Title: Northern Chesapeake Bay in Maryland - Tours and Activities | Expedia.ca [Northern Chesapeake Bay Hotels](https://expedia.ca/Northern-Chesapeake-Bay-Hotels.0-l6051456-0.Travel-Guide-Filter-Hotels)[Flights to Maryland](https://expedia.ca/Destinations-In-Maryland.d222.Flight-Destinations)[Things to do in Maryland](https://expedia.ca/Things-To-Do-In-Maryland.d222.Travel-Guide-Activities)[Northern Chesapeake Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Northern-Chesapeake-Bay.d6051456.Car-Rental-Guide)[Maryland Vacations](https://expedia.ca/Maryland.d222.Destination-Travel-Guides) # Northern Chesapeake Bay Tours and Activities ![Bay Bridge, MD](https://images.trvl-media.com/place/6077400/be0b065d-e988-42a1-8528-466202693cb7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![#bridgetothesun #sunrise](https://images.trvl-media.com/place/6077400/07b4cbcf-d876-4877-9754-c53a3a9c1086.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![We came up to this clearing in the forest, where these huge boulders stretched over the mountainside. When we got to the top we saw this amazing view of the valley of California.](https://images.trvl-media.com/place/222/fe1b42e5-bee9-4e95-875b-5e11a17a6eb8.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Cruising in the Bay Bridge ](https://images.trvl-media.com/place/6077400/d39f53b9-81bc-442d-be4e-4b2555331709.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Fishing time](https://images.trvl-media.com/place/162393/2b5f0554-0430-4df8-82d6-63f1fe9cecd7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Northern Chesapeake Bay Activities --- --- ## Plan a trip to see Northern Chesapeake Bay Price found within the past 48 hours. Click for updated prices. ![Arlo Washington DC](https://images.trvl-media.com/lodging/107000000/106090000/106087200/106087178/8cf67881_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arlo Washington DC Northwest CA $731 per person Jun 12 - Jun 15 found 4 hours ago Roundtrip non-stop flight included Toronto (YTO) to Washington (DCA) 9.4/10 Exceptional! (1,340 reviews) Would gladly come back. Not as many vegetarian food options at the restaurants/bar but that is ok. Reviewed on Mar 24, 2026 ![Eurostars Saint Gregory Dupont Circle Georgetown](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/9d56ef4f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Saint Gregory Dupont Circle Georgetown Downtown Washington D.C. CA $761 per person Jun 12 - Jun 15 found 3 hours ago Roundtrip non-stop flight included Toronto (YTO) to Washington (DCA) 8.6/10 Excellent! (1,008 reviews) Cleaning staff amazing Reviewed on Mar 20, 2026 ![InterContinental Washington D.C. - The Wharf by IHG](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/ca057dc0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InterContinental Washington D.C. - The Wharf by IHG Southwest CA $949 per person Jun 12 - Jun 15 found 3 hours ago Roundtrip non-stop flight included Toronto (YTO) to Washington (DCA) 9.4/10 Exceptional! (1,065 reviews) This is where you stay when you want a piece of mind! Specialized professionals dedicated towards the customer's experience! Reviewed on Mar 22, 2026 ### Tours & day trips [See all 22 activities](https://expedia.ca/things-to-do/search?&rid=6051456&location=Northern+Chesapeake+Bay&filter.categories=ToursDayTrips) ![City centre Baltimore Helicopter Tour](https://mediaim.expedia.com/localexpert/50124917/36cf3a07-33df-4676-9164-0ae557a2bf9d.jpg?impolicy=resizecrop&rw=500&rh=280) ### City centre Baltimore Helicopter Tour 10m 10/10 1 verified review Free cancellation available CA $172 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/city-centre-baltimore-helicopter-tour.a50124917.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/48353835/06253e20-de63-4a0a-949a-e97cb077912b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl 2h 8/10 3 GetYourGuide reviews Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/annapolis-crabtown-boos-and-booze-haunted-pub-crawl.a48353835.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Chesapeake Beach: Sunset Sailing Cruise with Snacks](https://mediaim.expedia.com/localexpert/48368072/f3f6244d-b0d9-4f9c-92c5-b811f0b800ee.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Sunset Sailing Cruise with Snacks 2h 30m Free cancellation available CA $156 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chesapeake-beach-sunset-sailing-cruise-with-snacks.a48368072.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Annapolis: Annapolis Harbour and US Naval Academy Cruise](https://mediaim.expedia.com/localexpert/51848159/e6721e97-e24d-4cd6-baf3-ad2119785201.jpg?impolicy=resizecrop&rw=500&rh=280) ### Annapolis: Annapolis Harbour and US Naval Academy Cruise 40m Free cancellation available CA $47 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/annapolis-annapolis-harbour-and-us-naval-academy-cruise.a51848159.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Colonial Annapolis and Naval Academy Half Day Private Bus Tour](https://mediaim.expedia.com/localexpert/46101479/bad109d5-fc56-431d-82c3-6a8641ef7840.jpg?impolicy=resizecrop&rw=500&rh=280) ### Colonial Annapolis and Naval Academy Half Day Private Bus Tour 5h Free cancellation available CA $2,373 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/half-day-private-tour-of-annapolis-up-to-12-people.a46101479.