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Check prices for these dates

Tonight
22 Sep - 23 Sep
Tomorrow
23 Sep - 24 Sep
This weekend
25 Sep - 27 Sep
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 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
1.1 km from Rolling Road Park
United States
Amy
2.789.130 ₫
3.095.934 ₫ total
includes taxes & fees
12 Oct - 13 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 room with a bed, a couch, a painting, and a window with curtains.
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
1.873.062 ₫
2.079.099 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Red Roof Inn & Suites Chestertown
A row of motel rooms with stone walls and red doors.
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.
A living room with two patterned armchairs, a wooden coffee table, and a standing fan.

3. Driftwood Inn

Driftwood Inn
0.7 km from Rolling Road Park
United States
Kathy
1.652.143 ₫
1.834.009 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Driftwood Inn
A boat deck with a white bench and a view of a calm lake and distant trees.
A sunflower field with a white barn and a large house in the background.
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.
A modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.

4. Inn at Huntingfield Creek

Inn at Huntingfield Creek
19.1 km from Rolling Road Park
United States
Christine
4.694.428 ₫
5.210.885 ₫ 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 bedroom with a bed, a ceiling fan, a door, a chair, and a wall with three framed pictures.
A row of stationary bicycles with green frames and white seats, parked outdoors.
A garden with a lawn and a table with chairs under a canopy.

5. Haven Point Inn and Gallery

Haven Point Inn and Gallery
19 km from Rolling Road Park
United States
Mary
3.477.306 ₫
3.859.810 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Haven Point Inn and Gallery
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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
983 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
496 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

10/10 Excellent
"worth the price. aesthetically maybe a little “outdated” but it was clean. decent breakfast (scrambled eggs, sausage links, pancakes, cold cereal, coffee tea, juice, toast, yogurt) only complaint is parking but that’s not the hotels fault."
Charles 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
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 18 hours ago
Hampton Inn & Suites Edgewood/Aberdeen-South
Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD

10/10 Excellent
"Staff was great, room was clean and bed was comfortable"
Adam 2-night trip
Posted 20 hours ago
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

10/10 Excellent
"Our short stay was amazing. Hotel was spotless and accommodating to our needs. Had a wedding in Galena, MD on Sunday and our CA family who flew in on Saturday also stayed at same hotel."
Carol 1-night trip
Posted 20 hours ago
Fairfield Inn & Suites by Marriott Middletown
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 1 day ago
The Lodge at Great Oak Landing
SpringHill Suites Baltimore White Marsh/Middle River

SpringHill Suites Baltimore White Marsh/Middle River

10/10 Excellent
"The hotel was beautiful and clean. My only complaint was the breakfast. It ends way too early on the weekend."
Desiree 1-night trip
Posted 1 day ago
SpringHill Suites Baltimore White Marsh/Middle River
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 3 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 4 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.
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.