Book pet-friendly hotels in Chestertown, MD from CA $87

Name: Comfort Inn & Suites Chestertown
Price range: CA $162
Rating: 8.4

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Top Chestertown Pet Friendly Hotels

Great Oak Manor

10568 Cliff Rd, Chestertown, MD

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Stay at this 3.5-star beach B&B in Chestertown. Enjoy free breakfast, free WiFi, and free parking.

Comfort Inn & Suites Chestertown

150 Scheeler Road, Chestertown, MD

Free cancellation

Reserve now, pay when you stay

CA $162

per night

May 15 - May 16

Book a stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Driftwood Inn

609 Washington Avenue, Chestertown, MD

Free cancellation

Reserve now, pay when you stay

CA $87

per night

May 21 - May 22

Stay at this motel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attraction Rolphs Wharf Marina is located nearby.

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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.

Pet lovers shouldn't miss the chance to visit Chestertown, a family-friendly and quaint city known for its boating, as well as great sights like Wilmer Park and Garfield Center for the Arts at the Prince Theater. You can choose from Travelocity's 4 pet-friendly hotels and accommodations in Chestertown and bring your pooch along!

How to Wander Wisely in Chestertown with Your Pet

Culture enthusiasts will want to visit Historical Society of Kent County Maryland.
Other things to see include Rolphs Wharf Marina, Cassinelli Winery and Vineyards, and The Mainstay.
Need a pet store? Try Green Fish Aquatics Aquarium Service.
For vet care, Chestertown Animal Hospital, Eastern Shore Animal Hospital, and Hash Gary R DVM are located in the area.

Featured Pet-Friendly Hotels in Chestertown

Great Oak Manor
Pets are allowed for a fee at this 3.5-star bed & breakfast, although restrictions apply. Guests appreciate the breakfast.
Holiday Inn Express Hotel & Suites Chestertown
Pets are allowed for a fee at this 2.5-star hotel. Guests appreciate its great beach location and comfy beds.

Pet-Friendly Times to Vacation in Chestertown

Weather can make or break your trip, especially if you want to spend time outdoors. We have gathered the average daytime and nighttime temperatures to help plan your time in Chestertown.

From January to March, average temperatures range from 58°F in the daytime to 25°F at night. Between April and June, the daytime average is 85°F and the nighttime average is 39°F.

From July to September, average temperatures range from 87°F in the daytime to 53°F at night. Between October and December, the daytime average is 73°F and the nighttime average is 28°F.