Name: Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted
Rating: 9.8

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Your Woolford Holiday

Say goodbye to the stress of planning and hello to a Woolford holiday package. With the finer details organised before you leave, you can focus on discovering every inch of this city, starting with Downtown Cambridge, which is great for cafes, shopping and dining. Searching for some sightseeing ideas for your trip to Woolford? Harriet Tubman Underground Railroad National Historical Park and Spocott Windmill are two popular attractions here. Whatever your travel plans or the size of your budget, organising your ultimate tailored Woolford holiday is a walk in the park with Expedia.

Woolford Holiday

Woolford Essential Information

Language	English
Currency	U.S dollars
Max Temp Winter	7ºC
Max Temp Summer	27ºC
Top Sights	Bill Burton Fishing Pier State Park, Choptank River Lighthouse and Great Marsh Park

Our pick of the best Woolford Hotel Deals

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford MD

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Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted

Woolford MD

9.8/10 Exceptional! (76 reviews)

"We had an absolutely wonderful stay at this vacation rental! The property was amazing, and we had everything we needed for a relaxing getaway. The views of the bay were incredible, especially at sunrise and sunset.Communication with the owner was excellent from start to finish, and check-in/out was ..."

Reviewed on 18 May 2026

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Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

Fully refundableReserve now, pay when you stay

AU$540

28 June - 29 June

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

"The grounds were beautiful and well maintained. the staff was very attentive and was able to help whenever i needed it. My wife and i will definitely be back"

Reviewed on 25 June 2026

See all 541 properties in Woolford

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.