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Name: The Wildset
Price range: AU$343

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25 Dec - 26 Dec

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Cheap Woolford hotels

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford MD

Located in Woolford, this vacation home is in a rural location, within a 10-minute drive of Blackwater National Wildlife Refuge and Harriet Tubman Underground ...

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

Woolford MD

A stay at this vacation home places you in the heart of Woolford, and within a 15-minute drive of Blackwater National Wildlife Refuge.

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Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

Fully refundableReserve now, pay when you stay

AU$334

1 Jan - 2 Jan 2026

includes taxes & fees

Located in Cambridge, Hyatt Regency Chesapeake Bay is on the waterfront, a 4-minute drive from Bay Country Shop and 5 minutes from Meredith House.

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Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

AU$942

30 Dec - 31 Dec

includes taxes & fees

A stay at Inn at Perry Cabin places you in the heart of St. Michaels, steps from Perry Cabin Park and 8 minutes by foot from Higgins Yacht Yard and Marina.

Solomons Inn Resort & Marina

155 Holiday Dr. P.O. Box 1099 Solomons MD

Fully refundableReserve now, pay when you stay

AU$177

30 Dec - 31 Dec

includes taxes & fees

With a stay at Solomons Inn Resort & Marina in Solomons, you'll be a 3-minute walk from Southern Branch Library and 11 minutes by foot from Drum Point ...

The Tidewater Inn

101 E Dover St Easton MD

Fully refundableReserve now, pay when you stay

AU$294

1 Jan - 2 Jan 2026

includes taxes & fees

When you a stay at The Tidewater Inn in Easton, you'll be in the historical district, within a 5-minute walk of Avalon Theatre and Talbot County Visitor ...

St Michaels Inn

1228 S Talbot Street St. Michaels MD

Fully refundable

AU$165

4 Jan - 5 Jan 2026

includes taxes & fees

When you stay at St Michaels Inn in St. Michaels, you'll be in the historical district, within a 5-minute drive of St. Michaels Winery and Chesapeake Bay Maritime ...

Comfort Inn & Suites Cambridge

2936 Ocean Gtwy Cambridge MD

Fully refundableReserve now, pay when you stay

AU$175

1 Jan - 2 Jan 2026

includes taxes & fees

Located in Cambridge, Comfort Inn & Suites Cambridge is a 4-minute drive from Harriet Tubman Museum and Educational Center and 6 minutes from Choptank River ...

The Wildset

209 N Talbot St St. Michaels MD

Fully refundableReserve now, pay when you stay

AU$343

14 Jan - 15 Jan 2026

includes taxes & fees

With a stay at The Wildset in St. Michaels (Downtown St. Michaels), you'll be within a 5-minute walk of Higgins Yacht Yard and Marina and Saint Michaels Town ...

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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.

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Woolford hotels essential information

Accommodation	516 hotels
Lowest Price	AU$165
Highest Price	AU$942
Popular hotels	The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock, Hyatt Regency Chesapeake Bay, Inn at Perry Cabin, Solomons Inn Resort & Marina, The Tidewater Inn, St Michaels Inn, Comfort Inn & Suites Cambridge, The Wildset