Photo by Jennifer Crim

Kent Island Hotel Guide - Adventure Sport Hotels in Kent Island, Maryland

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Kent Island Adventure Sport Hotels

Tonight
25 Nov - 26 Nov
Tomorrow
26 Nov - 27 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Kent Island Adventure Sport Hotels

Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (126)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is €151
includes taxes & fees
1 Dec - 2 Dec
Kent Island Resort
Terrace/patio
The Tidewater Inn

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (836)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is €171
includes taxes & fees
2 Dec - 3 Dec
The Tidewater Inn
Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Amazing and neat and very private "
United States
Alexander M.
The price is €142
includes taxes & fees
1 Dec - 2 Dec
First Floor Studio Apartment in Historic Chestertown
Interior
Charming Pet-Friendly Stay - Near Bay & Beaches.

Charming Pet-Friendly Stay - Near Bay & Beaches.

Annapolis
10.0 out of 10, Exceptional, (6)
"The property provided the space I needed for my family. It is located in a cute neighborhood. The property was clean and the owner was very responsive to any questions that I had. I really enjoyed staying here."
United States
Kristina
The price is €491
includes taxes & fees
2 Dec - 3 Dec
Charming Pet-Friendly Stay - Near Bay & Beaches.
Terrace/patio
HGTV quality, private guest suite, country getaway with hot tub & fire pit

HGTV quality, private guest suite, country getaway with hot tub & fire pit

Centreville
10.0 out of 10, Exceptional, (8)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is €396
includes taxes & fees
1 Dec - 2 Dec
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Terrace/patio
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Arundel on the Bay
9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Porch
Hummingbird Inn

Hummingbird Inn

3.5 star property
Easton
10.0 out of 10, Exceptional, (86)
"The kindest most sweetest checkin"
United States
Nicole
Hummingbird Inn
Marina
Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis

Historic District
10.0 out of 10, Exceptional, (72)
"Great little house easy to walk to West St, Main St & the Yard (USNA). Has parking included which is nice. Great communication we owner. Will stay again. "
United States
Sheldon E.
The price is €275
includes taxes & fees
1 Dec - 2 Dec
Cozy 2br home w/ parking in downtown Annapolis
Terrace/patio
2BR, 1BA Boutique Brick Beauty located in historic Eastport.

2BR, 1BA Boutique Brick Beauty located in historic Eastport.

Eastport
2BR, 1BA Boutique Brick Beauty located in historic Eastport.
Fridge, microwave, oven, stovetop
vacation home in Historic Annapolis, 17-minute walk to U.S. Naval Academy

vacation home in Historic Annapolis, 17-minute walk to U.S. Naval Academy

Historic District
9.4 out of 10, Exceptional, (15)
"Very clean rooms, and very convenient to the historic district and waterfront in Annapolis. "
United States
Gary S.
The price is €377
includes taxes & fees
30 Nov - 1 Dec
vacation home in Historic Annapolis, 17-minute walk to U.S. Naval Academy
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.
View all properties

Top Kent Island Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Clean room, great breakfast "
Shelby 1-night trip
Posted 4 days ago
DoubleTree by Hilton Hotel Annapolis

Explore a world of travel with Expedia

Frequently asked questions

Why book your hotel for couples in Kent Island with Expedia?
Expedia has some fabulous hotels for couples, so go ahead and indulge yourselves in Kent Island. If you're sticking to a budget, click on how much you want to spend and your preferred hotel star rating. Whatever your escape looks like, we'll help you find accommodation that'll please both your partner and bank balance!
How can I find cheap hotels for couples in Kent Island?
Expedia can help you easily source cheap hotels for couples in Kent Island. Use our handy filter tool to choose amenities, star rating and budget to refine your search results and lock in a wonderful place to escape with your sweetheart in a matter of clicks.