Title: Book the Best HISTORIC 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 Historic Hotels in Kent Island, MD from CA $267

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check availability on Kent Island Historic Hotels

Tonight

[Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-12-12&endDate=2025-12-14&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)

## Our top choices for Kent Island historic hotels

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7.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)

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

![Meeting facility](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/e0eae32d.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 $248

CA $273 total

includes taxes & fees

Dec 15 - Dec 16

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

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/937d59ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Widows Walk Suite | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/ba45b764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Suite | Living area](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0787536d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0efeb5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wylder Tilghman Island

[](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information)

Tilghman

8.8/10

Excellent

(90)

"Very relaxing stay."

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

Anne

CA $187

CA $267 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Inns of Annapolis

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

Historic District

9.0/10

Wonderful

(1907)

"Great staff, comfortable beds, clean rooms and perfect location "

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

Dawn

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

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/aaa820d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/67700a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/d4e67bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/520df554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information)

North Beach

10/10

Exceptional

(31)

"Perfect place to spend quality time with our three adult children and their significant others. "

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

Malarkey F.

CA $136

CA $568 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/cc957ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/fda5370c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chesapeake Suite](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/w1857h2500x0y0-ac5cefb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/6c83d519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flag House Inn

[](https://www.expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information)

Historic District

9.4/10

Exceptional

(83)

"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "

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

Elizabeth

CA $264

CA $301 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/1aa587de_edited_b1ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/a05c57e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/w1359h906x3y0-2211d6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/w1359h908x3y2-e4e5546a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Row Home with Hot Tub- 1 Block from Gate 1 at USNA!

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Row-Home-1-Block-From-Gate-1-At-USNA.h117588789.Hotel-Information)

Historic District

10/10

Exceptional

(5)

"Wonderful location. Easy walking to downtown restaurants, shops, city docks and USNA. Enjoyed spending time on front porch and swing.Comfortable beds and home like atmosphere.No need for a vehicle, but if you have one, parking garage is just a few blocks away. "

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

Katie S.

CA $187

CA $974 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Row-Home-1-Block-From-Gate-1-At-USNA.h117588789.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/1976e6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Single Room, 1 King Bed, Bathtub, Harbour View](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/15680a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/03fed2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/2624f48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 134 Prince - Luxury Boutique Hotel

[](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information)

Annapolis

9.8/10

Exceptional

(30)

"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"

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

Ian

[](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/a8bf1b01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, City View](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/eaea568e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/6d339134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/97119172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 86 State Circle - Luxury Boutique Hotel

[](https://www.expedia.ca/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information)

Historic District

10/10

Exceptional

(3)

"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."

![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg)

Jo

CA $494

CA $564 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/1c22c0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/126a7308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/bbbfca07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/7d0396b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Row Home in Downtown Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Row-Home-In-Downtown-Annapolis.h118891568.Hotel-Information)

Historic District

CA $180

CA $957 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Row-Home-In-Downtown-Annapolis.h118891568.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/49000000/48630000/48624300/48624274/1b8e0fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/49000000/48630000/48624300/48624274/c86eb9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48630000/48624300/48624274/3c0a3b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48630000/48624300/48624274/6e7508c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ★ Midcentury Modern Getaway ★ Prime Location ★

[](https://www.expedia.ca/Annapolis-Hotels-Midcentury-Modern-Getaway-Prime-Location.h48624274.Hotel-Information)

Historic District

10/10

Exceptional

(35)

"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. "

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

shannon r.

CA $282

CA $812 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Annapolis-Hotels-Midcentury-Modern-Getaway-Prime-Location.h48624274.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=2025-12-24&endDate=2025-12-25&regionId=553248635077608788&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Kent Island Hotel Reviews

![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)

![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)

![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)

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

### Historic Inns of Annapolis

10/10 Excellent

"Love this inn for the location and ambience. The staff is always so friendly and accurate."

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

![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

"Great location, nice and clean "

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

"The room was very tidy. I love having a full size fridge as well as a microwave! These are great conveniences to have."

