Title: Book The Best Hotels in Deal Island, MD for 2026 from CA $99 - Fully Refundable Options - Expedia.ca [Deal Island Travel Guide](https://expedia.ca/Deal-Island.dx3000440545)[Vacation Rentals in Deal Island](https://expedia.ca/Deal-Island-Vacation-Rentals.d3000440545.Travel-Guide-VacationRentals)[Deal Island Car Rentals](https://expedia.ca/Car-Rentals-In-Deal-Island.d3000440545.Car-Rental-Guide)[Deal Island Vacation Packages](https://expedia.ca/Deal-Island.d3000440545.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 ## Go beyond your typical stay in Deal Island Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Deal+Island%2C+Maryland%2C+United+States+of+America®ionId=3000440545&latLong=38.159012%2C-75.94799&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&amenities=PETS) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Deal+Island%2C+Maryland%2C+United+States+of+America®ionId=3000440545&latLong=38.159012%2C-75.94799&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&travelerType=family_friendly) Pool [](https://www.expedia.ca/Hotel-Search?destination=Deal+Island%2C+Maryland%2C+United+States+of+America®ionId=3000440545&latLong=38.159012%2C-75.94799&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&amenities=POOL) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Deal+Island%2C+Maryland%2C+United+States+of+America®ionId=3000440545&latLong=38.159012%2C-75.94799&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-15&d2=2026-03-15&lodging=COTTAGE) ## Check prices for these dates Tonight [Feb 27 - Feb 28](https://www.expedia.ca/Hotel-Search?regionId=3000440545&startDate=2026-02-27&endDate=2026-02-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 28 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=3000440545&startDate=2026-02-28&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=3000440545&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000440545&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Deal Island hotels ![Restaurant](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/f8626115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/6b4fb5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/89421cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/7a6da886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Pocomoke City [](https://www.expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information) Pocomoke City 8.6/10 Excellent (899 reviews) "Clean room, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany CA $133 CA $148 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/122000000/121700000/121698000/121697965/f0adea70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Salisbury Fruitland [](https://www.expedia.ca/Fruitland-Hotels-Home2-Suites-By-Hilton-Salisbury-Fruitland.h121697965.Hotel-Information) Fruitland CA $167 CA $187 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Fruitland-Hotels-Home2-Suites-By-Hilton-Salisbury-Fruitland.h121697965.Hotel-Information) ![Lake](https://images.trvl-media.com/lodging/36000000/35190000/35180600/35180568/9d0a14ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/36000000/35190000/35180600/35180568/2a52e6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/36000000/35190000/35180600/35180568/e87fe2b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/36000000/35190000/35180600/35180568/86fa3626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whitehaven Hotel [](https://www.expedia.ca/Quantico-Hotels-The-Whitehaven-Hotel.h35180568.Hotel-Information) Quantico 10/10 Exceptional (112 reviews) "We had a great stay. Cindy made delicious breakfasts and wonderful afternoon cookies. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $209 CA $234 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Quantico-Hotels-The-Whitehaven-Hotel.h35180568.Hotel-Information) ![Indoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/92723811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One king studio suite non smoking | Minibar](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/7bff4aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/df6f3b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Salisbury/Fruitland [](https://www.expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) Fruitland 9.2/10 Wonderful (1,001 reviews) "Generally, a good place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chuma CA $136 CA $152 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) ![Room, 2 Double Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/30000000/29760000/29752800/29752751/753bb7af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/30000000/29760000/29752800/29752751/cf1f1c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/30000000/29760000/29752800/29752751/7c67076c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room, 1 King Bed, Balcony, Pool View | Balcony](https://images.trvl-media.com/lodging/30000000/29760000/29752800/29752751/9aa7b73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn at Somers Cove Marina [](https://www.expedia.ca/Salisbury-Hotels-Rodeway-Inn.h29752751.Hotel-Information) Crisfield 8.6/10 Excellent (135 reviews) "Wonderful hotel staff Very clean room for a very good rate" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex CA $116 CA $131 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Salisbury-Hotels-Rodeway-Inn.h29752751.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/89e61f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/d061d423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/05a5e8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/e616b7d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Princess Anne [](https://www.expedia.ca/Salisbury-Hotels-Econo-Lodge-Princess-Anne.h26336.Hotel-Information) Princess Anne 6.6/10 (672 reviews) "We have stayed in several hotels in the area and this was the nicest." