Woolford Travel Guide
Tourist Guide

Visit Woolford

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
The price is NZ$1,261 per night from 5 Oct to 6 Oct
NZ$1,261
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 NZ$167 per night from 1 Oct to 2 Oct
NZ$167
1 Oct - 2 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 ...
8/10 Very good! (1,008 reviews)
"Very nice and helpful staff."
Reviewed on 21 Sept 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 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
- Solomons Hotels
- Cambridge Hotels
- Preston Hotels
- Park Hall Hotels
- Easton Hotels
- Solomons Island Hotels
- North Beach Hotels
- St. Michaels Hotels
- Great Mills Hotels
- Bozman Hotels
- Hotels near Easton Cycle and Sport
- Tilghman Hotels
- Taylors Island Hotels
- Trappe Hotels
- Oxford Hotels
- Hotels near Cambridge - Dorchester
- Chesapeake Beach Hotels
- Wingate Hotels
- Hotels near Bill Burton Fishing Pier State Park
- Secretary Hotels
- Downtown Cambridge Hotels
- Dowell Hotels
- Sherwood Hotels
- Fishing Creek Hotels
- Royal Oak Hotels
- Lusby Hotels
- California Hotels
- St. Leonard Hotels
- Hotels near Patuxent River Naval Air Station
- Prince Frederick Hotels
- Vienna Hotels
- Holiday Homes in Cambridge
- Cabin Rentals in Cambridge
- Cottages in St. Michaels
- B&B in St. Michaels
- B&B in Lexington Park
- B&B in Royal Oak
- Resort in Royal Oak
- Resort in Preston
- B&B in Oxford
- Motels in Vienna
- Apartments in Chesapeake Beach
- Spa Hotels in Solomons
- Lgbt Welcoming Hotels in Tilghman
- Spa Hotels in Oxford
- Lgbt Welcoming Hotels in Easton
- Cheap Hotels in Cambridge
- Historic Hotels in Cambridge
- Lgbt Welcoming Hotels in Cambridge
- Pet Friendly Hotels in Cambridge
- Casino Hotels in Cambridge
- Lgbt Welcoming Hotels in California
- Elms Beach Park
- Choptank River Lighthouse
- Cove Point Lighthouse
- Christ Episcopal Church
- Easton Holidays
- Rod n Reel Charter Fishing
- Calvert Cliffs State Park
- Bill Burton Fishing Pier State Park
- Chesapeake Beach Water Park
- Blackwater National Wildlife Refuge
- R&J's PlayPark
- Adventure Holiday Packages Hoopers Island
- Visit Kent Island
- Visit Great Mills
- Visit Broomes Island
- Visit Taylors Island
- Visit St. George Island
- Visit Ridge
- Visit Bozman
- Visit Deal Island
- Visit Piney Point
- Visit Queenstown
- Visit Kent Narrows
- Visit North Beach
- Visit Fishing Creek
- Visit Fruitland
- Visit Lusby
- Visit Royal Oak
- Visit Cordova
- Visit Dunkirk
- Visit St. Michaels
- Visit Downtown Cambridge
- Visit Scotland
- Visit Smith Island
- Visit Dares Beach
- Visit Galesville
- Visit Friendship
