Chestertown Hotel Guide - Chestertown Historic District hotels in Chestertown, United States of America.

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
16 Feb - 17 Feb
Tomorrow
17 Feb - 18 Feb
This weekend
20 Feb - 22 Feb
Next weekend
27 Feb - 1 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chestertown Historic District hotels

Free daily full breakfast

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, (875 reviews)
"Polite and kind hotel manager"
United States
Richard
The price is €95
includes taxes & fees
1 Mar - 2 Mar
Comfort Inn & Suites Chestertown
Lobby lounge

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, (427 reviews)
"Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. "
United States
Linette
The price is €67
includes taxes & fees
22 Feb - 23 Feb
Red Roof Inn & Suites Chestertown
Lake

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, (60 reviews)
"Quiet. Friendly staff. Beautiful grounds. Very clean."
United States
Brian
Inn at Huntingfield Creek
Private beach nearby, sun-loungers, beach volleyball

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
13.3 km from Chestertown Historic District
7.8 out of 10, Good, (77 reviews)
"Very nice rooms, "
United States
Stephania
The price is €104
includes taxes & fees
1 Mar - 2 Mar
The Lodge at Great Oak Landing
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.
View all properties

Top Chestertown Historic District Hotel Reviews

Fairfield Inn & Suites by Marriott White Marsh

Fairfield Inn & Suites by Marriott White Marsh

10/10 Excellent
"Yes"
stephen 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott White Marsh

Hotels near other Chestertown Historic District attractions

Washington College

4.1/5 (45 reviews)
Enjoy the student vibe when you visit Washington College during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
See properties

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.
See properties

Frequently asked questions

What's the area like around Chestertown Historic District?
Chestertown Historic District is located in Chestertown. Travellers like the surrounding area for its university setting. If you're looking for a convenient place to stay, take a look at the 18 hotels and other accommodation options you'll find within a mile.
What's the best place to stay close to Chestertown Historic District?
Hyatt Place Kent Narrows & Marina is one of the top choices for your stay based on our traveller data, and this hotel offers a restaurant and an indoor pool. You'll find it 19.1 mi (30.8 km) from Chestertown Historic District. Other good options around the area include SpringHill Suites Baltimore White Marsh/Middle River and Americas Best Value Inn Edgewood.
How many hotels should I expect to find near Chestertown Historic District?
Expedia has 18 hotels and other accommodation options 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 if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to view the best options available near Chestertown Historic District.