Chestertown Historic District

Popular places to visit

Garfield Center for the Arts at the Prince Theater

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.

Garfield Center for the Arts at the Prince Theater

Historical Society of Kent County Maryland

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.

Historical Society of Kent County Maryland

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.

Sumner Hall

River Arts Chestertown

Enjoy the student vibe when you visit River Arts Chestertown during your trip to Chestertown. Take in the festivals in this family-friendly area.

River Arts Chestertown

Wilmer Park

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.

Wilmer Park

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.

Kings Town Park

Top Chestertown Historic District Hotel Deals

Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
Hyatt Place Kent Narrows & Marina
Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
2.5 out of 5
3101 Main Street, Grasonville, MD
Best Western Kent Narrows Inn
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island Marina
3 out of 5
3206 Main St, Grasonville, MD
Hilton Garden Inn Kent Island Marina
SpringHill Suites Baltimore White Marsh/Middle River
SpringHill Suites Baltimore White Marsh/Middle River
2.5 out of 5
6110 Greenleigh Avenue, Middle River, MD
SpringHill Suites Baltimore White Marsh/Middle River
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
2.5 out of 5
1807 Edgewood Rd, Edgewood, MD
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
3 out of 5
2112b Emmorton Park Rd, Edgewood, MD
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Quality Inn & Suites Bel Air I-95 Exit 77A
Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 out of 5
2112a Emmorton Park Road, Edgewood, MD
Quality Inn & Suites Bel Air I-95 Exit 77A
Americas Best Value Inn Edgewood
Americas Best Value Inn Edgewood
2 out of 5
1709 Edgewood Road, Edgewood, MD
Americas Best Value Inn Edgewood
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
4 out of 5
180 Pier One Road, Stevensville, MD
The Inn at Chesapeake Bay Beach Club
See all 2,118 properties in Chestertown Historic District
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.