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $105 CA $116 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Salisbury-Hotels-Econo-Lodge-Princess-Anne.h26336.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/871800/871786/1e36970c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/871800/871786/4a5bceca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/880000/871800/871786/ee5ab602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/880000/871800/871786/629b2af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn Princess Anne [](https://www.expedia.ca/Salisbury-Hotels-Americas-Best-Value-Inn-Princess-Anne.h871786.Hotel-Information) Princess Anne 6.6/10 (57 reviews) "The lady at the front desk was so awesome and great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DeAnndra CA $89 CA $99 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Salisbury-Hotels-Americas-Best-Value-Inn-Princess-Anne.h871786.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16330000/16321600/16321544/2ecadac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Ensuite, Harbour View (Kingsbay Bayhouse) | Outdoor pool](https://images.trvl-media.com/lodging/17000000/16330000/16321600/16321544/b0bb8ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Private Bathroom (Kingsbay Dockside) | Private kitchen](https://images.trvl-media.com/lodging/17000000/16330000/16321600/16321544/b320282d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Private Bathroom (Kingsbay Dockside) | Exterior](https://images.trvl-media.com/lodging/17000000/16330000/16321600/16321544/39e051e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingsbay Mansion & Vacation Houses [](https://www.expedia.ca/Marion-Station-Hotels-Kingsbay-Mansion-Executive-Bed-Breakfast.h16321544.Hotel-Information) Marion Station 9.8/10 Exceptional (28 reviews) "An overall excellent place to stay, relax and rest " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy CA $448 CA $498 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Marion-Station-Hotels-Kingsbay-Mansion-Executive-Bed-Breakfast.h16321544.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=2026-03-13&endDate=2026-03-14®ionId=3000440545&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=HTG_SPRING_PROMO_3000440545) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDeal-Island-Hotels.d3000440545.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDeal-Island-Hotels.d3000440545.Travel-Guide-Hotels) ## Top Deal Island Hotel Reviews ## Recent Reviews in Deal Island ![Hampton Inn & Suites Salisbury/Fruitland](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da_y.jpg) ### Hampton Inn & Suites Salisbury/Fruitland 10/10 Excellent "Friendly staff " [](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) ![Best Western Plus Pocomoke City](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/89421cb5_y.jpg) ### Best Western Plus Pocomoke City 10/10 Excellent "This hotel was amazing, cleaned, service was amazing. Everyone is really nice. Family friendly. The room we stayed had a kitchen area without a stove. Two microwave, a fridge. Two tv. A sofa which was cleaner. Room service was provided everyday which i was really happy because i have a toddler. Fresh towels everyday. Pool was cleaner. Breakfast was amazing they had different eggs options everyday. They had pork sausage and turkey as a alternative which i thought was very kind of them since we dont eat pork. Milk, yogurt. Lots of fruits and cereal options. Coffee machine was amazing, u can get any coffee in it. They took care of us very nicely. Highly recommend to anyone. Although theres isnt much to do around. It was a very boring city. Went for a work trip so me and my family enjoyed our stay." [](https://expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information) ![Rodeway Inn at Somers Cove Marina](https://images.trvl-media.com/lodging/30000000/29760000/29752800/29752751/f024af81_y.jpg) ### Rodeway Inn at Somers Cove Marina 10/10 Excellent "Great staff and bed was very comfortable with it also being very clean" [](https://expedia.ca/Salisbury-Hotels-Rodeway-Inn.h29752751.Hotel-Information) ![Home of the Terrapin King](https://images.trvl-media.com/lodging/117000000/116480000/116478300/116478280/55164d3b_y.jpg) ### Home of the Terrapin King 10/10 Excellent "All around great experience! " [](https://expedia.ca/Crisfield-Hotels-Home-Of-The-Terrapin-King.h116478280.Hotel-Information) ![Waterfront Cottage in Beautiful Hoopers Island](https://images.trvl-media.com/lodging/71000000/70870000/70865600/70865593/b0a22573_y.jpg) ### Waterfront Cottage in Beautiful Hoopers Island 10/10 Excellent "Host was great communicating, place was perfect for a quiet New Year's getaway. Would love to come back in the summer. Thanks for the hospitality." [](https://expedia.ca/Fishing-Creek-Hotels-Waterfront-Cottage-In-Beautiful-Hoopers-Island.h70865593.Hotel-Information) ![Americas Best Value Inn Princess Anne](https://images.trvl-media.com/lodging/1000000/880000/871800/871786/d2fe545c_y.jpg) ### Americas Best Value Inn Princess Anne 10/10 Excellent "Everything was fine" [](https://expedia.ca/Salisbury-Hotels-Americas-Best-Value-Inn-Princess-Anne.h871786.Hotel-Information) ![Econo Lodge Princess Anne](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/820cd1cf_y.jpg) ### Econo Lodge Princess Anne 10/10 Excellent "Clean room courteous staff allows pets" [](https://expedia.ca/Salisbury-Hotels-Econo-Lodge-Princess-Anne.h26336.Hotel-Information) ![ Tangier Escape, great place get away from it all on Deal Island, MD.](https://images.trvl-media.com/lodging/118000000/117880000/117875200/117875165/88eb376c_y.jpg) ### Tangier Escape, great place get away from it all on Deal Island, MD. 