Title: Visit Fairlee: 2026 Travel Guide for Fairlee, Chestertown | Expedia.com [Hotels in Fairlee](https://expedia.com/Fairlee-Hotels.d553248635976006792.Travel-Guide-Hotels)[Vacation Rentals in Fairlee](https://expedia.com/Fairlee-Vacation-Rentals.d553248635976006792.Travel-Guide-VacationRentals)[Car Rentals in Fairlee](https://expedia.com/Car-Rentals-In-Fairlee.d553248635976006792.Car-Rental-Guide)[Fairlee Vacation Packages](https://expedia.com/Fairlee.d553248635976006792.Destination-Travel-Guides) # Fairlee, MD ## Travel Guide ## Visit Fairlee Things to do ![](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.com/deals?rfrr=DX_SPRING_PROMO_553248635976006792) - Fairlee Hotel Deals - Vacation Rentals in Fairlee ![Hilton Garden Inn Baltimore/White Marsh](https://images.trvl-media.com/lodging/1000000/440000/433700/433663/6e9faa08_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Baltimore/White Marsh 5015 Campbell Boulevard Baltimore MD $98 nightly $113 total Mar 12 - Mar 13 Total with taxes and fees Book a stay at this family-friendly hotel in Baltimore. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ... 7.8/10 Good! (1,002 reviews) Great experience. Reviewed on Feb 18, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=433663&PinnedHotelID=433663&HadPinnedHotel=true®ionId=553248635976006792) ![Hampton Inn & Suites Edgewood/Aberdeen-South](https://images.trvl-media.com/lodging/5000000/4620000/4617900/4617887/38012dd1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Edgewood/Aberdeen-South 2110 Emmorton Park Rd Edgewood MD $81 nightly $91 total Mar 12 - Mar 13 Total with taxes and fees Book a stay at this business-friendly hotel in Edgewood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ... 9.2/10 Wonderful! (1,002 reviews) Friendly staff...nice room Reviewed on Mar 5, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=4617887&PinnedHotelID=4617887&HadPinnedHotel=true®ionId=553248635976006792) ![Fairfield Inn & Suites by Marriott White Marsh](https://images.trvl-media.com/lodging/2000000/1890000/1888500/1888500/5d79a398_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairfield Inn & Suites by Marriott White Marsh 8477 Cordon Way Baltimore MD $101 nightly $117 total Mar 15 - Mar 16 Total with taxes and fees Book a stay at this business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ... 8.6/10 Excellent! (1,006 reviews) Clean room and helpful staff Reviewed on Mar 6, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=1888500&PinnedHotelID=1888500&HadPinnedHotel=true®ionId=553248635976006792) [See all 346 properties in Fairlee](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=3%2F8%2F2026&endDate=3%2F9%2F2026®ionId=553248635976006792) 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. ![240' Private Beachfront @Kent Island Love Point - Great for Families](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/41b751bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 240' Private Beachfront @Kent Island Love Point - Great for Families stevensville MD Book a stay at this beach vacation home in Stevensville. Enjoy free WiFi, a beach locale, and private hot tubs. Our guests praise the helpful staff in our reviews. ... 10/10 Exceptional! (198 reviews) My friends and I absolutely loved our stay here. Hal was very responsive and made the check in and out as smooth as possible. He was available for any questions we had and made sure we had the best trip possible. 15 of us and 1 dog stayed here very comfortably, we would definitely return :) Reviewed on Jan 5, 2026 [](https://expedia.com/Stevensville-Hotels-240-Private-Beachfront-Kent-Island-Love-Point-Great-For-Families.h33508826.Hotel-Information) ![Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably](https://images.trvl-media.com/lodging/104000000/103320000/103319200/103319197/67e81490_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably Annapolis MD Stay at this vacation home in Annapolis. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Sandy Point State Park and Bay Hills Golf ... [](https://expedia.com/Annapolis-Hotels-Turning-Point-On-The-Little-Magothy-Large-Private-Estate.h103319197.Hotel-Information) ![Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach](https://images.trvl-media.com/lodging/117000000/116900000/116895200/116895114/0b172c69_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach White Marsh MD Stay at this villa in White Marsh. Enjoy free WiFi, private pools, and a garden. Popular attractions White Marsh Mall and Miami Beach are located nearby. 