Woolford Vacations

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Find the Best Woolford Vacation Packages

Woolford Hotel Deals

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

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

Woolford
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 Aug 24, 2025

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

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is ¥13,351 per night from Oct 6 to Oct 7
¥13,351
¥14,686 total
Oct 6 - Oct 7
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Our room was clean but dated. The water had a bad smell to it."

Reviewed on Sep 30, 2025

St Michaels Inn
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is ¥28,142 per night from Oct 7 to Oct 8
¥28,142
¥38,963 total
Oct 7 - Oct 8
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
"Indoor and outdoor pools were very clean and nice"

Reviewed on Sep 28, 2025

Hyatt Regency 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.