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25 Sep - 27 Sep Our top choices for Chestertown Historic District hotels




1. Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown2.3 km from Chestertown Historic District
Amy
฿3,436
฿3,814 total
includes taxes & fees
4 Oct - 5 Oct




2. Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown2.2 km from Chestertown Historic District
Linda
฿2,379
฿2,641 total
includes taxes & fees
20 Sept - 21 Sept




3. Driftwood Inn
Driftwood Inn1.6 km from Chestertown Historic District
Kathy
฿2,099
฿2,330 total
includes taxes & fees
14 Sept - 15 Sept




4. Inn at Huntingfield Creek
Inn at Huntingfield Creek17.8 km from Chestertown Historic District
Christine
฿5,963
฿6,619 total
includes taxes & fees
20 Sept - 21 Sept




5. Haven Point Inn and Gallery
Haven Point Inn and Gallery17.9 km from Chestertown Historic District
Mary
฿4,149
฿4,606 total
includes taxes & fees
15 Sept - 16 Sept




6. The Lodge at Great Oak Landing
The Lodge at Great Oak Landing13.3 km from Chestertown Historic District
Irma
฿3,569
฿4,081 total
includes taxes & fees
16 Sept - 17 Sept
Compare popular hotels close to Chestertown Historic District
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |
|---|---|---|---|---|---|---|---|
![]() Comfort Inn & Suites Chestertown | 8.6 Excellent 978 reviews | View | |||||
![]() Red Roof Inn & Suites Chestertown | 7.2 Good 490 reviews | View | |||||
![]() Driftwood Inn | 5.4 182 reviews | View | |||||
![]() Inn at Huntingfield Creek | 10.0 Exceptional 73 reviews | View | |||||
![]() Haven Point Inn and Gallery | 9.8 Exceptional 13 reviews | View |
Top Chestertown Historic District Hotel Reviews
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
8/10 Good
"The rooms were clean, staff were friendly! Breakfast was basic! I didn’t utilize any other amenities but it was a good place to stay"
Country Inn & Suites by Radisson, Baltimore North, MD
8/10 Good
"The place was very quiet and not a lot going on. So if you like a more relaxed hotel, this is the place for you"
SpringHill Suites Baltimore White Marsh/Middle River
8/10 Good
"Hotel is clean, staff at the front desk not friendly at all. Also they don’t clean rooms daily but I still recommend."
The Lodge at Great Oak Landing
10/10 Excellent
"I booked this stay last minute being undecisive and missed other bookings. The best stay in my state short trip ever. The pictures don't do the place justice."
Quality Inn & Suites Bel Air I-95 Exit 77A
8/10 Good
"Everything else was great except, i was placed in a room with an in-between door i didn't appreciate or felt safe. On opening the door, the room smells like construction work was just completed, very dissatisfied. Had 2 stains in the tub. Morning was great, except for the individual cleaning up at breakfast, she did not respect others as the were making their waffles, counter top was clean but she continues to disturb others buy wiping counter & other had to wait on her while their food was getting cold"
Home2 Suites by Hilton Baltimore/White Marsh
10/10 Excellent
"Will stay here over and over again. Great staff, welcoming, clean and convenient."
Hyatt Place Kent Narrows & Marina
10/10 Excellent
"Would gladly book again. Upgrading to a room with a balcony overlooking the Bay was too expensive but it was a special occasion, so I paid it. The upgrade would be a lot cheaper, most likely, it I had done in it advance. The desk clerk allowed us to check in early because the room was clean and ready. This was very kind and not usually offer in any case at hotels and motels. It made it easier when we came back later in the afternoon and went directly to the room. Thanks!"
Hilton Garden Inn Baltimore/White Marsh
10/10 Excellent
"The staff was very helpful and friendly! The facilities are well maintained and clean. The room was clean and spacious. Overall my ten days stay was great!"
Other attractions near Chestertown Historic District
Garfield Center for the Arts at the Prince Theater
6.8/10 (5 reviews)
You can make plans for a show 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.
Historical Society of Kent County Maryland
7.4/10 (6 reviews)
You can spend an afternoon browsing the exhibits at Historical Society of Kent County Maryland during your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Sumner Hall
You can spend time exploring the galleries in Sumner Hall during your travels in Chestertown. Experience the area's festivals and art scene.
River Arts Chestertown
7.4/10 (6 reviews)
Enjoy the student vibe when you visit River Arts Chestertown during your trip to Chestertown. Take in the festivals in this family-friendly area.
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.
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.




