Title: Visit Tolchester Beach: 2026 Travel Guide for Tolchester Beach, Chestertown | Expedia.com [Hotels in Tolchester Beach](https://expedia.com/Tolchester-Beach-Hotels.d553248635975848245.Travel-Guide-Hotels)[Vacation Rentals in Tolchester Beach](https://expedia.com/Tolchester-Beach-Vacation-Rentals.d553248635975848245.Travel-Guide-VacationRentals)[Car Rentals in Tolchester Beach](https://expedia.com/Car-Rentals-In-Tolchester-Beach.d553248635975848245.Car-Rental-Guide)[Tolchester Beach Vacation Packages](https://expedia.com/Tolchester-Beach.d553248635975848245.Destination-Travel-Guides) # Tolchester Beach, MD ## Travel Guide ## Visit Tolchester Beach Things to do - Tolchester Beach Hotel Deals - Vacation Rentals in Tolchester Beach ![La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh](https://images.trvl-media.com/lodging/1000000/10000/3900/3897/8051c714_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh 4 Philadelphia Ct Rosedale MD $62 nightly $72 total Feb 17 - Feb 18 Total with taxes and fees Book a stay at this business-friendly hotel in Rosedale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ... 7/10 Good! (1,152 reviews) Clean room, easy check in Reviewed on Jan 24, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F17%2F2026&endDate=2%2F18%2F2026&selected=3897&PinnedHotelID=3897&HadPinnedHotel=true®ionId=553248635975848245) ![Best Western Plus Hotel & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/314defe9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Hotel & Conference Center 5625 O'Donnell Street Baltimore MD $102 nightly $120 total Feb 22 - Feb 23 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 ... 7.8/10 Good! (1,002 reviews) Amazing stay. 5 stars! Reviewed on Jan 27, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=10260&PinnedHotelID=10260&HadPinnedHotel=true®ionId=553248635975848245) ![Hilton Garden Inn Baltimore/White Marsh](https://images.trvl-media.com/lodging/1000000/440000/433700/433663/09307c3d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Baltimore/White Marsh 5015 Campbell Boulevard Baltimore MD $102 nightly $117 total Feb 15 - Feb 16 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) Staff were nice and hotel clean Reviewed on Jan 30, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&selected=433663&PinnedHotelID=433663&HadPinnedHotel=true®ionId=553248635975848245) [See all 504 properties in Tolchester Beach](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F8%2F2026&endDate=2%2F9%2F2026®ionId=553248635975848245) 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 Large Groups](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/dd69d3f4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 240' Private Beachfront @Kent Island Love Point - Great for Large Groups 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! (187 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/104000000/103320000/103319200/103319197/201547af_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 ... 10/10 Exceptional! (43 reviews) We appreciated the owners decorating their home for Christmas for our holiday stay! Our family traveled from Colorado, as well as from towns within 2 hours of this location for a Christmas celebration together. The home is beautiful, well equipped, and cozy! The kitchen was fabulous - filled the ... Reviewed on Dec 30, 2025 [](https://expedia.com/Annapolis-Hotels-Turning-Point-On-The-Little-Magothy-Large-Private-Estate.h103319197.Hotel-Information) ![Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna](https://images.trvl-media.com/lodging/72000000/71810000/71805600/71805540/w1171h1712x0y6-983b9ac4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna Rock Hall MD Book a stay at this family-friendly villa in Rock Hall. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Rock Hall Harbor and The Mainstay ... 9.8/10 Exceptional! (40 reviews) We had an absolutely amazing stay. It was the PERFECT back drop for our October wedding. The weather was perfect and the indoor outdoor feel was so luxurious. We could not be more grateful for the excellent bedrooms for our guests to stay in. The amenities were very much appreciated. Plenty of towels, ... Reviewed on Oct 19, 2025 [](https://expedia.com/Rock-Hall-Hotels-Stunning-9-Bedroom-Villa-On-The-Chesapeake-Bay-Pool.h71805540.Hotel-Information) [See all properties in Tolchester Beach](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248635975848245&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 Tolchester Beach hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975848245&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975848245&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975848245&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975848245&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975848245&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975848245&startDate=2%2F13%2F2026&endDate=2%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) #### 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) #### 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) #### 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) #### Garfield Center for the Arts at the Prince Theater You can get tickets for a performance at Garfield Center for the Arts at the Prince Theater on your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals. [](https://expedia.com/Garfield-Center-For-The-Arts-At-The-Prince-Theater-Chestertown.d553248621561000401.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 Tolchester Beach ![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 ![The scenic beauty of the Eastern Neck National Wildlife REfuge, during the autumn season, Kent County, Rock Hall, Maryland. ](https://images.trvl-media.com/place/177447/5761626b-dd0d-41b2-94dc-533fddc4a2da.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Rock Hall - Cities near Tolchester Beach - Places of interest [Chestertown](https://expedia.com/Chestertown.dx7215)[Rock Hall](https://expedia.com/Rock-Hall.dx177447)[Aberdeen Proving Ground](https://expedia.com/Aberdeen-Proving-Ground.dx553248634999428212) - [Chesapeake Bay ](https://expedia.com/Chesapeake-Bay-United-States-of-America.d6056980.Vacation-Attraction) - [Chesapeake Bay Bridge ](https://expedia.com/Chesapeake-Bay-Bridge-Annapolis.d6077400.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) - [Fort McHenry ](https://expedia.com/Fort-McHenry-Baltimore.d6077438.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) - [Patterson Park ](https://expedia.com/Patterson-Park-Baltimore.d6077454.Vacation-Attraction) - [Rock Hall Harbor ](https://expedia.com/Rock-Hall-Harbor-Rock-Hall.d553248621561173703.Vacation-Attraction) - [Gunpowder Falls State Park ](https://expedia.com/Gunpowder-Falls-State-Park-Maryland.d637200161204166656.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) - [Chesapeake Bay Environmental Center ](https://expedia.com/Chesapeake-Bay-Environmental-Center-Grasonville.d553248621561196328.Vacation-Attraction) - [Canton Waterfront Park ](https://expedia.com/Canton-Waterfront-Park-Canton.d6309267.Vacation-Attraction) - [Eastern Neck National Wildlife Refuge ](https://expedia.com/Eastern-Neck-National-Wildlife-Refuge-Rock-Hall.d553248635974660968.Vacation-Attraction) - [Fort Smallwood Park ](https://expedia.com/Fort-Smallwood-Park-Pasadena.d553248621532662358.Vacation-Attraction) - [Queenstown Harbor Golf Links ](https://expedia.com/Queenstown-Harbor-Golf-Links-Queenstown.d553248621532662350.Vacation-Attraction) - [Essex Marina ](https://expedia.com/Essex-Marina-Essex.d553248621558038944.Vacation-Attraction) - [Bay Hills Golf Club ](https://expedia.com/Bay-Hills-Golf-Club-Arnold.d553248621532662357.Vacation-Attraction) - [The Mainstay ](https://expedia.com/The-Mainstay-Rock-Hall.d553248621532662296.Vacation-Attraction) - [Compass Pointe Golf Courses ](https://expedia.com/Compass-Pointe-Golf-Courses-Pasadena.d553248621532662359.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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