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Baltimore's Private Cultural Tour](https://mediaim.expedia.com/localexpert/45391497/bc2d71a0-5c8f-496e-a3c8-e01db2064d45.jpg?impolicy=resizecrop&rw=500&rh=280) ### Baltimore's Private Cultural Tour 2h 10/10 1 Viator review Free cancellation available CA $302 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/baltimores-private-cultural-tour.a45391497.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Ashes and Apparitions of Annapolis Ghost Tour](https://mediaim.expedia.com/localexpert/44904461/8f8fc7ed-806b-48a3-b59a-973b562911cf.jpg?impolicy=resizecrop&rw=500&rh=280) ### Ashes and Apparitions of Annapolis Ghost Tour 1h 8.4/10 28 Viator reviews Free cancellation available CA $44 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/crabtown-ghosts-dark-history-haunted-tour-of-annapolis.a44904461.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Tipsy History: The Happy Hour Historical Pub Crawl of Annapolis](https://mediaim.expedia.com/localexpert/50953463/8c4f0d07-3944-42bb-90a6-7b91ac48c2f3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tipsy History: The Happy Hour Historical Pub Crawl of Annapolis 2h Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tipsy-history-the-happy-hour-historical-pub-crawl-of-annapolis.a50953463.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Historic Annapolis Food Tour](https://mediaim.expedia.com/localexpert/46405193/a95ba50e-7ba4-4054-bcbc-b797bb1a5cb7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Historic Annapolis Food Tour 3h 30m 9.4/10 20 Viator reviews Free cancellation available CA $110 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/historic-annapolis-food-tour.a46405193.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/48514281/954659e9-a6ef-4986-b771-6c8306f8a9ea.jpg?impolicy=resizecrop&rw=500&rh=280) ### Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl 2h 8/10 2 Viator reviews Free cancellation available CA $49 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/ghosts-of-annapolis-boos-booze-haunted-pub-crawl.a48514281.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ### Cruises & boat tours [See all 3 activities](https://expedia.ca/things-to-do/search?&rid=6051456&location=Northern+Chesapeake+Bay&filter.categories=CruisesBoatTours) ![Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/48353835/06253e20-de63-4a0a-949a-e97cb077912b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl 2h 8/10 3 GetYourGuide reviews Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/annapolis-crabtown-boos-and-booze-haunted-pub-crawl.a48353835.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Chesapeake Beach: Sunset Sailing Cruise with Snacks](https://mediaim.expedia.com/localexpert/48368072/f3f6244d-b0d9-4f9c-92c5-b811f0b800ee.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Sunset Sailing Cruise with Snacks 2h 30m Free cancellation available CA $156 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chesapeake-beach-sunset-sailing-cruise-with-snacks.a48368072.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Ashes and Apparitions of Annapolis Ghost Tour](https://mediaim.expedia.com/localexpert/48147047/b658aab1-5401-4077-b0e2-d9d0c46cf592.jpg?impolicy=resizecrop&rw=500&rh=280) ### Ashes and Apparitions of Annapolis Ghost Tour 1h 10/10 1 GetYourGuide review Free cancellation available CA $49 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/phantoms-of-annapolis-ghost-walking-tour.a48147047.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ### Wildlife & nature [See all 3 activities](https://expedia.ca/things-to-do/search?&rid=6051456&location=Northern+Chesapeake+Bay&filter.categories=WildlifeNature) ![Chesapeake Beach: Sunset Sailing Cruise with Snacks](https://mediaim.expedia.com/localexpert/48368072/f3f6244d-b0d9-4f9c-92c5-b811f0b800ee.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Sunset Sailing Cruise with Snacks 2h 30m Free cancellation available CA $156 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chesapeake-beach-sunset-sailing-cruise-with-snacks.a48368072.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Chesapeake Beach: Guided Walking Tour to The Cliffs](https://mediaim.expedia.com/localexpert/52175856/4db55a80-abf6-48ec-b390-f9fb106f5b6f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Guided Walking Tour to The Cliffs 1h 30m Free cancellation available CA $65 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chesapeake-beach-guided-walking-tour-to-the-cliffs.a52175856.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ![Chesapeake Beach: Guided Walking Tour of the Railway Trail](https://mediaim.expedia.com/localexpert/48013459/406d8349-7e93-47a2-9787-80b406dcd722.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Guided Walking Tour of the Railway Trail 1h 30m Free cancellation available CA $65 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chesapeake-beach-guided-walking-tour-of-the-railway-trail.a48013459.activity-details?