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

![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg)

### Graduate by Hilton Annapolis

10/10 Excellent

"Very nice hotel. The dog park could have better lighting. "

[](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.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

"Love this hotel-the beds are so comfortable and rooms are so quiet. "

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

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Vacation Rental
- More ways to book

- [4 Star Hotels in Anchorage ](https://www.expedia.ca/4Star-Anchorage-Annapolis-Hotels.s40-n553248635976473602-0.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Stevensville ](https://www.expedia.ca/5Star-Stevensville-Hotels.s50-0-d162393.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Adults-Only-Resorts.0-n553248635976473602-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Boutique Hotels in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Boutique-Hotel.0-n553248635976473602-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Historic-Hotel.0-n553248635976473602-0-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Bar in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Hotels-With-Bar.0-n553248635976473602-0-tHotelswithBar.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Hotels-With-Hot-Tubs.0-n553248635976473602-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels with an Indoor Pool in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Hotels-With-Indoor-Pool.0-n553248635976473602-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Hotels-With-Kitchenettes.0-n553248635976473602-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Lake Hotels in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Lake-Hotels.0-n553248635976473602-0-tLakeHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Luxury-Hotel.0-n553248635976473602-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Pet-Friendly-Hotel.0-n553248635976473602-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Scuba Diving Hotels in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Scuba-Diving-Vacations.0-n553248635976473602-0-tscubadivingvacations.Travel-Guide-Filter-Hotels)
- [Hotel Wedding Venues Hotels in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Wedding-Hotels.0-n553248635976473602-0-tWeddingHotels.Travel-Guide-Filter-Hotels)
- [Anchorage Hotels ](https://www.expedia.ca/Anchorage-Annapolis-Hotels.0-n553248635976473602-0.Travel-Guide-Filter-Hotels)
- [Annapolis Hotels ](https://www.expedia.ca/Annapolis-Hotels.d6034082.Travel-Guide-Hotels)
- [Hotels near Annapolis Landing Marina ](https://www.expedia.ca/Annapolis-Landing-Marina-Hotels.0-l553248621558039664-0.Travel-Guide-Filter-Hotels)
- [Hotels near Annapolis Maritime Museum ](https://www.expedia.ca/Annapolis-Maritime-Museum-Hotels.0-l553248621532662325-0.Travel-Guide-Filter-Hotels)
- [Hotels near Annapolis Sailing School ](https://www.expedia.ca/Annapolis-Sailing-School-Hotels.0-l553248621532662324-0.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in Arundel on the Bay ](https://www.expedia.ca/Arundel-On-The-Bay-Annapolis-Hotels-Beach-Hotel.0-n553248635976475949-0-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Golf Hotels in Arundel on the Bay ](https://www.expedia.ca/Arundel-On-The-Bay-Annapolis-Hotels-Golf-Hotel.0-n553248635976475949-0-tGolfHotel.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Arundel on the Bay ](https://www.expedia.ca/Arundel-On-The-Bay-Annapolis-Hotels-Pet-Friendly-Hotel.0-n553248635976475949-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Arundel on the Bay Hotels ](https://www.expedia.ca/Arundel-On-The-Bay-Annapolis-Hotels.0-n553248635976475949-0.Travel-Guide-Filter-Hotels)
- [Honeymoon Resorts and in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Honeymoon-Hotels.0-0-d178235-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a Lazy River in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Hotels-With-A-Lazy-River.0-0-d178235-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels)
- [Hotels near Chesapeake Bay Bridge ](https://www.expedia.ca/Chesapeake-Bay-Bridge-Hotels.0-l6077400-0.Travel-Guide-Filter-Hotels)
