Compare Pet Friendly Hotels in Chestertown
Secret Bargains - Save an extra 10% or more on select Pet Friendly Hotels
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 Pet Friendly Hotels
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
$98 nightly
The price is $109 total per night
$109 total
Dec 6 - Dec 7
Total with taxes and fees
Free Cancellation
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
Driftwood Inn
609 Washington Avenue Chestertown MD
Free Cancellation
Reserve now, pay when you stay
With a stay at Driftwood Inn in Chestertown, you'll be a 3-minute walk from Washington College and 11 minutes by foot from 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 | 1,102 hotels |
|---|---|
Lowest Price | $109 |
Highest Price | $109 |
Popular hotels | Comfort Inn & Suites Chestertown, Driftwood Inn, Great Oak Manor, Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town |
Most Recent Chestertown Hotel Reviews
Best Western Plus Hotel & Conference Center
4 out of 5
Posted less than an hour ago
CheapTickets Verified Review
"There for work, had a good stay."
A verified traveler stayed at Best Western Plus Hotel & Conference Center
More to Explore in Chestertown
Top Picks
- Business Hotels in Edgewood
- Resorts in Havre De Grace
- Kennedyville Hotels
- 5 Star Hotels in White Marsh
- B&B in White Marsh
- Hotels with Room Service in Aberdeen
- B&B in Havre De Grace
- 4 Star Hotels in Kent Island
- 5 Star Hotels in Stevensville
- Hotels with Bars in Chestertown
- Town Houses in Gibson Island
- Kid Friendly Hotels in Havre De Grace
- Hotels with Pools in White Marsh
- 3 Star Hotels in Chestertown
- 3 Star Hotels in Edgewood
- 4 Star Hotels in Gibson Island
- Hotels with Balconies in White Marsh
- Adventure Sport Hotels in Kent Island
- Hotels with Air Conditioning in Stevensville
- Business Hotels in Aberdeen
- Hotels near Chesapeake Bay Environmental Center
- Hotels with Bars in Stevensville
- Business Hotels in Havre De Grace
- Winery Hotels in Aberdeen
- Edgemere Hotels
- Hotels with Free Breakfast in White Marsh
- 4 Star Hotels in Chestertown
- Greensboro Hotels
- Bradshaw Hotels
- 3 Star Hotels in White Marsh
- 5 Star Hotels in Gibson Island
- Cape Saint Claire Hotels
- B&B in Gibson Island
- Hotels with an Indoor Pool in Aberdeen
- Lake Shore Hotels
- 3 Star Hotels in Havre De Grace
- Spa Resorts & in Aberdeen
- Romantic Getaways & Hotels in Havre De Grace
- Hotels with Pools in Havre De Grace
- Inns in Kent Island
- Hotels with Free Breakfast in Havre De Grace
- Villas in Aberdeen
- 5 Star Hotels in Kent Island
- B&B in Chesapeake City
- Best Western Hotels in Gibson Island
- Luxury Hotels in White Marsh
- 3 Star Hotels in Stevensville
- Historic Hotels in Havre De Grace
- Hotels near Mount Felix Vineyard & Winery
- 3 Star Hotels in Dundalk
- Hotels with Air Conditioning in White Marsh
- Joppatowne Hotels
- 4 Star Hotels in Dundalk
- Pet Friendly Hotels in Edgewood
- 4 Star Hotels in Stevensville
- B&B in Chestertown
- Extended Stay Hotels in Kent Island
- Hotels with Tennis Courts in Stevensville
- Hotels near Crumpton Auction
- Hotels with Bars in Edgewood
- Farmstay in Gibson Island
- Hotels with Bars in Aberdeen
- 5 Star Hotels in Dundalk
- Chester Hotels
- Hotels with Air Conditioning in Edgewood
- Hotels with an Indoor Pool in Edgewood
- Hotels near Rocky Point Golf Course
- Hotels with Hot Tubs in Aberdeen
- Independent Hotels in Chestertown
- 4 Star Hotels in Aberdeen
- Spa Resorts & in Edgewood
- Winery Hotels in Havre De Grace
- Villas in Havre De Grace
- Galena Hotels
- Havre De Grace Hotels
- Flights from Belcamp
- Flights from Phillips Army Airfield
- Flights to Chestertown
- Flights from Betterton
- Flights from Sudlersville
- Flights from Pleasant Hills
- Flights from Kennedyville
- Flights to Gibson Island
- Flights to Dundalk
- Flights from Wye Mills
- Flights from Aberdeen
- Flights from Cordova
- Flights from Rock Hall
- Flights to Aberdeen
- Flights from Worton