Great Oak Landing Vacation Packages
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Top Great Oak Landing Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Comfort Suites Ocean City West
West Ocean City
CA $934
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.4/10 Very good! (1,001 reviews)
Our room was very clean, and my son enjoyed the pool. Unfortunately, we were very disappointed in the lack of Wi-Fi service, which resulted in us being unable to use our devices or TV streaming services in our room. When we asked one person at the desk, he said that it was our device, not the Wi-Fi. But when we asked a second person, he said it was a Wi-Fi issue.
In addition, my wife was unable to use the fitness center during our stay Because more than one fitness machine needed repair.
Overall, our stay was OK, but far from perfect.
Reviewed on Sep 2, 2026
The Shore House
West Ocean City
CA $1,876
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
6.6/10 (766 reviews)
Only difficulty was that AI checked us in and if you get there after 11:30pm you can’t check in. I feel like that is something they should warn you about. But it was great for the price.
Reviewed on Sep 2, 2026
Princess Royale Oceanfront Resort
North Ocean City
CA $1,008
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.8/10 Excellent! (2,727 reviews)
Easy access to pool and food. Kids and adults liked it! Will definitely stay here again.
Reviewed on Sep 2, 2026
Ready to book your vacation to Great Oak Landing?
Great Oak Landing Hotel Deals
The Lodge at Great Oak Landing
22170 Great Oak Landing Rd Chestertown MD
Fully refundable
CA $150
CA $171 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very good! (105 reviews)
"Gem of a local place on the water. The rooms are big and the beds are soooo comfy. The pool is cute and the beach has bands on weekends. There are gas grills and a decent restaurant. It's not fancy (for fancy stay at the manor next door). But it's not corporate either. It's authentic, peaceful and ..."
Reviewed on Aug 30, 2026
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct Rosedale MD
Fully refundableReserve now, pay when you stay
CA $99
CA $114 total
Sep 6 - Sep 7
includes taxes & fees
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street Baltimore MD
Fully refundableReserve now, pay when you stay
CA $148
CA $174 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very good! (1,001 reviews)
"My visit was great I have no complaints also the complimentary breakfast was really good alot of options and great food choices in also liked the fact that check out time was at 12 noon I'll definitely stay next time I visit the area thank you"
Reviewed on Sep 1, 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.
Frequently asked questions
How much does a Great Oak Landing vacation package cost?
Offering great value package deals from CA $934 on Expedia, you'll be thrilled with how little a vacation to Great Oak Landing costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Great Oak Landing?
To pick up cheap Great Oak Landing vacation packages, plan your trip outside of busy periods like public holidays and major festivals. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for Great Oak Landing?
With a well-organized travel plan, you can easily hit the top Great Oak Landing attractions in a few days. But if you'd like to discover lesser-known spots or go on day trips, think about booking your Great Oak Landing vacation for longer.
How to find the best Great Oak Landing package deals?
Begin your search for a Great Oak Landing package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Great Oak Landing package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Great Oak Landing getaway off to a flying start.
Is it cheaper to book a Great Oak Landing vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights separately. Better still, you can customize your Great Oak Landing getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Great Oak Landing?
If you've got your Great Oak Landing travel dates confirmed, book as early as you can to bag some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Great Oak Landing?
- Choose when to get away: Check your schedule and get packing. Your favourite time of year and the activities on offer will also help you decide when to escape to Great Oak Landing.
- Set a budget: Consider costs such as flights, transportation and food when calculating how much to put aside for your trip to Great Oak Landing. Then, pick a hotel that fits your budget, whether that's a low-cost option or a more luxurious getaway.
- Work out your trip length: Consider how much time you want to spend exploring Great Oak Landing. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Great Oak Landing vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