- [Hotels near Chesapeake Bay Environmental Center ](https://www.expedia.ca/Chesapeake-Bay-Environmental-Center-Hotels.0-l553248621561196328-0.Travel-Guide-Filter-Hotels)
- [B&B in Chester ](https://www.expedia.ca/Chester-Bed-And-Breakfast.d3000440455-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Hotels with a Pool in Chester ](https://www.expedia.ca/Chester-Hotels-Hotel-With-Pool.0-0-d3000440455-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Chester Hotels ](https://www.expedia.ca/Chester-Hotels.d3000440455.Travel-Guide-Hotels)
- [Lodges in Chester ](https://www.expedia.ca/Chester-Lodges.d3000440455-aaLodges.Travel-Guide-Accommodation)
- [B&B in Claiborne ](https://www.expedia.ca/Claiborne-Bed-And-Breakfast.d3000440483-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Claiborne Hotels ](https://www.expedia.ca/Claiborne-Hotels.d3000440483.Travel-Guide-Hotels)
- [Historic Hotels in Maryland ](https://www.expedia.ca/Destinations-In-Maryland-Historic-Hotel.0-0-d222-tHistoricHotel.Hotel-Filter-Destinations)
- [Hotels with Early Check-in in Maryland ](https://www.expedia.ca/Destinations-In-Maryland-Hotel-With-Early-Check-In.0-0-d222-thotelwithearlycheckin.Hotel-Filter-Destinations)
- [Hotels with Free Airport Shuttle in Maryland ](https://www.expedia.ca/Destinations-In-Maryland-Hotels-With-Free-Airport-Shuttle.0-0-d222-tHotelswithFreeAirportShuttle.Hotel-Filter-Destinations)
- [Hotels with Hot Tubs in Maryland ](https://www.expedia.ca/Destinations-In-Maryland-Hotels-With-Hot-Tubs.0-0-d222-tHotelsWithHotTubs.Hotel-Filter-Destinations)
- [Mountain Hotels in Maryland ](https://www.expedia.ca/Destinations-In-Maryland-Mountain-Hotels.0-0-d222-tMountainHotels.Hotel-Filter-Destinations)
- [Oceanfront Hotels in Maryland ](https://www.expedia.ca/Destinations-In-Maryland-Oceanfront-Hotels.0-0-d222-tOceanfrontHotels.Hotel-Filter-Destinations)
- [Winery Hotels in Maryland ](https://www.expedia.ca/Destinations-In-Maryland-Winery-Hotel.0-0-d222-tWineryHotel.Hotel-Filter-Destinations)
- [Maryland Hotels ](https://www.expedia.ca/Destinations-In-Maryland.d222.Hotel-Destinations)
- [Hotels near Eastern Neck National Wildlife Refuge ](https://www.expedia.ca/Eastern-Neck-National-Wildlife-Refuge-Hotels.0-l553248635974660968-0.Travel-Guide-Filter-Hotels)
- [Eastport Hotels ](https://www.expedia.ca/Eastport-Annapolis-Hotels.0-n553248635976473127-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Grasonville ](https://www.expedia.ca/Grasonville-Hotels-Cheap-Hotels.0-0-d7382-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Grasonville ](https://www.expedia.ca/Grasonville-Hotels-Luxury-Hotel.0-0-d7382-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Grasonville ](https://www.expedia.ca/Grasonville-Hotels-Oceanfront-Hotels.0-0-d7382-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Grasonville Hotels ](https://www.expedia.ca/Grasonville-Hotels.d7382.Travel-Guide-Hotels)
- [Condo Rentals in Highland Beach ](https://www.expedia.ca/Highland-Beach-Condos.d553248634998823058-aaCondos.Travel-Guide-Accommodation)
- [Guest Houses in Highland Beach ](https://www.expedia.ca/Highland-Beach-Guest-Houses.d553248634998823058-aaGuestHouses.Travel-Guide-Accommodation)
- [Cheap Hotels in Highland Beach ](https://www.expedia.ca/Highland-Beach-Hotels-Cheap-Hotels.0-0-d553248634998823058-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Highland Beach ](https://www.expedia.ca/Highland-Beach-Hotels-Luxury-Hotel.0-0-d553248634998823058-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Highland Beach Hotels ](https://www.expedia.ca/Highland-Beach-Hotels.d553248634998823058.Travel-Guide-Hotels)
- [Farmstay in Kent Narrows ](https://www.expedia.ca/Kent-Narrows-Agritourism.d553248635077720315-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Kent Narrows ](https://www.expedia.ca/Kent-Narrows-Cabins.d553248635077720315-aaCabins.Travel-Guide-Accommodation)
