Woolford Travel Guide
Tourist Guide
Visit Woolford
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! (36 reviews)
"Lots of space for our group! Had a great sunroom where our kids all played. It was clean and we also appreciated how much was provided in the kitchen."
Reviewed on 12 Oct 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is £61 per night from 7 Dec to 8 Dec
£61
7 Dec - 8 Dec
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! (1,004 reviews)
"Front desk staff was pleasant and very accommodating. Housekeeping came every day with clean towels, as needed and to straighten up the room. We would definitely stay here again!"
Reviewed on 6 Nov 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is £144 per night from 23 Nov to 24 Nov
£144
23 Nov - 24 Nov
includes taxes & fees
Stay at this beach resort in Cambridge. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,004 reviews)
"What a beautiful location on the Choptank River! Clean room, comfortable bed, and lots of activities: stores at the huge fireplace, movies at the indoor pool, putt putt golf, and a hayride! Along with a spa! Food was delicious. A truly wonderful fall getaway."
Reviewed on 6 Nov 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! (36 reviews)
"Lots of space for our group! Had a great sunroom where our kids all played. It was clean and we also appreciated how much was provided in the kitchen."
Reviewed on 12 Oct 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
Private 2 Acre Waterfront Family Retreat with Pool & Pier
Cambridge MD
Stay at this family-friendly holiday home in Cambridge. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Christ Rock Park and Spocott Windmill ...
9.6/10 Exceptional! (99 reviews)
"House was grateful and host was super responsive."
Reviewed on 20 Oct 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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- 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)
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- 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
