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Chestertown Hotel Guide - Rolling Road Park hotels in Chestertown, United States of America.

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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul

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Our top choices for Rolling Road Park hotels

Free daily full breakfast

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, (931 reviews)
"Great visit"
United States
Danielle
The price is €104
includes taxes & fees
4 Aug - 5 Aug
Comfort Inn & Suites Chestertown
Lobby lounge

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, (462 reviews)
"Perfect for an overnight trip, staff was very helpful."
United States
Anasmel
The price is €70
includes taxes & fees
20 Jul - 21 Jul
Red Roof Inn & Suites Chestertown
Private beach nearby, sun-loungers, beach volleyball

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.0 star property
13.1 km from Rolling Road Park
7.8 out of 10, Good, (90 reviews)
"Peaceful and beautiful location. Such a relaxing spot. Very clean throughout the whole property. Staff very pleasant and attentive. Would stay here again "
United States
Nicola
The price is €132
includes taxes & fees
14 Jul - 15 Jul
The Lodge at Great Oak Landing
Lake

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, (66 reviews)
"A beautiful place to spend a few days relaxing and enjoying nature. The owners are friendly, welcoming, and take excellent care of the property."
United States
Myrna
The price is €173
includes taxes & fees
15 Jul - 16 Jul
Inn at Huntingfield Creek
Exterior

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, (5 reviews)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
The price is €136
includes taxes & fees
14 Jul - 15 Jul
Haven Point Inn and Gallery
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.
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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
Free daily full breakfast
Comfort Inn & Suites Chestertown
2.5 star property
8.6
Excellent
931 reviews
View
Lobby lounge
Red Roof Inn & Suites Chestertown
2.0 star property
7.2
Good
462 reviews
View
Private beach nearby, sun-loungers, beach volleyball
The Lodge at Great Oak Landing
3.0 star property
7.8
Good
90 reviews
View
Lake
Inn at Huntingfield Creek
3.5 star property
10.0
Exceptional
66 reviews
View
Exterior
Haven Point Inn and Gallery
2.0 star property
9.6
Exceptional
5 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
"Good parking. Room was pretty clean. A/C could of worked a little better. Breakfast was good, but not stocked often, ran out sausage & eggs, low selection of yogurt. No dog poo bags in dog poo bag container, but had trash receptacles for your own. Some people did not clean up after their pet. Some people had issues with elevator, our room was on 1st floor. No guide for TV channels, not a very large selection, wasnt able to use any of our subscription accounts either. Their contract had expired. Rain had electricity & cable flickering on/off for bit. The wall outlet the lamp between our beds was plugged into blew. Just plugged lamp into outlet on plug to alarm clock. No fan in bathroom. Hairdryer screws coming out of wall. Beds and pillows comfortable. Freezer covered with ice, but functional. Check in/out was easy & quick. Saw out of order signs on at least 1 machine in gym area. Looked to have a nice work station setup. No pool. No reading/information on local restaurants, attractions, etc., like you find in most hotels. Worth the nightly fee of $80 a night, no additional pet fee, and free breakfast."
Jennifer 2-night trip
Posted 12 hours ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

Hotels near other Rolling Road Park attractions

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 14 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay near Rolling Road Park?
Quality Inn Grasonville near Kent Island is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and free parking. You'll find it 19.6 mi (31.5 km) from Rolling Road Park. Other good choices in the area include Holiday Inn Express Annapolis East-Kent Island by IHG and Best Western Kent Narrows Inn.
How many hotels should I expect to find close to Rolling Road Park?
Expedia has 14 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. Create some family memories at Larrabee Arts Center and Garfield Center for the Arts at the Prince Theater. Washington College and River Arts Chestertown are both worth a visit while you're out exploring.