- [Hotels with a Pool in Kent Narrows ](https://www.expedia.ca/Kent-Narrows-Hotels-Hotel-With-Pool.0-0-d553248635077720315-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with an Indoor Pool in Kent Narrows ](https://www.expedia.ca/Kent-Narrows-Hotels-Hotels-With-Indoor-Pool.0-0-d553248635077720315-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Lake Hotels in Kent Narrows ](https://www.expedia.ca/Kent-Narrows-Hotels-Lake-Hotels.0-0-d553248635077720315-tLakeHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Kent Narrows ](https://www.expedia.ca/Kent-Narrows-Hotels-Luxury-Hotel.0-0-d553248635077720315-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Kent Narrows Hotels ](https://www.expedia.ca/Kent-Narrows-Hotels.d553248635077720315.Travel-Guide-Hotels)
- [B&B in Northern Chesapeake Bay ](https://www.expedia.ca/Northern-Chesapeake-Bay-Bed-And-Breakfast.d6051456-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Northern Chesapeake Bay ](https://www.expedia.ca/Northern-Chesapeake-Bay-Chalets.d6051456-aaChalets.Travel-Guide-Accommodation)
- [Condo Resorts in Northern Chesapeake Bay ](https://www.expedia.ca/Northern-Chesapeake-Bay-Condominium-Resort.d6051456-aaCondominiumResort.Travel-Guide-Accommodation)
- [Hotels with Hot Tubs in Northern Chesapeake Bay ](https://www.expedia.ca/Northern-Chesapeake-Bay-Hotels-Hotels-With-Hot-Tubs.0-0-d6051456-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Northern Chesapeake Bay ](https://www.expedia.ca/Northern-Chesapeake-Bay-Hotels-Luxury-Hotel.0-0-d6051456-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Northern Chesapeake Bay Hotels ](https://www.expedia.ca/Northern-Chesapeake-Bay-Hotels.d6051456.Travel-Guide-Hotels)
- [Resorts in Northern Chesapeake Bay ](https://www.expedia.ca/Northern-Chesapeake-Bay-Resort-Hotels.d6051456-aaResortHotels.Travel-Guide-Accommodation)
- [Spa Hotels in Oyster Harbor ](https://www.expedia.ca/Oyster-Harbor-Annapolis-Hotels-Spa-Hotel.0-n553248635976482330-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Farmstay in Romancoke ](https://www.expedia.ca/Romancoke-Agritourism.d553248635975872221-aaAgritourism.Travel-Guide-Accommodation)
- [Hotels near Sandy Point Beach ](https://www.expedia.ca/Sandy-Point-Beach-Hotels.0-l553248635983987021-0.Travel-Guide-Filter-Hotels)
- [Hotels near Sandy Point State Park ](https://www.expedia.ca/Sandy-Point-State-Park-Hotels.0-l6163398-0.Travel-Guide-Filter-Hotels)
- [Farmstay in Stevensville ](https://www.expedia.ca/Stevensville-Agritourism.d162393-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Stevensville ](https://www.expedia.ca/Stevensville-Bed-And-Breakfast.d162393-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cheap Hotels in Stevensville ](https://www.expedia.ca/Stevensville-Hotels-Cheap-Hotels.0-0-d162393-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Stevensville ](https://www.expedia.ca/Stevensville-Hotels-Spa-Hotel.0-0-d162393-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Stevensville Hotels ](https://www.expedia.ca/Stevensville-Hotels.d162393.Travel-Guide-Hotels)
- [Motels in Stevensville ](https://www.expedia.ca/Stevensville-Motels.d162393-aaMotels.Travel-Guide-Accommodation)
- [Townhomes in Stevensville ](https://www.expedia.ca/Stevensville-Townhomes.d162393-aaTownhomes.Travel-Guide-Accommodation)
- [Hotels & Resorts for Couples in Washington ](https://www.expedia.ca/Washington-Hotels-Couples-Resorts-Hotels.0-0-d178318-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
- [Green Hotels in Washington ](https://www.expedia.ca/Washington-Hotels-Green-Sustainable.0-0-d178318-tGreenSustainable.Travel-Guide-Filter-Hotels)
- [Hotels with a Lazy River in Washington ](https://www.expedia.ca/Washington-Hotels-Hotels-With-A-Lazy-River.0-0-d178318-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels)
- [Hotels with Childcare in Washington ](https://www.expedia.ca/Washington-Hotels-Hotels-With-Childcare.0-0-d178318-tHotelswithChildcare.Travel-Guide-Filter-Hotels)
- [Hotels with Tennis Courts in Washington ](https://www.expedia.ca/Washington-Hotels-Hotels-With-Tennis-Courts.0-0-d178318-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
- [Lake Hotels in Washington ](https://www.expedia.ca/Washington-Hotels-Lake-Hotels.0-0-d178318-tLakeHotels.Travel-Guide-Filter-Hotels)
- [Shopping Hotels in Washington ](https://www.expedia.ca/Washington-Hotels-Shopping-Hotel.0-0-d178318-tShoppingHotel.Travel-Guide-Filter-Hotels)
- [Ski Hotels in Washington ](https://www.expedia.ca/Washington-Hotels-Ski-Hotel.0-0-d178318-tSkiHotel.Travel-Guide-Filter-Hotels)

