Woolford Holidays

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The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Woolford Holiday

Our pick of the best Woolford Hotel Deals

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford MD
9.4/10 Exceptional! (25 reviews)
Pet dandruff was throughout the house, water smelled of rotten eggs and some red sticky substance was left on the garage floor. The carpet was stained and furniture was worned. The house is roomy and a very nice set-up for multiple families. If family members were not allergic to pet dandrull I would ...

Reviewed on 22 Dec 2025

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
 Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

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

Woolford MD
9.8/10 Exceptional! (75 reviews)
The home is in a stunning location, and was perfect for our family gathering over the Thanksgiving holiday. Everything you need for a relaxing, enjoyable getaway is provided in this home, and we’d absolutely stay there again!

Reviewed on 1 Dec 2025

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 NZ$400 per night from 10 Mar to 11 Mar
NZ$400
10 Mar - 11 Mar
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
The staff was very nice and helpful. The room was clean but cold. Even though we had the thermostat set to 74, it was still cold. All the amenities were great. It would have been nice if the room beds had been made and if fresh towels had been left in the room. Housekeeping didn't show up until 5:30 ...

Reviewed on 22 Feb 2026

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.

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