Woolford
Travel 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 €254 per night from 17 May to 18 May
€254
17 May - 18 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
The price is €566 per night from 31 May to 1 Jun
€566
31 May - 1 Jun
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! (385 reviews)
We had yet another wonderful stay, great views, very comfortable. Some areas (primarily outside) would benefit from some paint.
Reviewed on 14 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
"Endless Summer" Waterfront on the Chesapeake Bay!
Woolford MD
Stay at this holiday home in Woolford. Enjoy private pools, laundry facilities and patios. Popular attractions Ragged Island and Spocott Windmill are located ...
10/10 Exceptional! (8 reviews)
We came for a short weekend get-a-way and the Endless Summer certainly provided exactly what we needed. It was peaceful, quiet and absolutely beautiful. The house is huge and would definitely work for a large family gathering. The bedroom layout is really nice for privacy. It was too cold to test ...
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.
