Photo by Jennifer Crim

Find Historic Hotels in Kent Island, MD

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Check availability on Kent Island Historic Hotels

Top Kent Island Historic Hotels

The Tidewater Inn
Terrace/patio

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (824)
"Loved my visit, perfect. Can’t wait to return."
The price is CA $261
CA $287 total
includes taxes & fees
Sep 10 - Sep 11
The Tidewater Inn
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.8 out of 10, Excellent, (72)
"Relax environment great food drinks and entertainment "
The price is CA $234
CA $319 total
includes taxes & fees
Sep 18 - Sep 19
Wylder Tilghman Island
86 State Circle - Luxury Boutique Hotel
Exterior

86 State Circle - Luxury Boutique Hotel

2.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
The price is CA $339
CA $387 total
includes taxes & fees
Sep 10 - Sep 11
86 State Circle - Luxury Boutique Hotel
Flag House Inn
Front of property

Flag House Inn

3.5 star property
9.4 out of 10, Exceptional, (77)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is CA $227
CA $259 total
includes taxes & fees
Sep 10 - Sep 11
Flag House Inn
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1825)
"We really enjoyed our stay there."
The price is CA $160
CA $229 total
includes taxes & fees
Sep 16 - Sep 17
Historic Inns of Annapolis
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach nearby, sun loungers, beach towels

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (30)
"Absolutely beautiful and spacious home perfectly located in North Beach. Very peaceful area and close to the beach, restaurants and shopping. We really enjoyed our stay and hope to visit again in the future. "
The price is CA $211
CA $645 total
includes taxes & fees
Sep 10 - Sep 11
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
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"
The price is CA $203
CA $479 total
includes taxes & fees
Sep 10 - Sep 11
Cozy 2br home w/ parking in downtown Annapolis
Freshly renovated 3-story home 1 block from USNA!
Fridge, microwave, oven, stovetop

Freshly renovated 3-story home 1 block from USNA!

9.8 out of 10, Exceptional, (37)
"We loved our stay! The property is lovely, well appointed and couldn’t be in a better location! We can’t wait to come back!"
The price is CA $215
CA $911 total
includes taxes & fees
Sep 10 - Sep 11
Freshly renovated 3-story home 1 block from USNA!
★ 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. "
The price is CA $248
CA $768 total
includes taxes & fees
Sep 10 - Sep 11
★ Midcentury Modern Getaway ★ Prime Location ★
18th Cent. Charm in Historic Downtown Annapolis
Fridge, microwave, oven, stovetop

18th Cent. Charm in Historic Downtown Annapolis

9.4 out of 10, Exceptional, (9)
"Had a great stay, super close to everything. Jennifer was very communicative!"
The price is CA $282
CA $539 total
includes taxes & fees
Sep 16 - Sep 17
18th Cent. Charm in Historic 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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