Woolford Holiday Packages

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Top Woolford hotels

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks: Pet-friendly holiday home with free WiFi and parking.
Perfect for family fun!
"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s ..."

Reviewed on 4 Jul. 2024

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is AU$634 per night from 26 Feb to 27 Feb
AU$634
includes taxes & fees
26 Feb - 27 Feb
Inn at Perry Cabin: Luxury hotel with free WiFi and free valet parking. Located by the sea.
"The property is beautiful and, the atmosphere is relaxing. I loved the fresh floral Christmas decorations."

Reviewed on 30 Dec. 2024

Inn at Perry Cabin
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$398 per night from 15 Mar to 16 Mar
AU$398
includes taxes & fees
15 Mar - 16 Mar
Hyatt Regency Chesapeake Bay: Family-friendly resort with free WiFi and free parking. Located on a river.
Romantic get away
"Love staying here. The hot tub is great, love the common areas."

Reviewed on 17 Feb. 2025

Hyatt Regency Chesapeake Bay
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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.