Other attractions near Rolling Road Park

Washington College

8.6/10 (87 reviews)
Enjoy the student vibe when you visit Washington College during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
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Larrabee Arts Center

Enjoy an outing to Larrabee Arts Center during your stay in Chestertown. 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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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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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 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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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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Frequently asked questions

What's the area like around Rolling Road Park?
Rolling Road Park is located in Chestertown. Travellers like the surrounding area for its university setting. If you're looking for a convenient place to stay, take a look at the 15 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay near Rolling Road Park?
The Lodge at Great Oak Landing is one of the top choices for your stay based on our traveller data, and this lodge offers a golf course and 2 restaurants. You'll find it 8.1 mi (13.1 km) from Rolling Road Park. Other good choices in the area include Quality Inn Grasonville near Kent Island and Hilton Garden Inn Kent Island Marina.
How many hotels should I expect to find close to Rolling Road Park?
Expedia has 15 hotels and other accommodation options within a mile from Rolling Road Park.
If I need to cancel the hotel reservation for my stay near Rolling Road Park, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to view the best deals available near Rolling Road Park.
What can I see and do near Rolling Road Park?
You can wander around Chestertown Dog Park, Urieville Park or Urieville Lake Fish Management Area if you want a dose of fresh air. You'll have countless hours of family fun at Larrabee Arts Center, Garfield Center for the Arts at the Prince Theater and Schooner Sultana. Washington College and Historical Society of Kent County Maryland are both worth a visit while you're out exploring.