10/10 Excellent "Helpful host, clean house, peaceful location! " [](https://expedia.ca/Deal-Island-Hotels-Tangier-Escape.h117875165.Hotel-Information) ![Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/7fd7ada2_y.jpg) ### Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart 10/10 Excellent "Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host." [](https://expedia.ca/Smith-Island-Hotels-Get-Away-To-Relax-On-Smith-Island-In-The-Chesapeake-Bay.h92745551.Hotel-Information) ## More cheap stays in Deal Island ![Americas Best Value Inn Princess Anne](https://images.trvl-media.com/lodging/1000000/880000/871800/871786/d2fe545c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Americas Best Value Inn Princess Anne 30359 Mt. Vernon Road Princess Anne MD CA $89 CA $99 total Mar 1 - Mar 2 includes taxes & fees 6.6/10 (57 reviews) [](https://expedia.ca/Salisbury-Hotels-Americas-Best-Value-Inn-Princess-Anne.h871786.Hotel-Information) ![Econo Lodge Princess Anne](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/820cd1cf_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Econo Lodge Princess Anne 10936 Market Lane US 13 Princess Anne MD CA $105 CA $116 total Mar 8 - Mar 9 includes taxes & fees 6.6/10 (672 reviews) [](https://expedia.ca/Salisbury-Hotels-Econo-Lodge-Princess-Anne.h26336.Hotel-Information) ![Rodeway Inn at Somers Cove Marina](https://images.trvl-media.com/lodging/30000000/29760000/29752800/29752751/f024af81_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Rodeway Inn at Somers Cove Marina 700 Norris Harbor Dr Crisfield MD CA $116 CA $131 total Mar 29 - Mar 30 includes taxes & fees 8.6/10 Excellent! (135 reviews) [](https://expedia.ca/Salisbury-Hotels-Rodeway-Inn.h29752751.Hotel-Information) ![Best Western Plus Pocomoke City](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/89421cb5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Plus Pocomoke City 125 Newtowne Blvd Pocomoke City MD CA $133 CA $148 total Mar 8 - Mar 9 includes taxes & fees 8.6/10 Excellent! (899 reviews) [](https://expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information) ![Hampton Inn & Suites Salisbury/Fruitland](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Salisbury/Fruitland 304 Prosperity Lane Fruitland MD CA $136 CA $152 total Mar 8 - Mar 9 includes taxes & fees 9.2/10 Wonderful! (1,001 reviews) [](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information) ![Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres](https://images.trvl-media.com/lodging/107000000/106240000/106232500/106232432/44a10709_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres Vienna MD [Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=106232432&PinnedHotelID=106232432&HadPinnedHotel=true®ionId=3000440545) 9.8/10 Exceptional! (10 reviews) [](https://expedia.ca/Vienna-Hotels-Brand-New-Beach-House-On-Elliott-Island-Beautiful-Sandy-Beach.h106232432.Hotel-Information) ## Hotels in Deal Island with star rating ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 18 properties [](https://expedia.ca/3Star-Deal-Island-Hotels.s30-0-d3000440545.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 12 properties [](https://expedia.ca/2Star-Deal-Island-Hotels.s20-0-d3000440545.Travel-Guide-Filter-Hotels) ## Frequently asked questions ### What is the best area to stay in Deal Island? > Chance is the heart of Deal Island, known for its strong waterman culture and direct access to the Tangier Sound. It's a small, quiet community with a few local businesses, including a general store and a couple of seafood eateries. The main road, Deal Island Road, runs through the village, connecting it to the mainland. The area is characterised by its waterfront homes, boat docks, and views of the Chesapeake Bay. > > > Couples looking for a peaceful retreat will find Chance ideal. It offers a chance to disconnect and enjoy the natural beauty and calm of the Eastern Shore. You can spend your days crabbing, fishing, or simply watching the watermen at work. The relaxed pace and scenic surroundings make it great for a quiet getaway. > > > Solo travellers seeking a unique and authentic experience will also appreciate Chance. The community is welcoming, and you'll get a real sense of traditional Chesapeake Bay life. ### When is the best time to go to Deal Island? > These periods offer pleasant weather, avoiding the high humidity and heat of summer and the chill of winter. You'll find the conditions ideal for outdoor activities like crabbing, fishing, and exploring the island's natural beauty without the discomfort of extreme temperatures. The island's waterways are calmer, making boat trips more enjoyable, and the wildlife is often more active. > > > For those interested in local culture, visiting in September allows you to experience the annual Skipjack Race and Festival. This event is a central part of Deal Island's heritage, celebrating its maritime traditions with boat races, local food, and crafts. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Deal Island hotel booking with Expedia? ### How much is the nightly rate at a Deal Island hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Janes Island State Park ](https://www.expedia.ca/4Star-Janes-Island-State-Park-Hotels.s40-0-d553248621532662318.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Kingston ](https://www.expedia.ca/4Star-Kingston-Hotels.s40-0-d553248635975867875.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Bivalve ](https://www.expedia.ca/Bivalve-Hotels-Hotel-With-Pool.0-0-d553248635975846907-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels near Blackwater National Wildlife Refuge ](https://www.expedia.ca/Blackwater-National-Wildlife-Refuge-Hotels.0-l6340491-0.Travel-Guide-Filter-Hotels) - 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