Title: Woolford Vacation Packages 2026 from $912 | Expedia.com [Hotels in Woolford](https://expedia.com/Woolford-Hotels.d553248635975865928.Travel-Guide-Hotels)[Vacation Rentals in Woolford](https://expedia.com/Woolford-Vacation-Rentals.d553248635975865928.Travel-Guide-VacationRentals)[Car Rentals in Woolford](https://expedia.com/Car-Rentals-In-Woolford.d553248635975865928.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248635975865928/dbd6d7b0-c9d1-4118-b96f-516a26296cfd.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Woolford Vacations from $912 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Woolford Vacation Say bye-bye to the stress of planning and hello to a Woolford vacation package. With the finer details organized before you go, you can focus on discovering every inch of this city, starting with Downtown Cambridge, which is good for bars and pubs, culture and cafes. In the mood for a bit of sightseeing? A trip to Woolford wouldn't be complete without checking out [Harriet Tubman Underground Railroad National Historical Park](https://www.expedia.com/Harriet-Tubman-Underground-Railroad-National-Historical-Park-Maryland.d553248633992438829.Vacation-Attraction), [Spocott Windmill](https://www.expedia.com/Spocott-Windmill-Cambridge.d553248621532662092.Vacation-Attraction) and other major attractions. Your ideal Woolford vacation is just clicks away. Search flights, hotels and more on Expedia for a getaway that's tailored just for you. ## The Latest Woolford vacation packages Price found within the past 48 hours. Click for updated prices. ![Boardwalk One](https://images.trvl-media.com/lodging/3000000/2060000/2053600/2053558/73b85086_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boardwalk One Downtown Ocean City $912 per person Mar 19 - Mar 25 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Salisbury (SBY) 7.4/10 Good! (170 reviews) Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo. Reviewed on Oct 1, 2025 ![The Shore House](https://images.trvl-media.com/lodging/4000000/3750000/3743000/3742941/cdb4342b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Shore House West Ocean City Save 100% on your flight $3,061 per person Mar 19 - Mar 25 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Salisbury (SBY) 6.8/10 (598 reviews) Overall it was perfect for country calling. There’s a shuttle at the hotel next door that we took everyday down to the entrance for $5 cash. The beds were comfortable, clean and the shower water was hot. I almost ended up cancelling though because during the off season it is nearly impossible to reach the hotel!! I called probably 10 times and couldn’t get an answer on my booking until Expedia themselves contacted me about changing the days we were staying. While the location was great, convenient and good for the price for country calling, the lack of communication was just shocking. As someone who travels often this customer service really needs to improve or I think sales will really suffer. Reviewed on Oct 5, 2025 ![Miramar Condominiums](https://images.trvl-media.com/lodging/91000000/90310000/90308700/90308605/f837bfd4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Miramar Condominiums Downtown Ocean City $1,534 per person Mar 19 - Mar 25 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Salisbury (SBY) 9.4/10 Exceptional! (15 reviews) Stayed in unit 505 and it was beautiful! We loved it! Reviewed on Aug 23, 2025 ![Kings Arms Motel](https://images.trvl-media.com/lodging/6000000/5790000/5789500/5789481/067b70f7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kings Arms Motel Downtown Ocean City $2,268 per person Mar 19 - Mar 25 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Salisbury (SBY) 7.6/10 Good! (220 reviews) The staff was so helpful and made sure we had plenty of towels. They even let us check in early since we arrived in town before our checkout time. Great location, and very clean. Reviewed on Oct 6, 2025 ![Simple Life Motel](https://images.trvl-media.com/lodging/38000000/37970000/37963300/37963269/833f0f5c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simple Life Motel Midtown Ocean City $2,427 per person Mar 19 - Mar 25 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Salisbury (SBY) 6.6/10 (203 reviews) The last at front desk even showed where my son could park his car on property my stairs cuz they only provide 1 car pass. Very friendly and efficient! For just being a weekend stay! Reviewed on Oct 12, 2025 Don't see what you're looking for? See all available trips from Columbus to Woolford [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ESN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Woolford Hotel Deals ![ 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 9.8/10 Exceptional! (58 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.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=33549150&PinnedHotelID=33549150&HadPinnedHotel=true®ionId=553248635975865928) [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%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 9.4/10 Exceptional! (25 reviews) Comfortable house near Cambridge for a three day stay. Would stay again! Reviewed on Dec 14, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=95854099&PinnedHotelID=95854099&HadPinnedHotel=true®ionId=553248635975865928) [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%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 Fully refundableReserve now, pay when you stay $211 nightly $240 total Feb 12 - Feb 13 Total with taxes and fees 8.6/10 Excellent! (1,001 reviews) Nice stay, but a little too crowded. Reviewed on Jan 30, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F12%2F2026&endDate=2%2F13%2F2026&selected=890486&PinnedHotelID=890486&HadPinnedHotel=true®ionId=553248635975865928) [See all 517 properties in Woolford](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F8%2F2026&endDate=2%2F9%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. ## Find the Best Woolford Vacation Packages ## Woolford Essential Information | Language | English | | ---------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Top Sights | [Bill Burton Fishing Pier State Park](https://www.expedia.com/Bill-Burton-Fishing-Pier-State-Park-Trappe.d553248633992438879.Vacation-Attraction), [Choptank River Lighthouse](https://www.expedia.com/Choptank-River-Lighthouse-Cambridge.d6286144.Vacation-Attraction) and [Great Marsh Park](https://www.expedia.com/Great-Marsh-Park-Cambridge.d6286137.Vacation-Attraction) | ## More vacations you might like 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Savings not available on all packages. ![](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. Scan the QR code with your device camera and download our app