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Hotels near Rolling Road Park

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Oct 1 - Oct 2
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Oct 2 - Oct 3
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Oct 2 - Oct 4
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Oct 9 - Oct 11

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Our top choices for Rolling Road Park hotels

A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
Exterior
A rectangular swimming pool with a tiled edge, surrounded by lounge chairs and a concrete deck.
Exterior

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
1.1 km from Rolling Road Park
United States
Amy
P6,361
P7,061 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn & Suites Chestertown
A multi-story brick building with a covered entrance and a parking lot.
A hotel room with a bed, a sofa, a desk, and a painting on the wall.
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.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
1 km from Rolling Road Park
United States
Linda
P4,505
P5,001 total
includes taxes & fees
Oct 8 - Oct 9
Red Roof Inn & Suites Chestertown
A row of motel rooms with stone walls and red doors.
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.
A hotel room with a bed, a small refrigerator, a lamp, a picture on the wall, and a curtain.

3. Driftwood Inn

Driftwood Inn
0.7 km from Rolling Road Park
United States
Kathy
P3,974
P4,411 total
includes taxes & fees
Oct 4 - Oct 5
Driftwood Inn
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.

4. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
13.1 km from Rolling Road Park
United States
Sandra
P6,767
P7,737 total
includes taxes & fees
Oct 4 - Oct 5
The Lodge at Great Oak Landing
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 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 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
P8,374
P9,295 total
includes taxes & fees
Oct 6 - Oct 7
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
Exterior
Comfort Inn & Suites Chestertown
8.6
Excellent
989 reviews
View
A multi-story brick building with a covered entrance and a parking lot.
Red Roof Inn & Suites Chestertown
7.2
Good
502 reviews
View
A row of motel rooms with stone walls and red doors.
Driftwood Inn
5.4
183 reviews
View
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.
The Lodge at Great Oak Landing
8.0
Very good
115 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

Comfort Inn & Suites Aberdeen near APG

Comfort Inn & Suites Aberdeen near APG

8/10 Good
"Hotel was clean. Easy off 95 for stopping the night"
CHARLES 1-night trip
Posted 16 hours ago
Comfort Inn & Suites Aberdeen near APG
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Beautiful views, great food options, and free bikes! My mom, sister and I had a great little getaway. Will be back."
Laurie 3-night trip
Posted 21 hours ago
The Inn at Chesapeake Bay Beach Club
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

10/10 Excellent
"Had a good time. Nice area"
Thomas E 3-night trip
Posted 23 hours ago
Hilton Garden Inn Kent Island Marina
SpringHill Suites Baltimore White Marsh/Middle River

SpringHill Suites Baltimore White Marsh/Middle River

10/10 Excellent
"Very friendly staff, clean rooms, nice amenities.I would definitely recommend staying at this hotel."
Khia 1-night trip
Posted 1 day ago
SpringHill Suites Baltimore White Marsh/Middle River
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Best spot at Kent Narrows."
Karen 1-night trip
Posted 2 days ago
Hyatt Place Kent Narrows & Marina
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

10/10 Excellent
"This is a wonderful facility for a couple or family. The restaurant is just "ok"."
Sandra 1-night trip
Posted 4 days ago
The Lodge at Great Oak Landing
Holiday Inn Express White Marsh by IHG

Holiday Inn Express White Marsh by IHG

8/10 Good
"This Holiday Inn is not too far from my location and I take care of my guests there. It is a value for the money and includes parking and breakfast. I would recommend."
Stephanie 1-night trip
Posted 5 days ago
Holiday Inn Express White Marsh by IHG
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 8 days ago
Holiday Inn Express Annapolis East-Kent Island by IHG

Other attractions near Rolling Road Park

Washington College

8.6/10 (87 reviews)
Take a campus tour or just explore the area of 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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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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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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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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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 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 studying the exhibits at Sumner Hall 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. Travelers like the surrounding area for its university setting. If you're looking for a convenient place to stay, check out the 15 hotels and other accommodations you'll find within a mile.
What's the best place to stay near Rolling Road Park?
The Lodge at Great Oak Landing is one of the top choices for your stay based on our traveler 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 options 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 accommodations 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! Most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to view top deals close to 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 checking out the area.