Great Oak Landing Vacations from $696
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The Latest Great Oak Landing vacation packages
Price found within the past 48 hours. Click for updated prices.
Fenwick Shores, Tapestry Collection by Hilton
Save 100% on your flight
Price was $1,410, price is now $1,059 per person
$1,059
per person
Jul 13 - Jul 17
found 12 hours ago
Roundtrip flight included
New York (LGA) to Salisbury (SBY)
9.6/10 Exceptional! (757 reviews)
We loved loved loved the property, the staff, especially Stacey, who prepared our breakfast, The amenities were amazing. The bed and shower were extra cozy. It was super quiet. We felt relaxed, cared for, and the location was awesome for traveling to either Rehoboth or Ocean City. We will be definitely booking again. Thank you for an enjoyable and relaxing vacation!
Reviewed on May 22, 2026
The Americana Hotel
Downtown Ocean City
Price was $2,064, price is now $1,562 per person
$1,562
per person
Aug 13 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
8.6/10 Excellent! (1,196 reviews)
El hotel estaba muy limpio solo algunos detalles que se pueden arreglar como el techo del baño pero de los d3mas muy limpio y buena ubicación!!
Reviewed on May 25, 2026
Ocean 1 Hotel and Suites
Downtown Ocean City
Price was $2,026, price is now $1,562 per person
$1,562
per person
Aug 13 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
8.2/10 Very Good! (720 reviews)
Clean room. Nice staff, great location on the boardwalk.
Reviewed on May 13, 2026
Bay Club Resort by Coolvacay
Midtown Ocean City
Price was $2,851, price is now $2,213 per person
$2,213
per person
Aug 13 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
8.4/10 Very Good! (39 reviews)
I loved the dock and the gorgeous sunsets .
Reviewed on Sep 7, 2025
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Washington College
4/5(13 reviews)
Take a campus tour or just explore the area of Washington College, during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Rolphs Wharf Marina
Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.
River Arts Chestertown
Explore the campus of River Arts Chestertown, during your travels in Chestertown. Take in the festivals in this family-friendly area.
Great Oak Landing Hotel Deals
The Lodge at Great Oak Landing
22170 Great Oak Landing Rd Chestertown MD
Fully refundable
$132 nightly
The price is $147 total per night from Jun 7 to Jun 8
$147 total
Jun 7 - Jun 8
Total with taxes and fees
8/10 Very Good! (82 reviews)
"Peaceful and beautiful location. Such a relaxing spot. Very clean throughout the whole property. Staff very pleasant and attentive. Would stay here again"
Reviewed on May 18, 2026
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct Rosedale MD
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $86 total per night from May 31 to Jun 1
$86 total
May 31 - Jun 1
Total with taxes and fees
7/10 Good! (1,206 reviews)
"The elevator wasn’t working. I’m disabled and my room was on the 3rd floor. The lobby smells terrible. Idk if it was the staffs body odor or what. Terrible. Smell. Rest of the hotel and room smelled fresh but heavily masked by spray and product but ok. Breakfast area smelled like mold and waffles. ..."
Reviewed on May 24, 2026
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street Baltimore MD
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $125 total per night from May 31 to Jun 1
$125 total
May 31 - Jun 1
Total with taxes and fees
7.8/10 Good! (1,004 reviews)
"I couldn't connect to the Internet. I stayed 2 prior stays and couldn't connect as well. It isn't my computer either. Had to use hotspot from my phone to do business."
Reviewed on May 22, 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 Great Oak Landing Vacation Packages
Great Oak Landing Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Baltimore Washington Intl. Thurgood Marshall Airport (BWI) |
Top Sights | Historical Society of Kent County Maryland, Garfield Center for the Arts at the Prince Theater and Washington College |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.