Woolford
Travel Guide
Visit Woolford
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! (79 reviews)
"Everything was great . Only problem was the bugs outside biting us"
Reviewed on Jul 29, 2026
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
The price is CA $611 per night from Aug 24 to Aug 25
CA $611
CA $1,058 total
Aug 24 - Aug 25
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! (34 reviews)
"We you this place for the groomsmen’s house and it was perfect! They allow multiple cars to be parked I. The driveway which is super helpful especially when you have multiple people coming from different places. The kitchen and table was excellent we were able to sit everyone around the table and ..."
Reviewed on Jul 2, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is CA $117 per night from Aug 31 to Sep 1
CA $117
CA $129 total
Aug 31 - Sep 1
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 ...
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.
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! (79 reviews)
"Everything was great . Only problem was the bugs outside biting us"
Reviewed on Jul 29, 2026
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! (34 reviews)
"We you this place for the groomsmen’s house and it was perfect! They allow multiple cars to be parked I. The driveway which is super helpful especially when you have multiple people coming from different places. The kitchen and table was excellent we were able to sit everyone around the table and ..."
Reviewed on Jul 2, 2026
Waterfront Getaway with Dock
Woolford MD
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Harriet Tubman Underground Railroad National Historical ...
10/10 Exceptional! (64 reviews)
"Excellent stay! Just as described! Very quiet, private location."
Reviewed on Aug 2, 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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