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Hotels near Chestertown Historic District

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Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

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Our top choices for Chestertown Historic District 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
2.3 km from Chestertown Historic District
8.6 out of 10, Excellent, (1,000 reviews)
"The front desk staff were so nice, room very clean."
United States
John
The price is P6,143
P6,819 total
includes taxes & fees
Dec 6 - Dec 7
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
2.2 km from Chestertown Historic District
7.2 out of 10, Good, (514 reviews)
"Nice clean place and priced good. Plenty of mirrors, plenty of counter space, many tv channels even Christian based ones and comfortable bed. The room needs up dating since damage area on ceiling and corner location rug worn spot. I felt safe as a solo, could check in late and close to historic Chestertown. I would come again."
United States
Regina
The price is P4,588
P5,092 total
includes taxes & fees
Nov 22 - Nov 23
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
1.6 km from Chestertown Historic District
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
The price is P4,047
P4,492 total
includes taxes & fees
Nov 16 - Nov 17
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
17.8 km from Chestertown Historic District
10.0 out of 10, Exceptional, (74 reviews)
"The offsite property was perfect for my husband and I to enjoy the town and walk everywhere! Dinner at Waterman’s was a 12 minute walk, and drinks at the brewery was less then a minute walk."
United States
Kat
The price is P10,856
P12,050 total
includes taxes & fees
Nov 17 - Nov 18
Inn at Huntingfield Creek
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

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

10/10 Excellent
"Everything was great service even down to checking in and out it was a breeze would stay here again"
Denise 2-night trip
Posted less than an hour ago
Quality Inn Grasonville near Kent Island

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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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.