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Book Exclusive Woolford Vacation Packages
Woolford flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
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Ashore Resort & Beach Club
North Ocean City
per person
Apr. 2 - Apr. 6
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.
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Grand Hotel Ocean City Oceanfront
Downtown Ocean City
per person
Apr. 2 - Apr. 6
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.
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Boardwalk One by Capital Vacations
Downtown Ocean City
per person
Apr. 27 - May 1
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
Stay at this 3-star beach aparthotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
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Americana Condos 10th street
Downtown Ocean City
per person
Apr. 27 - May 1
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
Stay at this 3.5-star business-friendly condo in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
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Bay Club Resort by Coolvacay
Midtown Ocean City
per person
Apr. 27 - May 1
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
Stay at this 3-star condo in Ocean City. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Top Woolford hotels deals
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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
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Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $257 per night
CA $257
CA $360 total
includes taxes & fees
15 Mar - 16 Mar
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 Dorchester County Visitors Center are located nearby.
On private beach
Pool
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Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
The price is CA $474 per night
CA $474
CA $573 total
includes taxes & fees
26 Feb - 27 Feb
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
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St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $113 per night
CA $113
CA $124 total
includes taxes & fees
9 Mar - 10 Mar
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
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Days Inn & Suites by Wyndham Cambridge
2917 Ocean Gateway, Rt.50 East, Cambridge, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $89 per night
CA $89
CA $99 total
includes taxes & fees
25 Feb - 26 Feb
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Bay Country Shop and Dorchester County Visitors Center are located nearby.
Pool
Breakfast included
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The Tidewater Inn
101 E Dover St, Easton, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $269 per night
CA $269
CA $296 total
includes taxes & fees
24 Feb - 25 Feb
Stay at this 3-star spa hotel in Easton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Avalon Theatre and Customs House are located nearby.
Spa
Parking 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.
Frequently asked questions
Photos of local treasures
Browse Woolford vacation photos for more inspiration