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Find hotels near Chestertown Historic District, Chestertown from ￥11,048

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Oct 24 - Oct 25
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Oct 25 - Oct 26
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Oct 30 - Nov 1
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Our top choices for Chestertown Historic District hotels

A hotel lobby with a fireplace, seating area, and a television.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A hotel room with a bed, a sofa, a dining table, and a small round table.
A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.3 km from Chestertown Historic District
United States
Roberta
￥15,436
￥17,135 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn & Suites Chestertown
A spacious living room with a fireplace, a stone accent wall, and a television mounted above it.
A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.
A living room with a fireplace, a television, and a stone accent wall.
A hotel room with a bed, a couch, a painting, and a window with curtains.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.2 km from Chestertown Historic District
United States
Kate
￥11,283
￥12,525 total
includes taxes & fees
Nov 12 - Nov 13
Red Roof Inn & Suites Chestertown
A row of motel rooms with stone walls and red doors.
A hotel room with a bed, a small refrigerator, a lamp, a picture on the wall, and a curtain.
A two-story building with a brick facade, large windows, and a sloped roof.
A living room with a wooden cabinet, a television, a sofa, and a dining table.

3. Driftwood Inn

Driftwood Inn
1.6 km from Chestertown Historic District
United States
Kathy
￥9,952
￥11,048 total
includes taxes & fees
Oct 29 - Oct 30
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 campfire in a stone fire pit by a lakeside at sunset.
A marina with docked boats, a wooden walkway with railings, and a sign indicating 'D DOCK'.

4. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
13.3 km from Chestertown Historic District
United States
Steve allen
￥16,942
￥19,370 total
includes taxes & fees
Oct 26 - Oct 27
The Lodge at Great Oak Landing
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Top Chestertown Historic District Hotel Reviews

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent
"This hotel was very well maintained and the room was very nice. The staff at the front desk were friendly, helpful, and very professional. The grounds were beautiful. Breakfast area as well stocked and maintained. The only suggestion I have is to remove the coffee maker listed on the room amenities on the website. The room does NOT have any coffee maker or supplies. There is a coffee maker available 24/7 with good coffee in the lobby. However, I prefer the coffee maker in the room. Otherwise, the hotel is perfect."
Michele 1-night trip
Posted 19 hours ago
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express White Marsh by IHG

Holiday Inn Express White Marsh by IHG

10/10 Excellent
"Wonderful stay thanks!"
Wilbur 1-night trip
Posted 19 hours ago
Holiday Inn Express White Marsh by IHG
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent
"Everyone seemed to care and were nice"
james 1-night trip
Posted 1 day ago
Hampton Inn & Suites Edgewood/Aberdeen-South
Comfort Inn & Suites Aberdeen near APG

Comfort Inn & Suites Aberdeen near APG

10/10 Excellent
"Clean room for the night, me and my pup enjoyed our stay!!"
Jeninne 1-night trip
Posted 2 days ago
Comfort Inn & Suites Aberdeen near APG
WoodSpring Suites Baltimore White Marsh - Nottingham

WoodSpring Suites Baltimore White Marsh - Nottingham

8/10 Good
"WiFi was not working"
Diana 1-night trip
Posted 5 days ago
WoodSpring Suites Baltimore White Marsh - Nottingham
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Wonderful staff! Had a problem getting into the bed because it was too high and I was too short. They were wonderful with accommodating my needs! They moved me to a new room and location!"
Katherine 2-night trip
Posted 5 days ago
The Inn at Chesapeake Bay Beach Club

Other attractions near Chestertown Historic District

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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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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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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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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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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Wilmer Park

8.2/10 (13 reviews)
Wilmer Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's riverfront or experience its festivals.
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Kings Town Park

Kings Town Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Experience the area's festivals and art scene.
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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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Frequently asked questions

What's the area like around Chestertown Historic District?
Chestertown Historic District 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 17 hotels and other accommodations you'll find within a mile.
What's the best place to stay close to Chestertown Historic District?
Quality Inn Grasonville near Kent Island is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. You'll find it 18.6 mi (29.9 km) from Chestertown Historic District. Other good choices in the area include Holiday Inn Express Annapolis East-Kent Island by IHG and Hilton Garden Inn Kent Island Marina.
How many hotels are there near Chestertown Historic District?
Expedia has 17 hotels and other accommodations 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 as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Add dates, click "Search", then use the "fully refundable" filter to get the best options available near Chestertown Historic District.
Where can I learn more about changing or cancelling my trip in the area near Chestertown Historic District?
For more information about picking new dates or cancelling your stay near Chestertown Historic District, go to https://www.expedia.com/service/.