Woolford, MD
Travel Guide
Visit Woolford
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! (28 reviews)
"The house was spacious and comfortable, a great fit for our work trip."
Reviewed on 2 March 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is AED 1,017 per night from Jun 1 to Jun 2
AED 1,017
AED 1,329 total
1 Jun - 2 Jun
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. ...
8.8/10 Excellent! (1,001 reviews)
"There’s nothing I don’t like about this place. It is so peaceful and beautiful."
Reviewed on 25 May 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
Fully refundable
The price is AED 2,446 per night from Jun 16 to Jun 17
AED 2,446
AED 2,691 total
16 Jun - 17 Jun
includes taxes & fees
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (387 reviews)
"We enjoyed a wonderful, stress-free four days at the inn and the surrounding area. Highly recommend it."
Reviewed on 22 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 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! (28 reviews)
"The house was spacious and comfortable, a great fit for our work trip."
Reviewed on 2 March 2026
"Endless Summer" Waterfront on the Chesapeake Bay!
Woolford MD
Stay at this vacation home in Woolford. Enjoy private pools, laundry facilities, and patios. Popular attractions Ragged Island and Spocott Windmill are located ...
10/10 Exceptional! (9 reviews)
"Host was very responsive. All questions answered quickly and accurately. We came in early May, and used the kayaks, and the children played a lot in the indoor pool and had great fun. Some of our party were bird photographers. Every day there were bald eagles, kestrels, a green heron, and several ..."
Reviewed on 26 May 2026
Soul Oasis - home on the Chesapeake Bay
Lusby MD
Stay at this cottage in Lusby. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Drum Point Lake and Cove Point Beach are located nearby.
10/10 Exceptional! (49 reviews)
"Soul Oasis is a lovely property for a couple's getaway."
Reviewed on 22 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.
Popular places to visit
Woods Island
Commune with nature and explore the great outdoors at Woods Island during your travels in Woolford.
