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22 May - 24 May
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29 May - 31 May

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Our top choices for Chestertown Historic District hotels

Exterior

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
2.3 km from Chestertown Historic District
8.6 out of 10, Excellent, (911 reviews)
"Great visit"
United States
Danielle
The price is ฿3,625
฿4,024 total
includes taxes & fees
16 Jun - 17 Jun
Comfort Inn & Suites Chestertown
Lobby lounge

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
2.2 km from Chestertown Historic District
7.2 out of 10, Good, (440 reviews)
"Nothing special but good for the price. "
United States
Andreas
The price is ฿2,351
฿2,609 total
includes taxes & fees
25 May - 26 May
Red Roof Inn & Suites Chestertown
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
17.8 km from Chestertown Historic District
10.0 out of 10, Exceptional, (63 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is ฿5,814
฿6,454 total
includes taxes & fees
18 May - 19 May
Inn at Huntingfield Creek
Private beach nearby, sun-loungers, beach volleyball

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
13.3 km from Chestertown Historic District
8.0 out of 10, Very good, (81 reviews)
"clean, comfortable, and staff was friendly and helpful. "
United States
Gail
The price is ฿4,320
฿4,939 total
includes taxes & fees
20 May - 21 May
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.
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Top Chestertown Historic District Hotel Reviews

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

6/10 Okay
"Breakfast weak, no housekeeping at night, hallways stink. "
Perrin 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

Hotels near other Chestertown Historic District attractions

Washington College

4.3/5 (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 Chestertown Historic District?
Chestertown Historic District 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 18 hotels and other accommodation options you'll find within a mile.
What's the best place to stay close to Chestertown Historic District?
Holiday Inn Express Annapolis East-Kent Island by IHG 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 18.9 mi (30.5 km) from Chestertown Historic District. Other good options around the area include Best Western Kent Narrows Inn and Hyatt Place Kent Narrows & Marina.
How many hotels should I expect to find near Chestertown Historic District?
Expedia has 18 hotels and other accommodation options within a mile from Chestertown Historic District.
If I need to cancel the hotel reservation for my stay near Chestertown Historic District, will I receive a refund?
Yes, most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to view the best options available near Chestertown Historic District.