
Book Exclusive Woolford Vacation Packages
Top Woolford hotels deals

Waterfront Getaway with Dock
The price is CA $318 per night
CA $318
CA $386 total
includes taxes & fees
May 10 - May 11
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Harriet Tubman Underground Railroad National Historical Park and Woods Island are located nearby.
Kitchen
Washer

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and patios. Popular attractions Woods Island and Harriet Tubman Underground Railroad National Historical Park are located nearby.
Kitchen
Washer

Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $331 per night
CA $331
CA $441 total
includes taxes & fees
May 29 - May 30
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bay Country Shop and Ruark Boatworks are located nearby.
On private beach
Pool

Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
The price is CA $791 per night
CA $791
CA $957 total
includes taxes & fees
May 21 - May 22
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Perry Cabin Park and Higgins Yacht Yard and Marina are located nearby.
Pool
Hot tub

Solomons Inn Resort & Marina
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $198 per night
CA $198
CA $220 total
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly hotel in Solomons. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Southern Branch Library and Drum Point Lighthouse are located nearby.
Pool
Breakfast included

St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
CA $179 total
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saint Michaels Village and Classic Motor Museum are located nearby.
Pool
Breakfast included
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.
Popular places to visit
Woods Island
Commune with nature and explore the great outdoors at Woods Island during your travels in Woolford.
Photos of local treasures
Browse Woolford vacation photos for more inspiration