Title: Book the Best CHEAP Hotels in Chestertown, MD from CA $97 - Chestertown Cheap Hotels | Expedia.ca [Hotels in Chestertown](https://expedia.ca/Chestertown-Hotels.d7215.Travel-Guide-Hotels)[Vacation Rentals in Chestertown](https://expedia.ca/Chestertown-Vacation-Rentals.d7215.Travel-Guide-VacationRentals)[Flights to Chestertown](https://expedia.ca/Cheap-Flights-To-Chestertown.d7215.Travel-Guide-Flights)[Chestertown Car Rentals](https://expedia.ca/Car-Rentals-In-Chestertown.d7215.Car-Rental-Guide)[Chestertown Vacation Packages](https://expedia.ca/Chestertown.d7215.Destination-Travel-Guides) ![Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA](https://images.trvl-media.com/place/7215/2810851e-b7cc-4dfb-bf7e-dc0611ab1b49.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Cheap Hotels in Chestertown, MD from CA $97 - ![](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 Chestertown Cheap Hotels Tonight [Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2025-12-30&endDate=2025-12-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property) Tomorrow [Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property) ## Our top choices for Chestertown cheap hotels ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/17533737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/799945fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/25360cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/8b9992bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn & Suites Chestertown [](https://www.expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) Chestertown 7.2/10 Good (424) "Professional staff, warm greetings clean room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dr. Nicholas and Mrs. Karen CA $98 CA $109 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/9a7a154a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/da06d995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/b0d84a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chestertown [](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) Chestertown 8.6/10 Excellent (861) "Everything was well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ahmed CA $133 CA $148 total includes taxes & fees Jan 25 - Jan 26, 2026 [](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/4ed42fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/1af5cb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/44b6c861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/5800905c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Inn [](https://www.expedia.ca/Chestertown-Hotels-Driftwood-Inn.h4862316.Hotel-Information) Chestertown 5.2/10 (175) "Rooms are clean, staf was helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daryl CA $87 CA $97 total includes taxes & fees Jan 30 - Jan 31, 2026 [](https://www.expedia.ca/Chestertown-Hotels-Driftwood-Inn.h4862316.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=2026-01-13&endDate=2026-01-14®ionId=7215&adults=2&travelerType=budget_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chestertown Hotel Reviews ![La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916020/f387b1aa_y.jpg) ### La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A 10/10 Excellent "Yes great time!!!" [](https://expedia.ca/Edgewood-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bel-AirI-95-Exit-77A.h1916020.Hotel-Information) ![Quality Inn & Suites Bel Air I-95 Exit 77A](https://images.trvl-media.com/lodging/5000000/4870000/4862300/4862298/95fafc76_y.jpg) ### Quality Inn & Suites Bel Air I-95 Exit 77A 10/10 Excellent "All-round amazing" [](https://expedia.ca/Edgewood-Hotels-Quality-Inn-Suites-Bel-Air-I-95-Exit-77A.h4862298.Hotel-Information) ![Americas Best Value Inn Edgewood](https://images.trvl-media.com/lodging/1000000/30000/20100/20063/b1bb9d9d_y.jpg) ### Americas Best Value Inn Edgewood 10/10 Excellent "Quiet and clean " [](https://expedia.ca/Edgewood-Hotels-Hilltop-Motel.h20063.