&rid=6051456&location=Northern+Chesapeake+Bay&swp=off) ### Popular places to visit ![Breezy Point New York Aerial View beach and houses](https://images.trvl-media.com/place/553248621532662089/1aa58d3a-cad7-442f-b649-e736c25368c5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Breezy Point Beach Why not spend a carefree afternoon at Breezy Point Beach during your travels in Chesapeake Beach? Visit the spas in this relaxing area, or simply enjoy its restaurants. [](https://expedia.ca/Breezy-Point-Beach-Chesapeake-Beach.d553248621532662089.Vacation-Attraction) ![Family fun at Chesapeake Beach Water Park in Calvert County, Maryland.](https://images.trvl-media.com/place/88967/393fab1d-097f-4432-b960-2f5fafb8c01d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chesapeake Beach Water Park 3.5/5(2 reviews) Enjoy the thrill rides with your kiddos at Chesapeake Beach Water Park during your trip to Chesapeake Beach. Visit the spas in this relaxing area, or simply enjoy its restaurants. [](https://expedia.ca/Chesapeake-Beach-Water-Park-Chesapeake-Beach.d553248621532662257.Vacation-Attraction) #### Bruce Gabrielson's Surf Art Gallery and Museum You can spend an afternoon studying the exhibits at Bruce Gabrielson's Surf Art Gallery and Museum during your trip to Chesapeake Beach. Stroll along this relaxing area's beaches, or simply enjoy its restaurants. [](https://expedia.ca/Bruce-Gabrielsons-Surf-Art-Gallery-And-Museum-Chesapeake-Beach.d553248621532662090.Vacation-Attraction) #### Ragged Island Commune with nature and explore the great outdoors at Ragged Island during your travels in Cambridge. While you're in the area, stroll along the riverfront. [](https://expedia.ca/Ragged-Island-Cambridge.d924439088174678016.Vacation-Attraction) #### Matoaka Beach Why not spend a lazy afternoon at Matoaka Beach during your trip to St. Leonard? Amble around the area's parks or visit its shops. [](https://expedia.ca/Matoaka-Beach-St-Leonard.d924439176754184192.Vacation-Attraction) #### Long Beach Why not spend a lazy afternoon at Long Beach during your trip to Calvert Beach-Long Beach? [](https://expedia.ca/Long-Beach-St-Leonard.d924439180220768256.Vacation-Attraction) --- ## Best Lodging Options Near Northern Chesapeake Bay ## Check availability on hotels close to Northern Chesapeake Bay [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6051456&startDate=2026-03-24&endDate=2026-03-25)[Mar 24 - Mar 25](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6051456&startDate=2026-03-24&endDate=2026-03-25) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6051456&startDate=2026-03-25&endDate=2026-03-26)[Mar 25 - Mar 26](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6051456&startDate=2026-03-25&endDate=2026-03-26) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6051456&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026)[Mar 27 - Mar 29](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6051456&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6051456&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[Apr 3 - Apr 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6051456&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) ![The Inn at Chesapeake Bay Beach Club](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Inn at Chesapeake Bay Beach Club 180 Pier One Road Stevensville MD [](https://expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) ![Kent Island Waterfront | New Construction | Pool | Hot Tub | Stunning View | Lux](https://images.trvl-media.com/lodging/103000000/102680000/102679100/102679057/a9f0195d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kent Island Waterfront | New Construction | Pool | Hot Tub | Stunning View | Lux Stevensville MD [](https://expedia.ca/Stevensville-Hotels-Namaste-On-The-Bay-An-ESVR-Property.h102679057.Hotel-Information) ![Circa 1700 Chesapeake Colonial home on the National Register.](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/c47dc30b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Circa 1700 Chesapeake Colonial home on the National Register. Stevensville MD [](https://expedia.ca/Stevensville-Hotels-Circa-1700-Chesapeake-Colonial-Home-On-The-National-Register.h65393442.Hotel-Information) ![Charming Coastal/Country Home w/3 Acres & Sauna!](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/a71c8e39_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Charming Coastal/Country Home w/3 Acres & Sauna! Stevensville MD [](https://expedia.ca/Stevensville-Hotels-Charming-CoastalCountry-Home-W3-Acres-Sauna.h84063895.Hotel-Information) ![Kent Island Resort](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/f2cc9e28_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kent Island Resort 500 Kent Manor Dr Stevensville MD [](https://expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information) ![Island Life! Kent Island Waterfront with Pool-Bring your boat!](https://images.trvl-media.com/lodging/40000000/39370000/39367300/39367256/f58a069b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Island Life! Kent Island Waterfront with Pool-Bring your boat! Stevensville MD [](https://expedia.ca/Stevensville-Hotels-Island-Life-Kent-Island-Waterfront-With-Pool-Bring-Your-Boat.h39367256.Hotel-Information) ![Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate ](https://images.trvl-media.com/lodging/108000000/107450000/107448800/107448747/a8d66ab3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate Stevensville MD [](https://expedia.ca/Stevensville-Hotels-Island-Life-2-2024-Remodeled-Home-On-Private-Waterfront-Kent-Island-Estate.h107448747.Hotel-Information) ![Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!](https://images.trvl-media.com/lodging/34000000/33560000/33554400/33554342/9a50943e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets! Chester MD [](https://expedia.ca/Chester-Hotels-Waterfront-Home-On-3-Acres-Fish.h33554342.Hotel-Information) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Graduate by Hilton Annapolis 126 West St Annapolis MD [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) [See all 2,727 properties in Northern Chesapeake Bay](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6051456) 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.