Woolford Travel Guide
Tourist Guide
Visit Woolford
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
Stay at this holiday home in Woolford. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
9.6/10 Exceptional! (28 reviews)
The house was spacious and comfortable, a great fit for our work trip.
Reviewed on 2 Mar 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is £238 per night from 12 May to 13 May
£238
12 May - 13 May
includes taxes & fees
Stay at this beach resort in Cambridge. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
Fully refundable
The price is £487 per night from 28 May to 29 May
£487
28 May - 29 May
includes taxes & fees
Stay at this luxury hotel in St. Michaels. Enjoy free Wi-Fi, free valet parking and a full-service spa. Our guests praise the helpful staff in their reviews. ...
9.6/10 Exceptional! (383 reviews)
Beautiful property and fantastic room with a water view.
Reviewed on 7 May 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.
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
Stay at this holiday home in Woolford. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
9.6/10 Exceptional! (28 reviews)
The house was spacious and comfortable, a great fit for our work trip.
Reviewed on 2 Mar 2026
Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman MD
Stay at this cottage in Wittman. Enjoy free Wi-Fi, private pools and laundry facilities. Our guests praise the property condition in their reviews. Popular attractions ...
9.8/10 Exceptional! (243 reviews)
Delightful, well-kept cottage.
Reviewed on 1 May 2026
Soul Oasis - home on the Chesapeake Bay
Lusby MD
Stay at this cottage in Lusby. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Drum Point Lake and Cove Point Beach are located nearby.
10/10 Exceptional! (46 reviews)
It was a nice small A-frame just like the picture. Great quiet location I would recommend it to anyone.
Reviewed on 21 Apr 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.
Popular places to visit
Woods Island
Commune with nature and explore the great outdoors at Woods Island during your travels in Woolford.
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