Photo by Jennifer Crim

Historic Hotels & Resorts in Kent Island

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Check availability on Kent Island Historic Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Best Kent Island Historic Hotels

The Tidewater Inn
Terrace/patio

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (830)
"Great place - our third stay!"
The price is AU$298
includes taxes & fees
2 Nov - 3 Nov
The Tidewater Inn
Inn at Haven Harbour
View from property

Inn at Haven Harbour

3.0 star property
8.6 out of 10, Excellent, (4)
"Friendly staff at check in. This lady was helpful thru entire stay. Her name is Sharon. The Harbor had a Luau on Saturday which we attended since our son is a slip holder. Great weekend. "
The price is AU$447
includes taxes & fees
20 Oct - 21 Oct
Inn at Haven Harbour
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.8 out of 10, Excellent, (82)
"Very relaxing stay."
The price is AU$351
includes taxes & fees
12 Oct - 13 Oct
Wylder Tilghman Island
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1833)
"Perfect location…terrific staff…spacious room with a king sized bed! "
Historic Inns of Annapolis
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 AU$557
includes taxes & fees
5 Oct - 6 Oct
86 State Circle - Luxury Boutique Hotel
134 Prince - Luxury Boutique Hotel
Exterior

134 Prince - Luxury Boutique Hotel

2.5 star property
9.8 out of 10, Exceptional, (26)
"Very friendly staff!"
134 Prince - Luxury Boutique Hotel
Flag House Inn
Front of property

Flag House Inn

3.5 star property
9.4 out of 10, Exceptional, (79)
"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 AU$406
includes taxes & fees
2 Nov - 3 Nov
Flag House Inn
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 AU$711
includes taxes & fees
5 Oct - 6 Oct
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
18th Cent. Charm in Historic Downtown Annapolis
Fridge, microwave, oven, stovetop

18th Cent. Charm in Historic Downtown Annapolis

9.0 out of 10, Wonderful, (12)
"Property description is accurate, host is quickly responsive."
The price is AU$530
includes taxes & fees
6 Oct - 7 Oct
18th Cent. Charm in Historic Downtown Annapolis
Cozy 2br home w/ parking in downtown Annapolis
Marina

Cozy 2br home w/ parking in downtown Annapolis

10.0 out of 10, Exceptional, (71)
"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 AU$571
includes taxes & fees
2 Nov - 3 Nov
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.
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Top Kent Island Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"The hotel was nice. The first room I got was still a mess because housekeeping didn’t clean that room. So I was given another room, which was clean as a whistle. Very good stay. I would definitely go back. Service was top tier."
Akeem 1-night trip
Posted 5 days ago
Sonesta ES Suites Annapolis

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