Title: Visit Woolford: Best of Woolford Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Woolford](https://expedia.ca/Woolford-Hotels.d553248635975865928.Travel-Guide-Hotels)[Vacation Rentals in Woolford](https://expedia.ca/Woolford-Vacation-Rentals.d553248635975865928.Travel-Guide-VacationRentals)[Woolford Car Rentals](https://expedia.ca/Car-Rentals-In-Woolford.d553248635975865928.Car-Rental-Guide)[Woolford Vacation Packages](https://expedia.ca/Woolford.d553248635975865928.Destination-Travel-Guides) # Woolford ## Travel Guide ![Birds - Cattle Egret, Blackwater National Wildlife Refuge, Virginia](https://images.trvl-media.com/place/553248635975865928/dbd6d7b0-c9d1-4118-b96f-516a26296cfd.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Birds - Cattle Egret, Blackwater National Wildlife Refuge, Virginia](https://images.trvl-media.com/place/553248635975865928/dbd6d7b0-c9d1-4118-b96f-516a26296cfd.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Woolford 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.ca/deals?rfrr=DX_SPRING_PROMO_553248635975865928) - Woolford Hotel Deals - Vacation Rentals in Woolford ![ Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/w1624h1084x0y2-ec718b23_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock Woolford MD Book a stay at this beach vacation home in Woolford. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Ragged Island and Spocott Windmill ... 9.8/10 Exceptional! (75 reviews) The home is in a stunning location, and was perfect for our family gathering over the Thanksgiving holiday. Everything you need for a relaxing, enjoyable getaway is provided in this home, and we’d absolutely stay there again! Reviewed on Dec 1, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=33549150&PinnedHotelID=33549150&HadPinnedHotel=true®ionId=553248635975865928) [](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=33549150&PinnedHotelID=33549150&HadPinnedHotel=true®ionId=553248635975865928) ![The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/60be688f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks Woolford MD Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ... 9.4/10 Exceptional! (25 reviews) Pet dandruff was throughout the house, water smelled of rotten eggs and some red sticky substance was left on the garage floor. The carpet was stained and furniture was worned. The house is roomy and a very nice set-up for multiple families. If family members were not allergic to pet dandrull I would ... Reviewed on Dec 22, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=95854099&PinnedHotelID=95854099&HadPinnedHotel=true®ionId=553248635975865928) [](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=95854099&PinnedHotelID=95854099&HadPinnedHotel=true®ionId=553248635975865928) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Chesapeake Bay 100 Heron Blvd Cambridge MD CA $242 CA $314 total Feb 26 - Feb 27 includes taxes & fees Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ... 8.8/10 Excellent! (1,002 reviews) Just as one would expect with Hyatt hotel Great food, pool was really nice Reviewed on Feb 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F02%2F2026&endDate=27%2F02%2F2026&selected=890486&PinnedHotelID=890486&HadPinnedHotel=true®ionId=553248635975865928) [See all 521 properties in Woolford](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248635975865928) 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. ![The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/60be688f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks Woolford MD Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ... 9.4/10 Exceptional! (25 reviews) Pet dandruff was throughout the house, water smelled of rotten eggs and some red sticky substance was left on the garage floor. The carpet was stained and furniture was worned. The house is roomy and a very nice set-up for multiple families. If family members were not allergic to pet dandrull I would ... Reviewed on Dec 22, 2025 [](https://expedia.ca/Woolford-Hotels-The-Blue-Heron-Spacious-Waterfront-Eastern-Shore-Getaway-With-Kayaks.h95854099.Hotel-Information) ![ Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/w1624h1084x0y2-ec718b23_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock Woolford MD Book a stay at this beach vacation home in Woolford. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Ragged Island and Spocott Windmill ... 9.8/10 Exceptional! (75 reviews) The home is in a stunning location, and was perfect for our family gathering over the Thanksgiving holiday. Everything you need for a relaxing, enjoyable getaway is provided in this home, and we’d absolutely stay there again! Reviewed on Dec 1, 2025 [](https://expedia.ca/Woolford-Hotels-Newer-Luxury-Waterfront-Beach.h33549150.Hotel-Information) ![Relaxing Waterfront Cottage Near St Michaels, Maryland](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/c4596021_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relaxing Waterfront Cottage Near St Michaels, Maryland Wittman MD Stay at this cottage in Wittman. Enjoy free WiFi, private pools, and a garden. Our guests praise the property condition in our reviews. Popular attractions Wittman ... 9.8/10 Exceptional! (239 reviews) View Reviewed on Feb 16, 2026 [](https://expedia.ca/Wittman-Hotels-Relaxing-Waterfront-Cottage-Near-St-Michaels.h19447633.Hotel-Information) [See all properties in Woolford](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248635975865928&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 Woolford hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865928&startDate=2026-02-19&endDate=2026-02-20)[Feb 19 - Feb 20](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865928&startDate=2026-02-19&endDate=2026-02-20) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865928&startDate=2026-02-20&endDate=2026-02-21)[Feb 20 - Feb 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865928&startDate=2026-02-20&endDate=2026-02-21) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865928&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865928&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865928&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[Feb 27 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865928&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) ### Popular places to visit #### Woods Island Commune with nature and explore the great outdoors at Woods Island during your travels in Woolford. [](https://expedia.ca/Woods-Island-Maryland.d924439555136950272.Vacation-Attraction) ## Cities near Woolford ![Cambridge](https://images.trvl-media.com/place/6608/8ce19001-5246-4d03-a239-330291c6972a.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cambridge ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [4 Star Hotels in Algonquin ](https://www.expedia.ca/4Star-Algonquin-Hotels.s40-0-d553248635975860123.Travel-Guide-Filter-Hotels) - [Farmstay in Algonquin ](https://www.expedia.ca/Algonquin-Agritourism.d553248635975860123-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Algonquin ](https://www.expedia.ca/Algonquin-Apart-Hotels.d553248635975860123-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Algonquin ](https://www.expedia.ca/Algonquin-Bed-And-Breakfast.d553248635975860123-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Algonquin ](https://www.expedia.ca/Algonquin-Guest-Houses.d553248635975860123-aaGuestHouses.Travel-Guide-Accommodation) - 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[Visit Solomons ](https://www.expedia.ca/Solomons.dx159522) - [Visit Southern Maryland ](https://www.expedia.ca/Southern-Maryland.dx6057463) - [Visit St. George Island ](https://www.expedia.ca/St-George-Island.dx6338431) - [Visit Taylors Island ](https://www.expedia.ca/Taylors-Island.dx3000440924) - [Car rental Cambridge ](https://www.expedia.ca/Car-Rentals-In-Cambridge.d6608.Car-Rental-Guide) - [National Car Rental Rental Cars in Cambridge ](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Cambridge.d6608-c42.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Cambridge ](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Cambridge.d6608-c45.Car-Rental-Guide-Suppliers) - Cities near Woolford - Places of interest [Cambridge](https://expedia.ca/Cambridge.dx6608) - [Chesapeake Bay ](https://expedia.ca/Chesapeake-Bay-United-States-of-America.d6056980.Vacation-Attraction) - [Northern Chesapeake Bay ](https://expedia.ca/Northern-Chesapeake-Bay-Maryland.d6051456.Vacation-Attraction) - [Bill Burton Fishing Pier State Park ](https://expedia.ca/Bill-Burton-Fishing-Pier-State-Park-Trappe.d553248633992438879.Vacation-Attraction) - [Long Wharf Park ](https://expedia.ca/Long-Wharf-Park-Cambridge.d6286116.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points 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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