10/10 Exceptional! (17 reviews) Incredibly communicative host! Loved the special touches especially for staying over thanksgiving l. Reviewed on Nov 29, 2025 [](https://expedia.com/Baltimore-Hotels-Secluded-Waterfront-Retreat-2-Bed-1-12-Bath-Private-Guest-House-W-Pool-Beach.h116895114.Hotel-Information) [See all properties in Fairlee](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248635976006792&sort=VACATION_RENTAL) 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. ## Check Fairlee hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976006792&startDate=2026-03-07&endDate=2026-03-08)[Mar 7 - Mar 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976006792&startDate=2026-03-07&endDate=2026-03-08) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976006792&startDate=2026-03-08&endDate=2026-03-09)[Mar 8 - Mar 9](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976006792&startDate=2026-03-08&endDate=2026-03-09) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976006792&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026)[Mar 13 - Mar 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635976006792&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026) ### Popular places to visit ![Eastern Shore Maryland, USA is between the Chesapeake bay and Delaware Bay. There are so many farms and fresh produce in this area just 20 minutes from the surrounding water ways. There are also small venues to eat and all have great crabs and crab bisque.](https://images.trvl-media.com/place/7215/6507b0e9-7981-44e0-9a0d-e95b6eb38908.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Washington College Take a campus tour or just explore the area of Washington College, during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals. [](https://expedia.com/Washington-College-Chestertown.d553248621561000403.Vacation-Attraction) #### Wilmer Park Wilmer Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's riverfront or experience its festivals. [](https://expedia.com/Wilmer-Park-Chestertown.d553248621561000402.Vacation-Attraction) #### Historical Society of Kent County Maryland You can spend an afternoon exploring the galleries in Historical Society of Kent County Maryland during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals. [](https://expedia.com/Historical-Society-Of-Kent-County-Maryland-Chestertown.d553248621561000400.Vacation-Attraction) #### River Arts Chestertown Explore the campus of River Arts Chestertown, during your travels in Chestertown. Take in the festivals in this family-friendly area. [](https://expedia.com/River-Arts-Chestertown-Chestertown.d553248621532662298.Vacation-Attraction) #### Rolphs Wharf Marina Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area. [](https://expedia.com/Rolphs-Wharf-Marina-Chestertown.d553248621561879605.Vacation-Attraction) #### Chestertown Historic District Find out about the history of Chestertown with a stop at Chestertown Historic District. Experience the area's festivals and art scene. [](https://expedia.com/Chestertown-Historic-District-Chestertown.d950929327394992128.Vacation-Attraction) ## Cities near Fairlee ![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=512&h=288&q=medium) ### Chestertown - Cities near Fairlee - Places of interest [Chestertown](https://expedia.com/Chestertown.dx7215) - [Chesapeake Bay ](https://expedia.com/Chesapeake-Bay-United-States-of-America.d6056980.Vacation-Attraction) - [Sandy Point State Park ](https://expedia.com/Sandy-Point-State-Park-Annapolis.d6163398.Vacation-Attraction) - [White Marsh Mall ](https://expedia.com/White-Marsh-Mall-Nottingham.d6129454.Vacation-Attraction) - [CopperPlex ](https://expedia.com/CopperPlex-Edgewood.d902672624294133760.Vacation-Attraction) - [Washington College ](https://expedia.com/Washington-College-Chestertown.d553248621561000403.Vacation-Attraction) - [Queenstown Harbor Golf Club ](https://expedia.com/Queenstown-Harbor-Golf-Club-Queenstown.d6091731.Vacation-Attraction) - [Queenstown Premium Outlets ](https://expedia.com/Queenstown-Premium-Outlets-Queenstown.d553248621532662352.Vacation-Attraction) - [Rock Hall Harbor ](https://expedia.com/Rock-Hall-Harbor-Rock-Hall.d553248621561173703.Vacation-Attraction) - [Betterton Beach ](https://expedia.com/Betterton-Beach-Maryland.d553248635983992889.Vacation-Attraction) - [Northern Chesapeake Bay ](https://expedia.com/Northern-Chesapeake-Bay-Maryland.d6051456.Vacation-Attraction) - [Gunpowder Falls State Park ](https://expedia.com/Gunpowder-Falls-State-Park-Maryland.d637200161204166656.Vacation-Attraction) - [Elk Neck State Park ](https://expedia.com/Elk-Neck-State-Park-North-East.d553248621532662916.Vacation-Attraction) - [Chesapeake Bay Environmental Center ](https://expedia.com/Chesapeake-Bay-Environmental-Center-Grasonville.d553248621561196328.Vacation-Attraction) - [Eastern Neck National Wildlife Refuge ](https://expedia.com/Eastern-Neck-National-Wildlife-Refuge-Rock-Hall.d553248635974660968.Vacation-Attraction) - [Compass Pointe Golf Courses ](https://expedia.com/Compass-Pointe-Golf-Courses-Pasadena.d553248621532662359.Vacation-Attraction) - [Chesapeake Exploration Center ](https://expedia.com/Chesapeake-Exploration-Center-Chester.d553248621561879491.Vacation-Attraction) - [Essex Marina ](https://expedia.com/Essex-Marina-Essex.d553248621558038944.Vacation-Attraction) - [Wilmer Park ](https://expedia.com/Wilmer-Park-Chestertown.d553248621561000402.Vacation-Attraction) - [Queenstown Harbor Golf Links ](https://expedia.com/Queenstown-Harbor-Golf-Links-Queenstown.d553248621532662350.Vacation-Attraction) - [Fort Smallwood Park ](https://expedia.com/Fort-Smallwood-Park-Pasadena.d553248621532662358.Vacation-Attraction) - [Historical Society of Kent County Maryland ](https://expedia.com/Historical-Society-Of-Kent-County-Maryland-Chestertown.d553248621561000400.Vacation-Attraction) - [Mount Harmon Plantation ](https://expedia.com/Mount-Harmon-Plantation-Earleville.d553248621561879694.Vacation-Attraction) - [Ferry Park ](https://expedia.com/Ferry-Park-Rock-Hall.d553248621561234961.Vacation-Attraction)