Compare Hotels with Pools in Chestertown
Secret Bargains - Save an extra 10% or more on select Hotels with Pools
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Featured Chestertown Hotels with Pools
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
$101 nightly
The price is $112 total per night
$112 total
Mar 15 - Mar 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Comfort Inn & Suites Chestertown in Chestertown, you'll be in the historical district, within a 5-minute drive of Washington College and Historical Society of Kent County Maryland.
Pool
Breakfast included
Red Roof Inn & Suites Chestertown
160 Scheeler Rd Chestertown MD
$72 nightly
The price is $80 total per night
$80 total
Apr 5 - Apr 6
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Red Roof Inn & Suites Chestertown places you in the heart of Chestertown, within a 5-minute drive of Washington College and Larrabee Arts Center.
Pet friendly
Parking included
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.
Chestertown hotels essential information
Accommodation | 1,090 hotels |
|---|---|
Lowest Price | $80 |
Highest Price | $112 |
Popular hotels | Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown, Driftwood Inn |
Most Recent Chestertown Hotel Reviews
Historic Inns of Annapolis
5 out of 5
Posted 4 hours ago
CheapTickets Verified Review
"Great location for walking around Annapolis "
A verified traveler stayed at Historic Inns of Annapolis
Types of Hotels
Top 20 Chestertown Hotels
Hotels Near Chestertown
Top Hotel Brands
Hotels By Star Rating
Cities near Chestertown
More to Explore in Chestertown
Top Picks
Hotels
- Cheap Hotels in Daytona Beach
- Cheap Hotels in Greensboro
- Cheap Hotels in Annapolis
- Cheap Hotels in North Beach
- Cheap Hotels in Virginia Beach
- Cheap Hotels in Chesapeake Beach
- Cheap Hotels in Frederick
- Cheap Hotels in McHenry
- Cheap Hotels in Savannah
- Cheap Hotels in Gambrills
- Cheap Hotels in Edgewater
- Cheap Hotels in Palm Springs
- Cheap Hotels in College Park
- Cheap Hotels in Williamsport
- Cheap Hotels in Palm Beach
- Cheap Hotels in Myrtle Beach
- Cheap Hotels in Havre De Grace
- Cheap Hotels in St. Leonard
- Cheap Hotels in Ocean City