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Check availability on Chestertown Pet-Friendly Hotels

Our top choices for Chestertown pet-friendly hotels

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (912 reviews)
"Great visit"
United States
Danielle
The price is ฿3,703
฿4,111 total
includes taxes & fees
25 May - 26 May
Comfort Inn & Suites Chestertown

La Quinta Inn & Suites by Wyndham Aberdeen-APG

La Quinta Inn & Suites by Wyndham Aberdeen-APG
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (1,004 reviews)
"Great place to stay"
United States
Harry
The price is ฿2,874
฿3,219 total
includes taxes & fees
7 Jun - 8 Jun
La Quinta Inn & Suites by Wyndham Aberdeen-APG

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (441 reviews)
"Nothing special but good for the price. "
United States
Andreas
The price is ฿2,341
฿2,598 total
includes taxes & fees
26 May - 27 May
Red Roof Inn & Suites Chestertown

Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (544 reviews)
"Breakfast menu was very good, staff friendly and helpful. "
United States
JoEllen
The price is ฿4,698
฿5,262 total
includes taxes & fees
20 May - 21 May
Vandiver Inn

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (378 reviews)
"Great stay at this"
United States
Wilson
The price is ฿3,173
฿3,553 total
includes taxes & fees
25 May - 26 May
Home2 Suites by Hilton Baltimore / Aberdeen, MD

Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (176 reviews)
"Terrible !!! Dirty not clean the owner was rude and didn’t care about the conditions of the room. I asked for partial refund and was denied. Rat poop in the heaters. Dog hair in tubs dead bugs. Body fluids everywhere! Also drug dealers outside with guns. The owner still didn’t care what they were doing. Don’t go to this place it should be shut down !"
United States
Gabriel
The price is ฿2,065
฿2,292 total
includes taxes & fees
20 May - 21 May
Driftwood Inn

Hampton Inn & Suites Baltimore/Aberdeen

Hampton Inn & Suites Baltimore/Aberdeen
2.5 star property
Aberdeen
9.0 out of 10, Wonderful, (651 reviews)
"Clean, comfortable, decent breakfast."
United States
Diane
The price is ฿3,066
฿3,434 total
includes taxes & fees
26 May - 27 May
Hampton Inn & Suites Baltimore/Aberdeen

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"It is a nice Hotel."
United States
Dale
The price is ฿3,742
฿4,153 total
includes taxes & fees
16 Jun - 17 Jun
Best Western Kent Narrows Inn

Hilton Garden Inn Aberdeen

Hilton Garden Inn Aberdeen
3.0 star property
Aberdeen
8.6 out of 10, Excellent, (653 reviews)
"Overall, everything was great. I just had to go down to get some towels. I would recommend this place to everyone."
United States
Venus
The price is ฿3,439
฿3,852 total
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Aberdeen

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,005 reviews)
"Best place to stay"
United States
Victor
The price is ฿2,938
฿3,291 total
includes taxes & fees
2 Jun - 3 Jun
Hampton Inn & Suites Edgewood/Aberdeen-South
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

Frequently asked questions

What's the best dog-friendly accommodation option in Chestertown?
Comfort Inn & Suites Chestertown is a top hotel for people travelling with their pets, and offers a seasonal outdoor pool and a fitness centre for its human guests. Two other good options to stay with your pet include Red Roof Inn & Suites Chestertown and Driftwood Inn.
What's the best time of year to travel to Chestertown with my pet?
When you travel with your pet, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chestertown is 1232 mm.
What is there to see and do with your pet in Chestertown?
Known for its sports, Chestertown has lots to offer visitors, including its university life and festivals. See the local sights and visit Rolphs Wharf Marina and Northern Chesapeake Bay. While you're there, make sure you don't miss Chesapeake Bay and Historical Society of Kent County Maryland.