Find Pet-friendly Hotels in Chestertown, MD
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Chestertown Pet-friendly Hotels
Our top choices for Chestertown pet-friendly hotels

8.6 out of 10, Excellent, (858)
The price is AED 379
AED 420 total
includes taxes & fees
11 Jan - 12 January 2026

7.2 out of 10, Good, (420)
The price is AED 264
AED 294 total
includes taxes & fees
17 Dec - 18 Dec
The price is AED 233
AED 259 total
includes taxes & fees
24 Dec - 25 Dec

9.0 out of 10, Wonderful, (599)
The price is AED 332
AED 372 total
includes taxes & fees
19 Dec - 20 Dec

Fairfield Inn & Suites by Marriott Middletown
Fairfield Inn & Suites by Marriott MiddletownMiddletown
9.2 out of 10, Wonderful, (319)
The price is AED 397
AED 440 total
includes taxes & fees
21 Dec - 22 Dec

8.8 out of 10, Excellent, (861)
The price is AED 341
AED 378 total
includes taxes & fees
11 Jan - 12 January 2026

Home2 Suites by Hilton Baltimore / Aberdeen, MD
Home2 Suites by Hilton Baltimore / Aberdeen, MDAberdeen
8.8 out of 10, Excellent, (337)
The price is AED 256
AED 286 total
includes taxes & fees
10 Jan - 11 January 2026

La Quinta Inn & Suites by Wyndham Aberdeen-APG
La Quinta Inn & Suites by Wyndham Aberdeen-APGAberdeen
9.0 out of 10, Wonderful, (1000)
The price is AED 328
AED 367 total
includes taxes & fees
28 Dec - 29 Dec
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 Chestertown Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection
10/10 Excellent
Explore a world of travel with Expedia
Find More Hotels near Chestertown
More Hotel Options in Chestertown
- Adventure Hotels in Chestertown
- Beach Hotels in Chestertown
- Business Hotels in Chestertown
- Cheap Hotels in Chestertown
- Family Hotels in Chestertown
- Golf Hotels in Chestertown
- Historic Hotels in Chestertown
- Hotel Wedding Venues in Chestertown
- Hotel with a Concierge in Chestertown
- Hotels with Bars in Chestertown
- Hotels with Free Parking in Chestertown
- Hotels with WiFi in Chestertown
- Hotels with a Pool in Chestertown
- Hotels with an Indoor Pool in Chestertown
- Hotels with smoking rooms in Chestertown
- Luxury Hotels in Chestertown
- Resorts & Hotels with Spas in Chestertown
- Romantic Hotels in Chestertown
- Shopping Hotels in Chestertown
More Accommodation Types in Chestertown
- Vacation Homes in Maryland
- Condo Rentals in Maryland
- Apartments in Maryland
- Cottages in Maryland
- Cabin Rentals in Maryland
- Motels in Maryland
- B&B in Maryland
- Aparthotels in Maryland
- Guest Houses in Maryland
- Chalets in Maryland
- Resorts in Maryland
- Villas in Maryland
- Houseboats in Maryland
- Lodges in Maryland
- Inns in Maryland
- Hostels in Maryland
- Condo Resorts in Maryland
- Holiday Park Resorts in Maryland
Hotels near popular Chestertown Attractions
Chestertown Hotels by Star Rating
Explore more hotels
- Quality Inn & Suites Bel Air I-95 Exit 77A
- Hampton Inn & Suites Edgewood/Aberdeen-South
- Courtyard by Marriott Baltimore Downtown/McHenry Row
- Hampton Inn Baltimore Bayview Campus
- SpringHill Suites Baltimore White Marsh/Middle River
- The Inn at Henderson's Wharf, an Ascend Collection Hotel
- Holiday Inn Express White Marsh by IHG
- Americas Best Value Inn Edgewood
- La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
- WoodSpring Suites Baltimore White Marsh - Nottingham
- La Quinta Inn & Suites by Wyndham Aberdeen-APG
- Fairfield Inn & Suites by Marriott Middletown
- Residence Inn by Marriott Baltimore White Marsh
- Comfort Inn & Suites Aberdeen near APG
- Fairfield Inn & Suites by Marriott White Marsh
- Hilton Garden Inn Kent Island Marina
- Garner Hotel Glen Burnie BWI Airport Area by IHG
- Hampton Inn Baltimore/White Marsh
- Home2 Suites by Hilton Baltimore/White Marsh
- Americas Best Value Inn Baltimore





































