Woolford
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! (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
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! (78 reviews)
"If you're looking for a relaxing getaway with quite surroundings and privacy, then this is the place for you. Property description in accurate. Owner is super helpful and laid back. Check in and check out policies are clearly listed and very reasonable, nothing out of the ordinary. FIVE stars across ..."
Reviewed on Jul 7, 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is CA $421 per night from Jul 29 to Jul 30
CA $421
CA $545 total
Jul 29 - Jul 30
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! (1,002 reviews)
"Loved staying here and can't wait to come back. It's perfect for a girls' weekend, couples' weekend or with kids. I've been in the fall and summer and looking forward to making another visit."
Reviewed on Jul 20, 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! (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
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! (78 reviews)
"If you're looking for a relaxing getaway with quite surroundings and privacy, then this is the place for you. Property description in accurate. Owner is super helpful and laid back. Check in and check out policies are clearly listed and very reasonable, nothing out of the ordinary. FIVE stars across ..."
Reviewed on Jul 7, 2026
Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing
Port Republic MD
Book a stay at this beach vacation home in Port Republic. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Matoaka Beach and Long Beach are ...
10/10 Exceptional! (133 reviews)
"We had a wonderful stay and would highly recommend this vacation home! Alicia did an excellent job providing clear and detailed check-in and check-out instructions, which made everything easy and stress-free from start to finish. The guest book in the home was incredibly helpful, with great information ..."
Reviewed on Jul 20, 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
Explore a world of travel with Expedia
- Robert Morris Inn
- Apartments in Oxford
- Oxford Hotels
- B&B in Woolford
- Downtown Cambridge Hotels
- Minutes from Downtown St. Michaels
- Motels in Royal Oak
- Cabin Rentals in Newcomb
- St. Michaels Hotels
- Cabin Rentals in Eastern Shore
- Minutes from Downtown St. Michaels
- Hotels with Waterslides in Downtown Cambridge
- Marriott Hotels & Resorts in Cambridge
- Waterfront Bliss: Ultimate Tilghman Retreat 4 Bedroom Home by RedAwning
- Hilton Hotels in Eastern Shore
- Wingate Hotels
- Lusby Hotels
- Hyatt Hotels in St. Michaels
- Spacious 7
- Motels in Eastern Shore
- Cottages in Linkwood
- Oceanfront Hotels in Eastern Shore
- B&B in Royal Oak
- Pet-Friendly Hotels in Cambridge
- Easton Hotels
- Crapo Hotels
- Hotels with Waterslides in Cambridge
- Cottages in Whitehaven
- Cabin Rentals in Woolford
- 4 Star Hotels in Algonquin
- Chesapeake Bay Large Beautiful Waterfront Estate! "Belle Aire Landing"
- Hotels near Blackwater National Wildlife Refuge
- Walk to Park & River
- Ironman & Eagleman
- Casino Hotels in Cambridge
- Washington Hotels
- 5 Star Hotels in Secretary
- Cabin Rentals in Fishing Creek
- Solomons Hotels
- Adults Only Resorts & in Eastern Shore
- Lodges in Woolford
- Luxury Hotels in Cambridge
- Cottages in Tilghman
- Motels in Secretary
- New! Gorgeous Waterfront Estate with Saltwater pool
- Preston Hotels
- Lgbt Friendly Hotels in Tilghman
- Cambridge Hotels
- Hotels near Harriet Tubman Underground Railroad National Historical Park
- Lowes Wharf Marina Inn
- Patuxent River Hotels
- Marriott Hotels & Resorts in St. Michaels
- B&B in Preston
- Hotels near Avalon Theatre
- Beach Hotel Hotels in Tilghman
- Flights from Patuxent River
- Flights from Preston
- Flights from Toronto (YYZ) to Cambridge (CGE)
- Flights to Maryland
- Flights to Washington
- Flights from Montreal (YUL) to Cambridge (CGE)
- Flights to St. Michaels
- Flights to Lusby
- Flights from Hagerstown (HGR) to Cambridge (CGE)
- Flights to Cambridge
- Flights from Vancouver (YVR) to Baltimore (BWI)
- Flights from Albany (ALB) to Cambridge (CGE)
- Flights from Toronto (YYZ) to Baltimore (BWI)
- Visit Chesapeake Beach
- Washington Vacations
- Visit Gibson Island
- Visit Berlin
- Visit Hawkins Point
- Visit Churchton
- Visit Washington
- Visit National Harbor
- Visit Dares Beach
- Visit Chesapeake Ranch Estates-Drum Point
- Visit Dundalk Marine Terminal
- Visit Deale
- Visit Arundel on the Bay
- Visit Oxon Hill
- Vienna Vacations
- Visit Maryland
- Visit Landover
- Visit Eastern Shore
- Visit Fells Point
- Long Wharf Park
- Visit Brooklyn Park
- Visit Parole
- Visit Cambridge
- Visit Piney Point
- Visit Annapolis
- Visit Easton
- Visit Downtown Cambridge
- Visit Crownsville
