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Find Family Hotels in Chestertown, MD

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Check availability on Chestertown Family Hotels

Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7

Top Chestertown Family Hotels

Our top choices for Chestertown family-friendly hotels

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, (893)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is ₩181,249
₩201,186 total
includes taxes & fees
Sep 23 - Sep 24
Holiday Inn Express Annapolis East-Kent Island by IHG
Comfort Inn & Suites Chestertown
Lobby

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (801)
"staff was friendly, accomodations were fine."
The price is ₩151,710
₩168,398 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites Chestertown
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Exterior

La Quinta Inn & Suites by Wyndham Aberdeen-APG

3.0 star property
9.0 out of 10, Wonderful, (1005)
"It’s safe & comfortable to stay there"
The price is ₩129,351
₩144,873 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Aberdeen-APG
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 ₩151,710
₩168,398 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Middletown
Red Roof Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes

Red Roof Inn & Suites Chestertown

2.0 star property
7.2 out of 10, Good, (388)
"Good location."
The price is ₩99,617
₩110,575 total
includes taxes & fees
Aug 31 - Sep 1
Red Roof Inn & Suites Chestertown
Comfort Inn & Suites Aberdeen near APG
Lobby sitting area

Comfort Inn & Suites Aberdeen near APG

2.5 star property
7.8 out of 10, Good, (752)
"Wonderful stay "
The price is ₩128,189
₩143,573 total
includes taxes & fees
Aug 27 - Aug 28
Comfort Inn & Suites Aberdeen near APG
Hilton Garden Inn Baltimore/White Marsh
Exterior

Hilton Garden Inn Baltimore/White Marsh

3.0 star property
7.8 out of 10, Good, (1005)
"Great place to stay highly recommend it "
The price is ₩140,682
₩162,488 total
includes taxes & fees
Aug 31 - Sep 1
Hilton Garden Inn Baltimore/White Marsh
Hampton Inn Baltimore/White Marsh
Exterior

Hampton Inn Baltimore/White Marsh

2.5 star property
7.8 out of 10, Good, (1006)
"Convenience to 95 and in a safe area with dining options"
The price is ₩120,648
₩139,349 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Baltimore/White Marsh
Fairfield Inn & Suites by Marriott White Marsh
Free daily buffet breakfast

Fairfield Inn & Suites by Marriott White Marsh

2.5 star property
8.6 out of 10, Excellent, (1008)
"Great location friendly staff "
The price is ₩139,949
₩161,641 total
includes taxes & fees
Aug 31 - Sep 1
Fairfield Inn & Suites by Marriott White Marsh
Travelodge by Wyndham Aberdeen
Bar (on property)

Travelodge by Wyndham Aberdeen

2.0 star property
6.2 out of 10, (506)
"Great location "
The price is ₩80,939
₩90,652 total
includes taxes & fees
Aug 31 - Sep 1
Travelodge by Wyndham Aberdeen
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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"I just had the best birthday here. Perfect location, staff was amazing. "
julio 2-night trip
Posted 2 days ago
Historic Inns of Annapolis