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Find Historic Hotels in Kent Island, MD

Check availability on Kent Island Historic Hotels

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Aug 31 - Sep 1
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Sep 1 - Sep 2
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Sep 5 - Sep 7
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Sep 12 - Sep 14

Top Kent Island Historic Hotels

Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (66)
"Good service and good options to enjoy the stays. "
$209 nightly
The price is $230
Sep 18 - Sep 19
Total with taxes and fees
Wylder Tilghman Island
The Tidewater Inn
Terrace/patio

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (821)
"Loved my visit, perfect. Can’t wait to return."
$179 nightly
The price is $197
Sep 1 - Sep 2
Total with taxes and fees
The Tidewater Inn
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1840)
"Great value and location. "
$143 nightly
The price is $163
Sep 7 - Sep 8
Total with taxes and fees
Historic Inns of Annapolis
★ Midcentury Modern Getaway ★ Prime Location ★
3 bedrooms, iron/ironing board, travel crib, WiFi

★ Midcentury Modern Getaway ★ Prime Location ★

10.0 out of 10, Exceptional, (33)
"This is our second time staying in the property and it’s adorable and so convenient to everything. Ryan was very responsive and easy to work with. "
$488 nightly
The price is $556
Sep 7 - Sep 8
Total with taxes and fees
★ Midcentury Modern Getaway ★ Prime Location ★
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Property grounds

Chesapeake Cottages- 2 Quaint Waterfront Retreats

9.6 out of 10, Exceptional, (22)
"Excellent Property"
$583 nightly
The price is $665
Sep 1 - Sep 2
Total with taxes and fees
Chesapeake Cottages- 2 Quaint Waterfront Retreats
New Downtown Annapolis Condo With Free Parking
Property grounds

New Downtown Annapolis Condo With Free Parking

10.0 out of 10, Exceptional, (28)
"Clean, modern apartment walking distance from all of Annapolis harbor and restaurants. "
$317 nightly
The price is $361
Sep 22 - Sep 23
Total with taxes and fees
New Downtown Annapolis Condo With Free Parking
Cozy 2br home w/ parking in downtown Annapolis
Marina

Cozy 2br home w/ parking in downtown Annapolis

10.0 out of 10, Exceptional, (70)
"The house was clean and all amenities were provided. It was also very walkable to many restuarants and the dock street location in town. Would highly recomment this house for your next stay"
$321 nightly
The price is $366
Sep 9 - Sep 10
Total with taxes and fees
Cozy 2br home w/ parking in downtown Annapolis
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 Kent Island Hotel Reviews

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