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 ...
9.4/10 Exceptional! (23 reviews)
Comfortable house near Cambridge for a three day stay. Would stay again!
Reviewed on 14 December 2025
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
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! (58 reviews)
The home is in a stunning location, and was perfect for our family gathering over the Thanksgiving holiday. Everything you need for a relaxing, enjoyable getaway is provided in this home, and we’d absolutely stay there again!
Reviewed on 1 December 2025
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is AED 683 per night from Jan 22 to Jan 23
AED 683
AED 881 total
22 Jan - 23 Jan
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. ...
8.6/10 Excellent! (1,000 reviews)
Great rooms, amenities, staff
Reviewed on 29 December 2025
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 ...
9.4/10 Exceptional! (23 reviews)
Comfortable house near Cambridge for a three day stay. Would stay again!
Reviewed on 14 December 2025
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
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! (58 reviews)
The home is in a stunning location, and was perfect for our family gathering over the Thanksgiving holiday. Everything you need for a relaxing, enjoyable getaway is provided in this home, and we’d absolutely stay there again!
Reviewed on 1 December 2025
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Saint 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! (189 reviews)
Perfect house close to St Michael’s attractions
Reviewed on 28 December 2025
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.
- Patuxent River Naval Air Station
- Chesapeake Bay
- Blackwater National Wildlife Refuge
- Calvert Cliffs State Park
- St. Michaels Winery
- Harriet Tubman Underground Railroad National Historical Park
- Breezy Point Beach
- Patuxent River
- Gerry Boyle Park at Great Marsh
- Chesapeake Bay Maritime Museum
- Choptank River Lighthouse
- Avalon Theatre
- Cove Point Lighthouse
- Harriet Tubman Museum and Educational Center
- Dorchester County Visitors Center
- Northern Chesapeake Bay
- Long Wharf Park
- Bill Burton Fishing Pier State Park
- Layton's Chance Vineyard and Winery
- Oxford Museum
- Drum Point Lighthouse
