Search Hotels with Parking in Chestertown

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chestertown Hotels with Parking

Top Chestertown Hotels with Parking

Comfort Inn & Suites Chestertown

2.5 star property
Chestertown
8.6 out of 10, Excellent, (848)
"The room was a great size and very clean. The staff were very accommodating and friendly. The amenities were very good. We would definitely recommend this hotel. "
United States
Santa
The price is 2.688.006 ₫
2.983.687 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Comfort Inn & Suites Chestertown

The Lodge at Great Oak Landing

3.5 star property
Chestertown
8.0 out of 10, Very good, (75)
"Very nice rooms, "
United States
Stephania
The price is 2.608.947 ₫
2.982.809 ₫ total
includes taxes & fees
20 Nov - 21 Nov
The Lodge at Great Oak Landing

Red Roof Inn & Suites Chestertown

2.0 star property
Chestertown
7.2 out of 10, Good, (416)
"This property was clean but dated. The carpet was stained, the furniture and fixtures were worn and broken, towels were washed but old and in need of replacement."
United States
Derek
The price is 1.897.416 ₫
2.106.132 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Red Roof Inn & Suites Chestertown

Relax Inn Smyrna

2.0 star property
Smyrna
7.8 out of 10, Good, (91)
"The staff was great, the room was great. Everything I expected. I would definitely stay here again. It was close to the college. TV worked, and AC was running properly. Nothing bad to say about the rest inn. "
United States
maurice
The price is 2.110.875 ₫
2.348.137 ₫ total
includes taxes & fees
20 Nov - 21 Nov
Relax Inn Smyrna

86 State Circle - Luxury Boutique Hotel

2.0 star property
Historic District
10.0 out of 10, Exceptional, (3)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
The price is 9.998.328 ₫
11.398.094 ₫ total
includes taxes & fees
24 Nov - 25 Nov
86 State Circle - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

2.5 star property
Annapolis
9.8 out of 10, Exceptional, (29)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
134 Prince - Luxury Boutique Hotel

Holiday Inn Express & Suites Middletown by IHG

2.5 star property
Middletown
9.2 out of 10, Wonderful, (640)
"This was a great relaxing stay"
United States
Pamela
The price is 3.056.948 ₫
3.393.212 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express & Suites Middletown by IHG

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (427)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is 4.844.883 ₫
6.048.240 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The Inn at Chesapeake Bay Beach Club

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (81)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is 4.819.173 ₫
5.493.810 ₫ total
includes taxes & fees
20 Nov - 21 Nov
Flag House Inn

Hampton Inn Middletown

2.5 star property
Middletown
8.8 out of 10, Excellent, (854)
"Enjoyed the amenities and great location for shops nearby "
United States
Erica
The price is 2.719.630 ₫
3.018.790 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn Middletown
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.

Top Chestertown Hotel Reviews

Explore a world of travel with Expedia