Woolford Holiday Packages

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Top Woolford hotels

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

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

Woolford
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock: Family-friendly holiday home with free WiFi and an outdoor pool. Located on the waterfront.
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

Opens in a new window 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 refundableReserve now, pay when you stay
The price is AU$321 per night from 29 Oct to 30 Oct
AU$321
29 Oct - 30 Oct
includes taxes & fees
Hyatt Regency Chesapeake Bay: Family-friendly resort with free WiFi and free parking. Located on a river.
Very professionally cleaned. Safe.

Reviewed on 15 Oct 2025

Opens in a new windowHyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is AU$166 per night from 6 Nov to 7 Nov
AU$166
6 Nov - 7 Nov
includes taxes & fees
St Michaels Inn: Business-friendly hotel with free breakfast and free WiFi. Located in the historical district.
Basic room, clean and comfortable. Only complaint, it took 15 minutes to get hot water in the shower -- wasted a lot of water waiting. Good TV selection, too.

Reviewed on 17 Oct 2025

Opens in a new windowSt Michaels Inn
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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.