Woolford Travel Guide
Tourist Guide


Visit Woolford

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
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! (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 Dec 2025

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 ...
9.4/10 Exceptional! (25 reviews)
Comfortable house near Cambridge for a three day stay. Would stay again!
Reviewed on 14 Dec 2025

Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is NZ$398 per night from 12 Feb to 13 Feb
NZ$398
12 Feb - 13 Feb
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. ...
8.6/10 Excellent! (1,001 reviews)
Nice stay, but a little too crowded.
Reviewed on 30 Jan 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 ...
9.4/10 Exceptional! (25 reviews)
Comfortable house near Cambridge for a three day stay. Would stay again!
Reviewed on 14 Dec 2025

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
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! (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 Dec 2025

Mid-Century Modern on Private Beach, Designed by Award Winning Architect!
Chesapeake Beach MD
Stay at this beach holiday home in Chesapeake Beach. Enjoy free Wi-Fi, a beach locale and a water park. Popular attractions Breezy Point Beach and Bruce Gabrielson's ...
10/10 Exceptional! (85 reviews)
What a fantastic spot! The views are amazing. The kitchen was the best-appointed we’ve ever experienced. The heated floors for winter were wonderful.
Reviewed on 1 Dec 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.
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- 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
