Title: Book the Best ADVENTURE Hotels in Kent Island in 2026 | Expedia.ca

[Kent Island Travel Guide](https://expedia.ca/Kent-Island.dx553248635077608788)[Hotels in Kent Island](https://expedia.ca/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)[Vacation Rentals in Kent Island](https://expedia.ca/Kent-Island-Vacation-Rentals.d553248635077608788.Travel-Guide-VacationRentals)[Flights to Kent Island](https://expedia.ca/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)[Kent Island Car Rentals](https://expedia.ca/Car-Rentals-In-Kent-Island.d553248635077608788.Car-Rental-Guide)[Kent Island Vacation Packages](https://expedia.ca/Kent-Island.d553248635077608788.Destination-Travel-Guides)

![Beautiful summer sunset over the Chesapeake bay. ](https://images.trvl-media.com/place/553248635077608788/4fcd43d4-cd30-434c-8826-71e72aed3588.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Jennifer Crim

# Find Hotels & Resorts for Couples in Kent Island, MD from CA $203

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## Check availability on Kent Island Hotels & Resorts for Couples

Tonight

[Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Kent Island adventure hotels

![Reception](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/f2cc9e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Single Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a98cfc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/cbbf2396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kent Island Resort

[](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information)

Stevensville

9.2/10

Wonderful

(128)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael

CA $198

CA $268 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information)

![Meeting facility](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/1969a1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/a87f70b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Room, 1 King Bed (Safari Suite (at Tidewater House))](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/17d21ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/18961763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Tidewater Inn

[](https://www.expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information)

Easton

8.8/10

Excellent

(841)

"Friendly staff, spotless room, great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steven

CA $247

CA $271 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/w1322h734x2y1-d973a563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/44ce5b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/c04c0cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/92366292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### First Floor Studio Apartment in Historic Chestertown

[](https://www.expedia.ca/Chestertown-Hotels-First-Floor-Studio-Apartment-In-Historic-Chestertown.h75854900.Hotel-Information)

Chestertown

9.6/10

Exceptional

(108)

"Amazing and neat and very private "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexander M.

CA $136

CA $219 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Chestertown-Hotels-First-Floor-Studio-Apartment-In-Historic-Chestertown.h75854900.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/fab6537a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/6a7c0132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/2fd532a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210325/e2305d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hummingbird Inn

[](https://www.expedia.ca/Easton-Hotels-Hummingbird-Inn.h1210325.Hotel-Information)

Easton

10/10

Exceptional

(86)

"The kindest most sweetest checkin"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole

[](https://www.expedia.ca/Easton-Hotels-Hummingbird-Inn.h1210325.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/20d3f7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/b0a7e139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/0b33b23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/d36e561b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis 

[](https://www.expedia.ca/Annapolis-Hotels-West-Annapolis-Hidden-Gem-75Mile-To-Navy-Stadium-1Mile-To-Downtown-Annapolis.h71421575.Hotel-Information)

Homewood

10/10

Exceptional

(19)

"Very convenient! We really enjoyed our stay and the hosts were very accommodating! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan Y.

CA $123

CA $418 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Annapolis-Hotels-West-Annapolis-Hidden-Gem-75Mile-To-Navy-Stadium-1Mile-To-Downtown-Annapolis.h71421575.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109470000/109465100/109465066/197cec39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109470000/109465100/109465066/a815bd7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109470000/109465100/109465066/d339d550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109470000/109465100/109465066/61b9de4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Tiny Pool House -Private Pool -Self Check in

[](https://www.expedia.ca/CLEAN.h109465066.Hotel-Information)

Glen Burnie

8.8/10

Excellent

(9)

"Absolutely loved it, very quiet and peaceful, Jordan is an excellent host"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert F.

CA $150

CA $203 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/CLEAN.h109465066.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/c81ba3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/0348d35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/85376bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/4ec9c7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Pet-Friendly Stay - Near Bay & Beaches.

[](https://www.expedia.ca/Annapolis-Hotels-Cozy-Retreat-Near-The-Bay.h113272210.Hotel-Information)

Annapolis

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristina

CA $323

CA $775 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Annapolis-Hotels-Cozy-Retreat-Near-The-Bay.h113272210.Hotel-Information)

![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/3bbc0763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/d4ed594e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/274adae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/3c8498e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Centreville-Hotels-Private.h102631144.Hotel-Information)

Centreville

10/10

Exceptional

(8)

"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Renee P.

CA $272

CA $605 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Centreville-Hotels-Private.h102631144.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/8a8d7f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/825e8c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/c2958ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/5c5b72be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.Hotel-Information)

Arundel on the Bay

9.8/10

Exceptional

(11)

"Great communication with the host, easy check in.. nice property. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Henry P.

CA $347

CA $760 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.Hotel-Information)

![Game room](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/d290777f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/462c5778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/9f52ac68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/57cd3b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/2BR.h119717086.Hotel-Information)

Eastport

CA $213

CA $438 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/2BR.h119717086.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28&regionId=553248635077608788&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true)

## Top Kent Island Hotel Reviews

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg)

### Historic Inns of Annapolis

10/10 Excellent

"Beautiful area! Loved the room! We took a taxi from the airport, it was nice to not have to worry about parking."

[](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![Candlewood Suites Annapolis by IHG](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f27fb62d_y.jpg)

### Candlewood Suites Annapolis by IHG

10/10 Excellent

"Our room was super clean! The staff was great!"

[](https://expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information)

![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg)

### DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Clean upscale rooom..bed was amazing "

[](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

![Annapolis Waterfront Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d_y.jpg)

### Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Fantastic hotel and they upgraded us to a room with a stunning view!"

[](https://expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information)

![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg)

### Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet."

[](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg)

### The Westin Annapolis

10/10 Excellent

"Spectacular "

[](https://expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information)

![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg)

### Crowne Plaza Annapolis by IHG

10/10 Excellent

"Excellent from check in to check out, highly recommend!"

[](https://expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information)

![Hilton Garden Inn Kent Island Marina](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/367a733a_y.jpg)

### Hilton Garden Inn Kent Island Marina

10/10 Excellent

"We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. "

[](https://expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information)

![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg)

### Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"Excelente the staff and everything was very nice "

[](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information)

## Frequently asked questions

### Why book your hotel for couples in Kent Island with Expedia?

### How can I find cheap hotels for couples in Kent Island?

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- [Flights to Northern Chesapeake Bay ](https://www.expedia.ca/Cheap-Flights-To-Northern-Chesapeake-Bay.d6051456.Travel-Guide-Flights)
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- [Visit Arundel on the Bay ](https://www.expedia.ca/Annapolis-Arundel-On-The-Bay.dx553248635976475949)
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- [Sandy Point State Park ](https://www.expedia.ca/Sandy-Point-State-Park-Annapolis.d6163398.Vacation-Attraction)
- [Stevensville Vacations ](https://www.expedia.ca/Stevensville.d162393.Destination-Travel-Guides)

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