Woolford Vacations
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Find the Best Woolford Vacation Packages
Woolford Hotel Deals
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
9.6/10 Exceptional! (28 reviews)
The house was spacious and comfortable, a great fit for our work trip.
Reviewed on Mar 2, 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is ￥37,336 per night from May 19 to May 20
￥37,336
￥49,948 total
May 19 - May 20
includes taxes & fees
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is ￥95,720 per night from May 31 to Jun 1
￥95,720
￥105,292 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (385 reviews)
We had yet another wonderful stay, great views, very comfortable. Some areas (primarily outside) would benefit from some paint.
Reviewed on May 14, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
