Woolford Vacations from $831
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Your Woolford Vacation
Say bye-bye to the stress of planning and hello to a Woolford vacation package. With the finer details organized before you go, you can focus on discovering every inch of this city, starting with Downtown Cambridge, which is good for bars and pubs, culture and cafes. In the mood for a bit of sightseeing? A trip to Woolford wouldn't be complete without checking out Harriet Tubman Underground Railroad National Historical Park, Spocott Windmill and other major attractions. Your ideal Woolford vacation is just clicks away. Search flights, hotels and more on Expedia for a getaway that's tailored just for you.
The Latest Woolford vacation packages
Price found within the past 48 hours. Click for updated prices.
Empress Motel
Downtown Ocean City
Price was $1,055, price is now $831 per person
$831
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
7.8/10 Good! (150 reviews)
The building is old. With that said, it was newly painted. The bathroom was clean and bright. There is a residual musty smell, but I sprayed with Lysol spray and that helped.
There was no staff in the building itself. The staff at the neighboring sister hotel was very helpful and friendly on arrival. The morning staff at departure was very tired and did not come to check me out until a second tenant arrived for his check out.
The coffee cups available in that lobby did not have caps that fit the cups on the second day I was there. That set up for a mess. The first day, the caps fit and the hot tea was greatly appreciated.
The building is so close to the beach and there was plenty of parking.
Reviewed on Apr 27, 2026
Fenwick Shores, Tapestry Collection by Hilton
Save 100% on your flight
Price was $2,631, price is now $1,908 per person
$1,908
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9.4/10 Exceptional! (753 reviews)
very clean ,great location
Reviewed on May 9, 2026
The Surf Shanty Motel
Price was $1,750, price is now $1,339 per person
$1,339
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9.8/10 Exceptional! (313 reviews)
Room was clean. Plenty of parking. Check in was confusing but we got in. Front desk employee was helpful with our TV.
Reviewed on May 10, 2026
Bethany Beach Ocean Suites Residence Inn by Marriott
Downtown Bethany Beach
Price was $2,644, price is now $2,124 per person
$2,124
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9/10 Wonderful! (821 reviews)
Everything was great
Reviewed on May 8, 2026
Gold Leaf Hotel of Dewey - Rehoboth Beach
Price was $1,474, price is now $1,208 per person
$1,208
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
8.8/10 Excellent! (1,006 reviews)
The room was very clean and everything worked great. The staff at the front counter was very polite and professional. Would stay again for the location, the room and the price.
Reviewed on May 3, 2026
Woolford Hotel Deals
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
9.6/10 Exceptional! (28 reviews)
The house was spacious and comfortable, a great fit for our work trip.
Reviewed on Mar 2, 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$276 nightly
The price is $313 total per night from May 27 to May 28
$313 total
May 27 - May 28
Total with taxes and fees
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
$603 nightly
The price is $663 total per night from May 28 to May 29
$663 total
May 28 - May 29
Total with taxes and fees
9.6/10 Exceptional! (383 reviews)
Beautiful property and fantastic room with a water view.
Reviewed on May 7, 2026
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.
Find the Best Woolford Vacation Packages
Woolford Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Bill Burton Fishing Pier State Park, Choptank River Lighthouse and Great Marsh Park |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
