Book Exclusive Woolford Vacation Packages
Woolford flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
per person
Aug 22 - Aug 25
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Salisbury (SBY)
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Ocean Terrace Family Apartments
Downtown Ocean City
per person
Jul 6 - Jul 12
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
Stay at this 3-star apartment in Ocean City. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Beach Walk
Downtown Ocean City
per person
Jul 6 - Jul 12
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
The Americana Hotel
Downtown Ocean City
per person
Jul 6 - Jul 12
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, a beach locale, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Ashore Resort & Beach Club
North Ocean City
per person
Aug 22 - Aug 25
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Salisbury (SBY)
Stay at this 3.5-star beach hotel in Ocean City. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the restaurant and the bar in our reviews. Popular attractions Ocean City Boardwalk and Maryland Beach are located nearby.
Top Woolford hotels deals
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. 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
Jun 19 - Jun 20
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
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 $158 per night
CA $158
CA $176 total
includes taxes & fees
Jun 22 - Jun 23
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 $179 per night
CA $179
CA $197 total
includes taxes & fees
Jun 1 - Jun 2
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
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
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
The Wildset
209 N Talbot St, St. Michaels, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $303 per night
CA $303
CA $364 total
includes taxes & fees
Jun 23 - Jun 24
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Higgins Yacht Yard and Marina and Muskrat Park are located nearby.
Breakfast included
Pet-friendly
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