Woolford Holiday Packages

Save when you book Woolford package deals

Choose two or more items and save on your trip:

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 in the city centre.
Short Amazing Trip
"We stayed at Saddle House during 2024 Ironman Maryland, with 2 Ironmans competing and lots of support traveling to stay. I was concerned choosing a house about 20 minutes from the start/finish but it was an amazing choice with great bike route access. House is secluded and serene, amazing cleanliness, ..."

Reviewed on 23 Sep. 2024

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$368 per night from 8 Jan to 9 Jan
AU$368
includes taxes & fees
8 Jan - 9 Jan 2025
Hyatt Regency Chesapeake Bay: Family-friendly resort with free WiFi and free parking. Located on the waterfront.
"Attended a wedding off grounds and had overnight stay.. A very rewarding, friendly experience. Highly recommend."

Reviewed on 16 Dec. 2024

Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 5 Jan to 6 Jan
AU$151
includes taxes & fees
5 Jan - 6 Jan 2025
St Michaels Inn: Business-friendly hotel with free breakfast and free WiFi. Located in the historical district.
"Good - easy check-in Hot breakfast"

Reviewed on 18 Dec. 2024

St Michaels Inn
Don't see what you're looking for?
See all available properties in Woolford
View all properties
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.