Great Oak Landing Holidays

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Great Oak Landing Holiday

Great Oak Landing Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Historical Society of Kent County Maryland, Garfield Centre for the Arts at the Prince Theatre and Washington College

Our pick of the best Great Oak Landing Hotel Deals

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 out of 5
22170 Great Oak Landing Rd Chestertown MD
Fully refundable
The price is AU$176 per night from 9 Nov to 10 Nov
AU$176
9 Nov - 10 Nov
includes taxes & fees
8/10 Very good! (127 reviews)
"This is a marina, not really a hotel!"

Reviewed on 3 Nov 2026

The Lodge at Great Oak Landing
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

3 out of 5
4 Philadelphia Ct Rosedale MD
Fully refundableReserve now, pay when you stay
The price is AU$108 per night from 8 Nov to 9 Nov
AU$108
8 Nov - 9 Nov
includes taxes & fees
7/10 Good! (1,258 reviews)
"Did not like the location"

Reviewed on 5 Nov 2026

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

2.5 out of 5
5625 O'Donnell Street Baltimore MD
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 3 Dec to 4 Dec
AU$179
3 Dec - 4 Dec
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
"There for work, had a good stay."

Reviewed on 5 Nov 2026

Best Western Plus Hotel & Conference Center
See all 350 properties in Great Oak Landing
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Great Oak Landing holiday package cost?
You'll find cheap prices on Expedia for your Great Oak Landing getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Great Oak Landing costs.
What are the cheapest months to go to Great Oak Landing?
The off-season is the best time to travel to Great Oak Landing if you're on a budget. Another tip for getting cheap Great Oak Landing holiday packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Great Oak Landing?
The ideal length of your Great Oak Landing holiday depends on what you'd like to do and see. Generally, a few days to a week will give you enough time to visit all the major attractions and discover some hidden spots along the way.
How to find the best Great Oak Landing package deals?
Begin your search for a Great Oak Landing package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Great Oak Landing package deal straight away, just switch up 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 escape underway.
Is it cheaper to book a Great Oak Landing holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can tailor your Great Oak Landing escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Great Oak Landing?
If you have your Great Oak Landing travel dates confirmed, book as soon as you can to score some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Great Oak Landing?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Great Oak Landing.
  2. Plan your budget wisely: Besides the cost of your stay, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Great Oak Landing.
  3. Decide how many days away: Start by compiling a list of the activities and sights you want to get to in Great Oak Landing. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Great Oak Landing holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.