Book Cheap Hotels in Chestertown
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Most frequently booked Chestertown hotels

Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
Free cancellation
Reserve now, pay when you stay
0.93 km from city centre
The price is CA $89 per night
CA $89
CA $99 total
includes taxes & fees
26 Mar - 27 Mar
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater are located nearby.
Pet-friendly
Parking included

Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
Free cancellation
Reserve now, pay when you stay
1.02 km from city centre
The price is CA $150 per night
CA $150
CA $166 total
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater are located nearby.
Breakfast included
Pet-friendly

Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
45.06 km from city centre
The price is CA $149 per night
CA $149
CA $217 total
includes taxes & fees
31 Mar - 1 Apr
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Colonial Players and 97, 99 and 101 East Street are located nearby.
Pet-friendly
Free WiFi

Sagamore Pendry Baltimore
1715 Thames St., Baltimore, MD
Free cancellation
Reserve now, pay when you stay
45.57 km from city centre
The price is CA $465 per night
CA $465
CA $605 total
includes taxes & fees
17 Apr - 18 Apr
Stay at this 5-star luxury hotel in Baltimore. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Baltimore Inner Harbor Marina and National Aquarium in Baltimore are located nearby.
Pool
Spa

Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road, Edgewood, MD
Free cancellation
Reserve now, pay when you stay
33.28 km from city centre
The price is CA $86 per night
CA $86
CA $96 total
includes taxes & fees
26 Mar - 27 Mar
Book a stay at this business-friendly hotel in Edgewood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions CopperPlex and Cedar Lane Regional Park are located nearby.
Breakfast included
Parking included

Hyatt Place Kent Narrows & Marina
3028 KENT NARROW WAY S, Grasonville, MD
Free cancellation
Reserve now, pay when you stay
31.68 km from city centre
The price is CA $156 per night
CA $156
CA $173 total
includes taxes & fees
31 Mar - 1 Apr
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chesapeake Bay Environmental Center and Paul Reed Smith Guitars are located nearby.
Pool
Pet-friendly

Hilton Garden Inn Baltimore/White Marsh
5015 Campbell Boulevard, Baltimore, MD
Free cancellation
Reserve now, pay when you stay
37.61 km from city centre
The price is CA $157 per night
CA $157
CA $181 total
includes taxes & fees
26 Mar - 27 Mar
Stay at this 3-star family-friendly hotel in Baltimore. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions White Marsh Mall and Essex Marina are located nearby.
Pool
Pet-friendly

Hampton Inn Baltimore Bayview Campus
6571 Eastern Avenue, Baltimore, MD
Free cancellation
Reserve now, pay when you stay
40.88 km from city centre
The price is CA $157 per night
CA $157
CA $184 total
includes taxes & fees
8 Apr - 9 Apr
Stay at this 3.5-star business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Baltimore Cruise Terminal and Baltimore Inner Harbor Marina are located nearby.
Pool
Breakfast included

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct, Rosedale, MD
Free cancellation
Reserve now, pay when you stay
38.72 km from city centre
The price is CA $112 per night
CA $112
CA $129 total
includes taxes & fees
30 Mar - 31 Mar
Book a stay at this business-friendly hotel in Rosedale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions White Marsh Mall and Essex Marina are located nearby.
Breakfast included
Pet-friendly
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 family friendly Chestertown hotel deals

Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
The price is CA $150 per night from Apr. 20 to Apr. 21
CA $150
CA $166 total
includes taxes & fees
20 Apr - 21 Apr
8.4/10 Very Good! (748 reviews)
Top cheap Chestertown hotel deals

Driftwood Inn
609 Washington Avenue, Chestertown, MD
The price is CA $91 per night from Mar. 26 to Mar. 27
CA $91
CA $101 total
includes taxes & fees
26 Mar - 27 Mar
5/10 (168 reviews)
Chestertown hotels essential information
Accommodation | 1,055 hotels |
---|---|
Lowest Price | CA $86 |
Highest Price | CA $465 |
Popular hotels | Red Roof Inn & Suites Chestertown, Comfort Inn & Suites Chestertown, Historic Inns of Annapolis, Sagamore Pendry Baltimore, Quality Inn & Suites Bel Air I-95 Exit 77A, Hyatt Place Kent Narrows & Marina, Hilton Garden Inn Baltimore/White Marsh, Hampton Inn Baltimore Bayview Campus, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh |
Frequently asked questions
Recent Chestertown hotel reviews by fellow wanderers

Hyatt Place Kent Narrows & Marina
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Loved this hotel. My room was nicer than the photos and the view was gorgeous!"
A verified traveller stayed at Hyatt Place Kent Narrows & Marina
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