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 ...
9.4/10 Exceptional! (21 reviews)
House was wonderful, it had something for all ages, plenty of room for our group of 17. We also had family that lived nearby by over for breakfast one morning and still plenty of room. Lots of utensils for all our cooking needs. House was very clean. Host was very responsive with a couple of questions ...
Reviewed on 20 Oct 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

Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is NZ$383 per night from 3 Jan to 4 Jan
NZ$383
3 Jan - 4 Jan 2026
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)
Enjoyed everything about my one night stay. The staff was very hospitable and accommodating. The room was awesome with a very nice view of the surrounding water. Overall, a very positive experience.
Reviewed on 5 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.

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! (21 reviews)
House was wonderful, it had something for all ages, plenty of room for our group of 17. We also had family that lived nearby by over for breakfast one morning and still plenty of room. Lots of utensils for all our cooking needs. House was very clean. Host was very responsive with a couple of questions ...
Reviewed on 20 Oct 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

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
Cambridge MD
Stay at this family-friendly holiday home in Cambridge. Enjoy free Wi-Fi, private pools and laundry facilities. Popular attractions Spocott Windmill and Ragged ...
9.8/10 Exceptional! (64 reviews)
Incredible stay!!! What a special place! We loved this house and would definitely stay again! It was perfect for multiple families. It was great for our kids too! Lots of activities for them including basketball, shuffleboard, and kayaking! We would recommend renting this house!
Reviewed on 2 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
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- Visit Deal Island
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- Visit North Beach
- Visit Fishing Creek
- Visit Fruitland
- Visit Lusby
- Visit Royal Oak
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- Visit Smith Island
- Visit Dares Beach
- Visit Galesville
- Visit Friendship
