Woolford Travel Guide
Tourist Guide
Visit Woolford
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
The price is £551 per night from 5 Oct to 6 Oct
£551
5 Oct - 6 Oct
includes taxes & fees
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! (35 reviews)
"Anne was super responsive and helpful! The house is spacious, comfortable, with an extremely well stocked kitchen - plan to cook! We had our very first seafood broil ever, thanks to the equipment on hand. There are plenty of kayaks and a canoe, with easy access to the water. The screened in porch ..."
Reviewed on 9 Aug 2026
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted
Woolford MD
Stay at this beach holiday home in Woolford. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Ragged Island and Spocott Windmill are located ...
9.8/10 Exceptional! (80 reviews)
"Everyone enjoyed the pool, dock, beach,screened in porch. They have two refrigerators, bike helmets, toddler toilet seat, step stool on third floor. Bring room darkening shades for anyone who likes to sleep late. Two baby gates for the stairs were wonderful. Bring sand toys and water shoes for all. ..."
Reviewed on 1 Sept 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is £71 per night from 6 Oct to 7 Oct
£71
6 Oct - 7 Oct
includes taxes & fees
Stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
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! (35 reviews)
"Anne was super responsive and helpful! The house is spacious, comfortable, with an extremely well stocked kitchen - plan to cook! We had our very first seafood broil ever, thanks to the equipment on hand. There are plenty of kayaks and a canoe, with easy access to the water. The screened in porch ..."
Reviewed on 9 Aug 2026
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted
Woolford MD
Stay at this beach holiday home in Woolford. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Ragged Island and Spocott Windmill are located ...
9.8/10 Exceptional! (80 reviews)
"Everyone enjoyed the pool, dock, beach,screened in porch. They have two refrigerators, bike helmets, toddler toilet seat, step stool on third floor. Bring room darkening shades for anyone who likes to sleep late. Two baby gates for the stairs were wonderful. Bring sand toys and water shoes for all. ..."
Reviewed on 1 Sept 2026
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Saint Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities and tennis courts. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
9.6/10 Exceptional! (134 reviews)
"Location was perfect and we enjoyed the sunrise every morning. Walkable to everything in St. Michael’s. Beautiful historic home and furnishings. A great stay!!"
Reviewed on 24 Aug 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
- 5 Star Hotels in Eastern Shore
- Hotels near Blackwater National Wildlife Refuge
- Gay-Friendly Hotels in California
- Spark by Hilton California Lexington Park
- Comfort Inn & Suites Cambridge
- Days Inn & Suites by Wyndham Cambridge
- Holiday Inn Express Cambridge by IHG
- Hyatt Regency Chesapeake Bay
- Spacious 7
- Cambridge Hotels
- Chesapeake Beach Hotels
- Downtown Cambridge Hotels
- Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
- Hilton Hotels in Dunkirk
- Business Hotels in Eastern Maryland
- Gay-Friendly Hotels in Eastern Shore
- Wyndham Hotels in Eastern Shore
- Gay-Friendly Hotels in Easton
- The Oaks Waterfront
- Fishing Creek Hotels
- Hampton Inn by Hilton Lexington Park
- A breathtaking secluded luxury waterfront cottage
- Shewell's A
- Lusby Hotels
- Mardela Springs Hotels
- North Beach Hotels
- Beach Resorts & in Oxford
- The Oxford Inn
- Hotels near Perigeaux Vineyards and Winery
- New! Peaceful Pet Friendly Chesapeake Escape
- Springhill Suites by Marriott Prince Frederick
- The Whitehaven Hotel
- Lowes Wharf Marina Inn
- Quality Inn Solomons
- Solomons Hotels
- Minutes from Downtown St. Michael's
- Downtown St. Michaels
- St. Michaels Hotels
- Gay-Friendly Hotels in Tilghman
- Vienna Hotels
- Washington Hotels
- Hilton Hotels in Whitehaven
- Flights to California
- Flights to Eastern Maryland
- Flights to Hollywood
- Flights to St. Michaels
- Flights to Sunderland
- Flights to Washington
- Flights to Whitehaven
- Flights to Maryland
- Flights from Great Mills
- Flights from Hebron
- Flights from Preston
- Flights from Whitehaven
- Flights from Cambridge
- Flights from California
- Flights from Chesapeake Beach
- Flights from Pittsburgh (AGC) to Leonardtown (LTW)
- Flights from Wilkes-Barre (AVP) to Easton (ESN)
- Flights from London (LHR) to Baltimore (BWI)
- Flights from London (LHR) to Easton (ESN)
- Visit Dorsey
- Visit Berlin
- Blackwater National Wildlife Refuge
- Breezy Point Beach
- California Holidays
- Visit Calvert Beach-Long Beach
- Visit Downtown Cambridge
- Visit Cambridge
- Visit Camp Springs
- Chesapeake Beach Holidays
- Visit Chesapeake Beach
- Choptank River Lighthouse
- Christ Episcopal Church
- Visit College Park
- Visit Dundalk
- Visit Eastern Shore
- Visit Fishing Creek
- Harriet Tubman Underground Railroad National Historical Park
- Visit Hoopers Island
- Visit Kent Island
- Visit Lexington Park
- Visit Lusby
- Visit Maryland
- Visit National Harbor
- Visit Oxford
- Visit Oxon Hill
- Visit Shady Side
- Visit Silver Spring
- Visit Southern Maryland
- Spocott Windmill
- Visit Landover
- Washington Holidays
- Visit Washington
