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Chestertown Hotel Guide - Pet Friendly Hotels in Chestertown, Maryland

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Check availability on Chestertown Pet Friendly Hotels

Top Chestertown Pet Friendly Hotels

Our top choices for Chestertown pet-friendly hotels

Vandiver Inn
The Stokes (Standard / 2nd Floor Vandiver Mansion) | Terrace/patio

Vandiver Inn

3.5 star property
9.4 out of 10, Exceptional, (508)
"Staff was very friendly. We had a very relaxing stay. "
Vandiver Inn
Mariners Motel
Marina

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is €147
includes taxes & fees
26 Aug - 27 Aug
Mariners Motel
Hampton Inn & Suites Edgewood/Aberdeen-South
Restaurant

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 star property
9.4 out of 10, Exceptional, (1004)
"Very clean, friendly staff, easy access on and off highway"
The price is €85
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn & Suites Edgewood/Aberdeen-South
Red Roof Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking

Red Roof Inn & Suites Chestertown

2.0 star property
7.2 out of 10, Good, (387)
"Good location."
The price is €68
includes taxes & fees
31 Aug - 1 Sept
Red Roof Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
Lobby

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (800)
"Very clean. Very professional staff. Loved the free breakfast."
The price is €104
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn & Suites Chestertown
Inn at Haven Harbour
View from property

Inn at Haven Harbour

3.0 star property
8.0 out of 10, Very good, (3)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
The price is €206
includes taxes & fees
25 Aug - 26 Aug
Inn at Haven Harbour
Fairfield Inn & Suites by Marriott Middletown
Lobby

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (264)
"I’ve stayed here a few times now and everyone is so pleasant and helpful. "
The price is €98
includes taxes & fees
4 Sept - 5 Sept
Fairfield Inn & Suites by Marriott Middletown
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (890)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is €124
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Excellent location"
The price is €97
includes taxes & fees
1 Sept - 2 Sept
Best Western Kent Narrows Inn
Hampton Inn Middletown
Reception

Hampton Inn Middletown

2.5 star property
8.8 out of 10, Excellent, (826)
"Staff was pleasant…room was clean, comfortable and very quiet. Good choice…nice stay."
The price is €104
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Middletown
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

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

10/10 Excellent
"Thank you for such a great stay for my bday "
Fatima 1-night trip
Posted 4 days ago
Sagamore Pendry Baltimore