Woolford Holidays
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Woolford Holiday
Our pick of the best Woolford Hotel Deals
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 24 Aug 2025
St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is NZ$172 per night from 27 Oct to 28 Oct
NZ$172
27 Oct - 28 Oct
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Room was clean, Staff was very friendly and welcoming."
Reviewed on 6 Oct 2025
Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is NZ$453 per night from 12 Oct to 13 Oct
NZ$453
12 Oct - 13 Oct
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Hyatt regency is more like a Hyatt place … fewer people working , in room dining is in paper boxes with plastic cutlery , but still regency pricing . But excellent pet policy and everyone so kind to pets"
Reviewed on 3 Oct 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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