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 "Best place to stay is the main building" [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh](https://images.trvl-media.com/lodging/1000000/10000/3900/3897/8051c714_y.jpg) ### La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh 10/10 Excellent "Muy buenos " [](https://expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-N-White-Marsh.h3897.Hotel-Information) ![Comfort Inn & Suites Chestertown](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46_y.jpg) ### Comfort Inn & Suites Chestertown 10/10 Excellent "Very nice" [](https://expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![Best Western Plus Hotel & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/314defe9_y.jpg) ### Best Western Plus Hotel & Conference Center 10/10 Excellent "Always a pleasure dealing with Best Western!!" [](https://expedia.ca/Baltimore-Hotels-Best-Western-Plus-Hotel-Conference-Center.h10260.Hotel-Information) ## Frequently asked questions ### Which are the best hotels to stay in Chestertown as a budget traveller? > The Comfort Inn & Suites Chestertown, with its 8.6 rating, offers exceptional value with complimentary full breakfast and free WiFi, ensuring a comfortable and convenient start to your day. Guests frequently highlight the comfortable and clean rooms, as well as the friendly and helpful staff. Free self-parking is also a great bonus. > > > Another solid choice is the Red Roof Inn & Suites Chestertown, rated 7.2\. This hotel provides free WiFi and free self-parking, including ample space for RVs, buses, and trucks. Reviewers often mention the comfortable and clean rooms, along with the nice and lovely staff who are happy to assist. > > > The Driftwood Inn offers free WiFi and free self-parking. ### How much does a budget hotel in Chestertown cost? ### What are the top-rated cheap hotels for families in Chestertown? > The Comfort Inn & Suites Chestertown boasts an impressive 8.6 rating and offers a range of valuable amenities superb for families. Guests consistently praise the comfortable and clean rooms and beds, as well as the friendly and helpful staff. A key highlight is the complimentary full breakfast, ensuring a great start to the day without extra cost. Free WiFi and free self-parking also add to the convenience and value. > > > The [Red Roof Inn & Suites Chestertown](https://www.expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information), with a 7.2 rating, also provides good value for families. It offers free WiFi, free self-parking, and complimentary toiletries. Reviewers often mention the comfortable and clean rooms, nice staff, and easy parking. Cribs are also available free of charge, which is a great benefit for families with young children. ### What cheap hotels in Chestertown offer complimentary breakfast? > The 3-star Comfort Inn & Suites Chestertown, with an 8.6 rating, provides a free full breakfast, which is a great saving for any traveller. Guests frequently praise the comfortable and clean rooms and beds, as well as the friendly and helpful staff. ### When is the most affordable time to visit Chestertown? > For solo travellers, visiting in these quieter months means you can often find reduced rates on guesthouses and smaller inns, which are plentiful in Chestertown. You'll also encounter fewer crowds, allowing for a more relaxed exploration of the historic downtown, browsing independent shops, and enjoying the scenic waterfront along the Chester River. Many local eateries might offer specials during the week to attract customers, providing opportunities for budget-friendly dining. > > > While some seasonal events might not be running, the town's charm, historical sites like the Custom House, and natural beauty remain constant and are mostly free to enjoy. ### What are the best cheap hotels in Chestertown with a pool? > The 3-star Comfort Inn & Suites Chestertown, with an 8.6 rating, offers a refreshing outdoor pool for guests to enjoy seasonally. This hotel provides excellent value with complimentary amenities such as free Wi-Fi, free self-parking, and a full breakfast, available free of charge every day. ### Which cheap hotels in Chestertown have good reviews for customer service? > The 3-star Comfort Inn & Suites Chestertown, rated 8.6, frequently receives