
Woolford Holidays
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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

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Woolford
9.8/10 Exceptional! (58 reviews)
"We enjoyed our stay in Woolford. The day was filled with fishing, swimming and boating. Thank you again for sharing your property with our family."
Reviewed on 24 Aug 2025

Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is AU$351 per night from 29 Oct to 30 Oct
AU$351
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Very professionally cleaned. Safe."
Reviewed on 15 Oct 2025

St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is AU$153 per night from 20 Oct to 21 Oct
AU$153
20 Oct - 21 Oct
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Basic room, clean and comfortable. Only complaint, it took 15 minutes to get hot water in the shower -- wasted a lot of water waiting. Good TV selection, too."
Reviewed on 17 Oct 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.