Woolford Travel Guide

Tourist Guide

 Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

Woolford
Book a stay at this beach vacation home in Woolford. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Ragged Island and Spocott Windmill ...
9.8/10 Exceptional! (58 reviews)
"We enjoyed our stay in Woolford. The day was filled with fishing, swimming and boating. Thank you again for sharing your property with our family."

Reviewed on 24 Aug 2025

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundable
The price is AU$351 per night from 29 Oct to 30 Oct
AU$351
29 Oct - 30 Oct
includes taxes & fees
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,009 reviews)
"Very professionally cleaned. Safe."

Reviewed on 15 Oct 2025

Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
The price is AU$153 per night from 20 Oct to 21 Oct
AU$153
20 Oct - 21 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,007 reviews)
"yes"

Reviewed on 10 Oct 2025

St Michaels Inn
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.
 Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

Woolford
Book a stay at this beach vacation home in Woolford. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Ragged Island and Spocott Windmill ...
9.8/10 Exceptional! (58 reviews)
"We enjoyed our stay in Woolford. The day was filled with fishing, swimming and boating. Thank you again for sharing your property with our family."

Reviewed on 24 Aug 2025

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
9.4/10 Exceptional! (20 reviews)
Family vacation
"The home was spacious and clean. We appreciated the comfortable beds and linens.The kitchen is well stocked and functions well.Simply and nicely decorated.We looked forward to kayaking and enjoyed that, but,it is quite mushy getting down and into the water. We went to all the recommended locations ..."

Reviewed on 7 Aug 2025

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Port Republic
Book a stay at this beach cabin in Port Republic. Enjoy free WiFi, a beach locale, and a garden. Popular attractions CSA Park and R&J's PlayPark are located ...
9.8/10 Exceptional! (177 reviews)
"Hubby and I loved our stay in this rustic cabin. It is above the water with unobstructed views. We saw a LOT of birds during our stay. There were many Osprey flying around and catching their breakfasts/dinners right in front of us! There were bald eagles in the neighbors tree. Brett is very helpful ..."

Reviewed on 6 Oct 2025

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
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.

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