- [Flights to Northern Chesapeake Bay ](https://www.expedia.ca/Cheap-Flights-To-Northern-Chesapeake-Bay.d6051456.Travel-Guide-Flights)
- [Flights to Maryland ](https://www.expedia.ca/Destinations-In-Maryland.d222.Flight-Destinations)
- [Flights from Northern Chesapeake Bay ](https://www.expedia.ca/lp/flights/6051456/flights-from-northern-chesapeake-bay)
- [Flights from Grasonville ](https://www.expedia.ca/lp/flights/7382/flights-from-grasonville)

- [Visit Arundel on the Bay ](https://www.expedia.ca/Annapolis-Arundel-On-The-Bay.dx553248635976475949)
- [Chesapeake Bay Bridge ](https://www.expedia.ca/Chesapeake-Bay-Bridge-Annapolis.d6077400.Vacation-Attraction)
- [Northern Chesapeake Bay Vacations ](https://www.expedia.ca/Northern-Chesapeake-Bay.d6051456.Destination-Travel-Guides)
- [Visit Northern Chesapeake Bay ](https://www.expedia.ca/Northern-Chesapeake-Bay.dx6051456)
- [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)

- [Alamo Rent A Car Rental Cars in Stevensville ](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Stevensville.d162393-c6.Car-Rental-Guide-Suppliers)
- [Car rental Grasonville ](https://www.expedia.ca/Car-Rentals-In-Grasonville.d7382.Car-Rental-Guide)
- [Car rental Highland Beach ](https://www.expedia.ca/Car-Rentals-In-Highland-Beach.d553248634998823058.Car-Rental-Guide)
- [Car rental Stevensville ](https://www.expedia.ca/Car-Rentals-In-Stevensville.d162393.Car-Rental-Guide)

- [Stevensville Vacation Rentals ](https://www.expedia.ca/Stevensville-Vacation-Rentals.d162393.Travel-Guide-VacationRentals)

- [Book Historic Hotels in Kent Island on Expedia.com ](https://www.expedia.com/Kent-Island-Hotels-Historic-Hotel.0-0-d553248635077608788-tHistoricHotel.Travel-Guide-Filter-Hotels)