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Pet friendly Hotels in Chestertown, Maryland

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Check availability on Chestertown Pet friendly Hotels

Tonight
Jul 5 - Jul 6
Tomorrow
Jul 6 - Jul 7
Next weekend
Jul 11 - Jul 13
In two weeks
Jul 18 - Jul 20

Top Chestertown Pet friendly Hotels

Red Roof Inn & Suites Chestertown
1 bedroom, desk, laptop workspace, blackout drapes

Red Roof Inn & Suites Chestertown

2.0 star property
7.4 out of 10, Good, (370)
"Terrible staff attitudes. Crappy room - fridge, ac, tv didn’t work. Whole place stunk. Sorry, we needed a
pet friendly
for our puppy and we knew it’s not a 3-4 star place but I can’t wait to get home to shower. P.S. I never write a review…."
Susan
The price is P3,848
P4,271 total
includes taxes & fees
Jul 14 - Jul 15
Red Roof Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
Lobby

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (775)
"Place was very helpful getting me acclimated to the new area and they were very friendly to my pup!"
Joe
The price is P6,324
P7,019 total
includes taxes & fees
Aug 3 - Aug 4
Comfort Inn & Suites Chestertown
Driftwood Inn
Lobby

Driftwood Inn

2.0 star property
5.2 out of 10, (171)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"
Quiana
The price is P3,572
P3,965 total
includes taxes & fees
Jul 15 - Jul 16
Driftwood Inn
Hampton Inn Middletown
Indoor pool

Hampton Inn Middletown

2.5 star property
8.8 out of 10, Excellent, (810)
"Super friendly and kind staff to our family and
dog
. Very clean, great pool and hot tub, excellent breakfast with a very attentive staff- clean and cozy room- thank you!"
Melanie
The price is P7,002
P7,773 total
includes taxes & fees
Aug 3 - Aug 4
Hampton Inn Middletown
Fairfield Inn & Suites by Marriott Middletown
Lobby

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (247)
"This is my preferred stay when passing through this area. Highly recommend and very
pet-friendly
."
Michael
The price is P7,482
P8,305 total
includes taxes & fees
Jul 27 - Jul 28
Fairfield Inn & Suites by Marriott Middletown
Vandiver Inn
Terrace/patio

Vandiver Inn

3.5 star property
9.4 out of 10, Exceptional, (501)
"Great bed and breakfast! Owner and staff were excellent and the property was pleasant and pleasing. Rooms are vintage and cute. Small
pet friendly
. "
will
Vandiver Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (951)
"Very nice hotel within walking distance to restaurants. "
Anna
The price is P8,567
P9,509 total
includes taxes & fees
Jul 20 - Jul 21
Hilton Garden Inn Kent Island Marina
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.

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.
How many hotels that accept pets can I expect to find in Chestertown?
Stay with your furry friend at one of Expedia's 5 Chestertown hotels that allow pets.
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 Historical Society of Kent County Maryland and Rolphs Wharf Marina. While you're there, make sure you don't miss Chestertown Historic District and Garfield Center for the Arts at the Prince Theater.