Pet friendly Hotels in Chestertown, Maryland

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Check availability on Chestertown Pet friendly Hotels

Our top choices for Chestertown pet-friendly hotels

Exterior

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (911 reviews)
"Great visit"
United States
Danielle
The price is P6,651
P7,383 total
includes taxes & fees
Jun 14 - Jun 15
Comfort Inn & Suites Chestertown
Lobby lounge

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (440 reviews)
"Nothing special but good for the price. "
United States
Andreas
The price is P4,443
P4,932 total
includes taxes & fees
May 25 - May 26
Red Roof Inn & Suites Chestertown
Front of property - evening/night

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 P3,919
P4,351 total
includes taxes & fees
May 18 - May 19
Driftwood Inn
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,004 reviews)
"It is a nice Hotel."
United States
Dale
The price is P7,103
P7,884 total
includes taxes & fees
May 25 - May 26
Best Western Kent Narrows Inn
Lobby

Hampton Inn & Suites Baltimore/Aberdeen

Hampton Inn & Suites Baltimore/Aberdeen
2.5 star property
Aberdeen
9.0 out of 10, Wonderful, (648 reviews)
"Clean, comfortable, decent breakfast."
United States
Diane
The price is P5,820
P6,519 total
includes taxes & fees
May 25 - May 26
Hampton Inn & Suites Baltimore/Aberdeen
Exterior detail

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 P9,388
P10,514 total
includes taxes & fees
May 18 - May 19
Vandiver Inn
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.
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Top Chestertown Hotel Reviews

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

2/10 Terrible
"Located around a cluster of multiple hotels. Tough to locate. Room’s AC didn’t work. Switched me to another room. That AC barely worked. Not impressed "
Maan 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

Frequently asked questions

What's the best pet-friendly accommodation in Chestertown?
Comfort Inn & Suites Chestertown is a top hotel for people traveling with their pets, and offers a seasonal outdoor pool and a fitness center for its human guests. Other good choices for you and 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 temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chestertown is 48 inches.
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.

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