Woolford
Travel Guide
Visit Woolford
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
The price is CA $489 per night from Oct 6 to Oct 7
CA $489
CA $924 total
Oct 6 - Oct 7
includes taxes & fees
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
9.6/10 Exceptional! (35 reviews)
"Anne was super responsive and helpful! The house is spacious, comfortable, with an extremely well stocked kitchen - plan to cook! We had our very first seafood broil ever, thanks to the equipment on hand. There are plenty of kayaks and a canoe, with easy access to the water. The screened in porch ..."
Reviewed on Aug 9, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is CA $127 per night from Oct 5 to Oct 6
CA $127
CA $140 total
Oct 5 - Oct 6
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is CA $279 per night from Oct 18 to Oct 19
CA $279
CA $385 total
Oct 18 - Oct 19
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. ...
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
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 ...
9.6/10 Exceptional! (35 reviews)
"Anne was super responsive and helpful! The house is spacious, comfortable, with an extremely well stocked kitchen - plan to cook! We had our very first seafood broil ever, thanks to the equipment on hand. There are plenty of kayaks and a canoe, with easy access to the water. The screened in porch ..."
Reviewed on Aug 9, 2026
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted
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! (80 reviews)
"Everyone enjoyed the pool, dock, beach,screened in porch. They have two refrigerators, bike helmets, toddler toilet seat, step stool on third floor. Bring room darkening shades for anyone who likes to sleep late. Two baby gates for the stairs were wonderful. Bring sand toys and water shoes for all. ..."
Reviewed on Sep 1, 2026
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and patios. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are ...
9.6/10 Exceptional! (141 reviews)
"Loved staying there and everything was so convenient!"
Reviewed on Sep 9, 2026
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.
Stay near popular Woolford attractions
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