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Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Rolling Road Park hotels

A hotel lobby with a fireplace, seating area, and a television.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
1.1 km from Rolling Road Park
8.6 out of 10, Excellent, (997 reviews)
"Good hotel"
United States
Michael
The price is Rp1.785.209
Rp1.981.583 total
includes taxes & fees
18 Nov - 19 Nov
Comfort Inn & Suites Chestertown
A living room with a fireplace, a television, and a stone accent wall.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
1 km from Rolling Road Park
7.2 out of 10, Good, (511 reviews)
"Friendly staff, plenty of parking spaces,family friendly. The building is old but would do some renovation. Furniture needs replacement."
United States
Mary
The price is Rp1.305.557
Rp1.449.168 total
includes taxes & fees
3 Nov - 4 Nov
Red Roof Inn & Suites Chestertown
A row of motel rooms with stone walls and red doors.

3. Driftwood Inn

Driftwood Inn
2.0 star property
0.7 km from Rolling Road Park
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
The price is Rp1.151.573
Rp1.278.336 total
includes taxes & fees
28 Oct - 29 Oct
Driftwood Inn
A boat deck with a white bench and a view of a calm lake and distant trees.

4. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
19.1 km from Rolling Road Park
10.0 out of 10, Exceptional, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
The price is Rp2.540.895
Rp2.820.537 total
includes taxes & fees
16 Nov - 17 Nov
Inn at Huntingfield Creek
A two-story house with a covered porch, a staircase, and a garden area.

5. Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
19 km from Rolling Road Park
9.6 out of 10, Exceptional, (17 reviews)
"Host is fantastic. Great room with garden view. Breakfast made to order. Beautiful art gallery."
United States
Joe
The price is Rp2.423.743
Rp2.690.354 total
includes taxes & fees
28 Oct - 29 Oct
Haven Point Inn and Gallery
A campfire in a stone fire pit by a lakeside at sunset.

6. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
13.1 km from Rolling Road Park
8.0 out of 10, Very good, (124 reviews)
"Nice restairant and bar"
United States
Steve allen
The price is Rp1.958.580
Rp2.239.245 total
includes taxes & fees
28 Oct - 29 Oct
The Lodge at Great Oak Landing
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Compare top hotels near Rolling Road Park

A hotel lobby with a fireplace, seating area, and a television.

Comfort Inn & Suites Chestertown

2.5 star property
1.1 km from Rolling Road Park
View
A living room with a fireplace, a television, and a stone accent wall.

Red Roof Inn & Suites Chestertown

2.0 star property
1 km from Rolling Road Park
View
A row of motel rooms with stone walls and red doors.

Driftwood Inn

2.0 star property
0.7 km from Rolling Road Park
View
A boat deck with a white bench and a view of a calm lake and distant trees.

Inn at Huntingfield Creek

3.5 star property
19.1 km from Rolling Road Park
View
A two-story house with a covered porch, a staircase, and a garden area.

Haven Point Inn and Gallery

2.0 star property
19 km from Rolling Road Park
View
8.6
Excellent
997 reviews
7.2
Good
511 reviews
5.4
183 reviews
10.0
Exceptional
74 reviews
9.6
Exceptional
17 reviews
The price is Rp1.785.209
Rp1.981.583 total
includes taxes & fees
18 Nov - 19 Nov
The price is Rp1.305.557
Rp1.449.168 total
includes taxes & fees
3 Nov - 4 Nov
The price is Rp1.151.573
Rp1.278.336 total
includes taxes & fees
28 Oct - 29 Oct
The price is Rp2.540.895
Rp2.820.537 total
includes taxes & fees
16 Nov - 17 Nov
The price is Rp2.423.743
Rp2.690.354 total
includes taxes & fees
28 Oct - 29 Oct
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • Yes, Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Hotels recommended for families near Rolling Road Park

A hotel lobby with a fireplace, seating area, and a television.

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (997)
The price is Rp1.785.209
Rp1.981.583 total
includes taxes & fees
18 Nov - 19 Nov
Comfort Inn & Suites Chestertown

Top Rolling Road Park Hotel Reviews

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

8/10 Good
"Beds were comfortable but the pillows were not. Room was very tall and echoy"
Edward 2-night trip
Posted 22 hours ago
Hampton Inn & Suites Edgewood/Aberdeen-South

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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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.