compliments for its great service, with many guests highlighting the friendly and helpful front desk staff. Guests also benefit from complimentary WiFi, free parking, and a free full breakfast. > > > Red Roof Inn & Suites Chestertown, with a 7.2 rating, is known for its lovely and nice staff. This hotel also provides free WiFi, free self-parking, and complimentary toiletries, making for an economical and convenient stay. > > > Driftwood Inn is another option where guests have consistently commented on the friendly staff. ### Are there any cheap hotels in Chestertown that allow for late check-out or early check-in? > The Comfort Inn & Suites Chestertown has an 8.6 rating from our customers and is known for its accommodating policies. Reviewers often highlight the friendly and helpful front desk staff, who are typically happy to assist with early check-ins or late check-outs when possible. Guests also appreciate the comfortable and clean rooms and beds, and a complimentary breakfast is included, offering excellent value. ### How can I save on a budget hotel in Chestertown with Expedia? ### What free activities should we do in Chestertown? > For couples, a romantic stroll along the Chester River waterfront is a must. You can enjoy the scenic views, watch the boats, and explore the historic district's beautiful architecture. The town boasts numerous historic buildings, many with informative plaques, making a self-guided walking tour an engaging way to spend an afternoon. The Chestertown Farmers Market, held on Saturdays, is also free to browse and soak in the local atmosphere, even if you're not planning on buying anything. > > > Families will find plenty to keep them entertained. A visit to Wilmer Park provides open green space for children to play, and you can enjoy a picnic by the river. The Garfield Centre for the Arts often hosts free community events, from art exhibitions to live music performances, so it's worth checking their schedule during your visit. Additionally, the local library frequently offers free children's programmes and story times, which can be a lovely, quiet activity for younger travellers. > > > Solo travellers can find solace and inspiration in exploring the town's art galleries, many of which offer free admission. The area around Washington College also provides pleasant grounds for a leisurely walk, and you might even catch a free lecture or student performance. ### Is it cheaper to book flights and a hotel in Chestertown as a package? ### Can I cancel my budget hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [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) - [Cheap Hotels in Belcamp ](https://www.expedia.ca/Belcamp-Hotels-Cheap-Hotels.0-0-d602125-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Belcamp ](https://www.expedia.ca/Belcamp-Hotels-Family-Hotel.0-0-d602125-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Apartments in Betterton ](https://www.expedia.ca/Betterton-Apartments.d3000440429-aaApartments.Travel-Guide-Accommodation) - [Hotels near Betterton Beach ](https://www.expedia.ca/Betterton-Beach-Hotels.0-l553248635983992889-0.Travel-Guide-Filter-Hotels) - [Cottages in Betterton ](https://www.expedia.ca/Betterton-Cottages.d3000440429-aaCottages.Travel-Guide-Accommodation) - [Betterton Hotels ](https://www.expedia.ca/Betterton-Hotels.d3000440429.Travel-Guide-Hotels) - [Resorts in Betterton ](https://www.expedia.ca/Betterton-Resort-Hotels.d3000440429-aaResortHotels.Travel-Guide-Accommodation) - [Boutique Hotels in Bowleys Quarters ](https://www.expedia.ca/Bowleys-Quarters-Middle-River-Hotels-Boutique-Hotel.0-n553248635975874512-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Farmstay in Centreville ](https://www.expedia.ca/Centreville-Agritourism.d88125-aaAgritourism.Travel-Guide-Accommodation) - [Chalets in Centreville ](https://www.expedia.ca/Centreville-Chalets.d88125-aaChalets.Travel-Guide-Accommodation) - [Boutique Hotels in Centreville ](https://www.expedia.ca/Centreville-Hotels-Boutique-Hotel.0-0-d88125-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Centreville Hotels ](https://www.expedia.ca/Centreville-Hotels.d88125.Travel-Guide-Hotels) - [Inns in Centreville ](https://www.expedia.ca/Centreville-Inns.d88125-aaInns.Travel-Guide-Accommodation) - [Cheap Hotels in Church Hill ](https://www.expedia.ca/Church-Hill-Hotels-Cheap-Hotels.0-0-d6359186-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Church Hill ](https://www.expedia.ca/Church-Hill-Hotels-Hotels-With-Hot-Tubs.0-0-d6359186-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Church Hill Hotels ](https://www.expedia.ca/Church-Hill-Hotels.d6359186.Travel-Guide-Hotels) - [Inns in Church Hill ](https://www.expedia.ca/Church-Hill-Inns.d6359186-aaInns.Travel-Guide-Accommodation) - [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) - [Earleville Hotels ](https://www.expedia.ca/Earleville-Hotels.d6359189.Travel-Guide-Hotels) - [Hotels near Eastern Neck National Wildlife Refuge ](https://www.expedia.ca/Eastern-Neck-National-Wildlife-Refuge-Hotels.0-l553248635974660968-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Edgewood ](https://www.expedia.ca/Edgewood-Hotels-Cheap-Hotels.0-0-d10362-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Edgewood ](https://www.expedia.ca/Edgewood-Hotels-Family-Hotel.0-0-d10362-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Edgewood ](https://www.expedia.ca/Edgewood-Hotels-Hotels-With-Free-Breakfast.0-0-d10362-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Edgewood ](https://www.expedia.ca/Edgewood-Hotels-Luxury-Hotel.0-0-d10362-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Edgewood ](https://www.expedia.ca/Edgewood-Hotels-Romantic-Hotel.0-0-d10362-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Edgewood ](https://www.expedia.ca/Edgewood-Hotels-Winery-Hotel.0-0-d10362-tWineryHotel.Travel-Guide-Filter-Hotels) - [B&B in Galena ](https://www.expedia.ca/Galena-Bed-And-Breakfast.d106992-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with Hot Tubs in Galena ](https://www.expedia.ca/Galena-Hotels-Hotels-With-Hot-Tubs.0-0-d106992-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Galena ](https://www.expedia.ca/Galena-Hotels-Romantic-Hotel.0-0-d106992-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Galena Hotels ](https://www.expedia.ca/Galena-Hotels.d106992.Travel-Guide-Hotels) - [Lodges in Galena ](https://www.expedia.ca/Galena-Lodges.d106992-aaLodges.Travel-Guide-Accommodation) - [Motels in Galena ](https://www.expedia.ca/Galena-Motels.d106992-aaMotels.Travel-Guide-Accommodation) - [Resorts in Galena ](https://www.expedia.ca/Galena-Resort-Hotels.d106992-aaResortHotels.Travel-Guide-Accommodation) - [Independent Hotels in Georgetown ](https://www.expedia.ca/Georgetown-Hotels-Independent.0-0-d553248635975874069--bIndependent.Travel-Guide-Filter-Hotels) - [Rv Parks in Georgetown ](https://www.expedia.ca/Georgetown-RV-Parks.d553248635975874069-aaRVParks.Travel-Guide-Accommodation) - [Villas in Georgetown ](https://www.expedia.ca/Georgetown-Villas.d553248635975874069-aaVillas.Travel-Guide-Accommodation) - [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) - [Guest Houses in Great Oak Landing ](https://www.expedia.ca/Great-Oak-Landing-Guest-Houses.d3000045661-aaGuestHouses.Travel-Guide-Accommodation) - [Great Oak Landing Hotels ](https://www.expedia.ca/Great-Oak-Landing-Hotels.d3000045661.Travel-Guide-Hotels) - [Rv Parks in Great Oak Landing ](https://www.expedia.ca/Great-Oak-Landing-RV-Parks.d3000045661-aaRVParks.Travel-Guide-Accommodation) - [Lodges in Kennedyville ](https://www.expedia.ca/Kennedyville-Lodges.d3000440679-aaLodges.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) - [B&B in Massey ](https://www.expedia.ca/Massey-Bed-And-Breakfast.d3000440702-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Massey Hotels ](https://www.expedia.ca/Massey-Hotels.d3000440702.Travel-Guide-Hotels) - [Lodges in Massey ](https://www.expedia.ca/Massey-Lodges.d3000440702-aaLodges.Travel-Guide-Accommodation) - [Motels in Massey ](https://www.expedia.ca/Massey-Motels.d3000440702-aaMotels.Travel-Guide-Accommodation) - [Millington Hotels ](https://www.expedia.ca/Millington-Hotels.d3000440734.Travel-Guide-Hotels) - [Luxury Hotels in Perryman ](https://www.expedia.ca/Perryman-Hotels-Luxury-Hotel.0-0-d3000347960-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pomona Hotels ](https://www.expedia.ca/Pomona-Hotels.d553248635976007038.Travel-Guide-Hotels) - [Vacation Homes in Pomona ](https://www.expedia.ca/Pomona-Private-Vacation-Homes.d553248635976007038-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Queen Anne's County ](https://www.expedia.ca/Queen-Annes-County-Apartments.d553248635976431659-aaApartments.Travel-Guide-Accommodation) - [B&B in Queen Anne's County ](https://www.expedia.ca/Queen-Annes-County-Bed-And-Breakfast.d553248635976431659-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Boutique Hotels in Queenstown ](https://www.expedia.ca/Queenstown-Hotels-Boutique-Hotel.0-0-d56094-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Queenstown ](https://www.expedia.ca/Queenstown-Hotels-Hotel-With-Pool.0-0-d56094-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Queenstown ](https://www.expedia.ca/Queenstown-Hotels-Luxury-Hotel.0-0-d56094-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Queenstown ](https://www.expedia.ca/Queenstown-Hotels-Spa-Hotel.0-0-d56094-tSpaHotel.Travel-Guide-Filter-Hotels) - [B&B in Rock Hall ](https://www.expedia.ca/Rock-Hall-Bed-And-Breakfast.d177447-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Rock Hall Harbor ](https://www.expedia.ca/Rock-Hall-Harbor-Hotels.0-l553248621561173703-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Rock Hall ](https://www.expedia.ca/Rock-Hall-Hotels-Beach-Hotel.0-0-d177447-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Rock Hall ](https://www.expedia.ca/Rock-Hall-Hotels-Cheap-Hotels.0-0-d177447-tCheapHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Rock Hall ](https://www.expedia.ca/Rock-Hall-Hotels-Oceanfront-Hotels.0-0-d177447-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Rock Hall Hotels ](https://www.expedia.ca/Rock-Hall-Hotels.d177447.Travel-Guide-Hotels) - [Motels in Rock Hall ](https://www.expedia.ca/Rock-Hall-Motels.d177447-aaMotels.Travel-Guide-Accommodation) - [Still Pond Hotels ](https://www.expedia.ca/Still-Pond-Hotels.d3000347996.Travel-Guide-Hotels) - [Lodges in Still Pond ](https://www.expedia.ca/Still-Pond-Lodges.d3000347996-aaLodges.Travel-Guide-Accommodation) - [Villas in Still Pond ](https://www.expedia.ca/Still-Pond-Villas.d3000347996-aaVillas.Travel-Guide-Accommodation) - [Farmstay in Tolchester Beach ](https://www.expedia.ca/Tolchester-Beach-Agritourism.d553248635975848245-aaAgritourism.Travel-Guide-Accommodation) - [Hotels near Washington College ](https://www.expedia.ca/Washington-College-Hotels.0-l553248621561000403-0.Travel-Guide-Filter-Hotels) - [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) - [Worton Hotels ](https://www.expedia.ca/Worton-Hotels.d3000440948.Travel-Guide-Hotels) - [Luxury Hotels in Wye Mills ](https://www.expedia.ca/Wye-Mills-Hotels-Luxury-Hotel.0-0-d6359185-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Flights from Kennedyville ](https://www.expedia.ca/lp/flights/3000440679/flights-from-kennedyville) - [Flights from Massey ](https://www.expedia.ca/lp/flights/3000440702/flights-from-massey) - [Flights from Barclay ](https://www.expedia.ca/lp/flights/553248634998993874/flights-from-barclay) - [Flights from Centreville ](https://www.expedia.ca/lp/flights/88125/flights-from-centreville) - [Historical Society of Kent County Maryland ](https://www.expedia.ca/Historical-Society-Of-Kent-County-Maryland-Chestertown.d553248621561000400.Vacation-Attraction) - [Mount Harmon Plantation ](https://www.expedia.ca/Mount-Harmon-Plantation-Earleville.d553248621561879694.Vacation-Attraction) - [Wilmer Park ](https://www.expedia.ca/Wilmer-Park-Chestertown.d553248621561000402.Vacation-Attraction) - [Car rental Centreville ](https://www.expedia.ca/Car-Rentals-In-Centreville.d88125.Car-Rental-Guide) - [Centreville Vacation Rentals ](https://www.expedia.ca/Centreville-Vacation-Rentals.d88125.Travel-Guide-VacationRentals) - [Book Cheap Hotels in Chestertown on Expedia.com ](https://www.expedia.com/Chestertown-Hotels-Cheap-Hotels.0-0-d7215-tCheapHotels.Travel-Guide-Filter-Hotels)