Great Oak Landing Holidays

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    Save up to £335 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

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

Top hotels in Great Oak Landing

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 refundableReserve now, pay when you stay
The price is £109 per night from 12 Aug to 13 Aug
£109
12 Aug - 13 Aug
includes taxes & fees
8/10 Very Good! (58 reviews)
Great staff
"Staff was very helpful in dealing with some confusion at check in. Every on went above and beyond to deal with the situation and was very welcoming during the process."

Reviewed on 28 Jul 2025

The Lodge at Great Oak Landing
Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A

2.5 out of 5
2112a Emmorton Park Road, Edgewood, MD
Fully refundableReserve now, pay when you stay
The price is £46 per night from 17 Aug to 18 Aug
£46
17 Aug - 18 Aug
includes taxes & fees
7.2/10 Good! (1,010 reviews)
"Room was spacious and clean. Front Desk staff both checking in and checking out was unfriendly. Hotel was quiet."

Reviewed on 6 Aug 2025

Quality Inn & Suites Bel Air I-95 Exit 77A
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 £68 per night from 1 Sept to 2 Sept
£68
1 Sept - 2 Sept
includes taxes & fees
7/10 Good! (1,002 reviews)
"Stay often due to the cost and location but the staff is unprofessional"

Reviewed on 7 Aug 2025

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
See all 353 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Great Oak Landing travel package cost?
Our Great Oak Landing packages, which start from just , are an awesome way to save. Pick your favourite hotels, flights and more to create your dream escape.
If I'm not able to travel, can I cancel my Great Oak Landing travel package?
Certainly, and we're here to help. You may be able to change or cancel your Great Oak Landing travel package for free within 24 hours of booking. But you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, visit our Customer Service Portal for more information.
How do I get a cheap travel package to Great Oak Landing?
Our Great Oak Landing travel packages promise plenty of savings for the savvy traveller. For the best deals, simply combine your hotel, flights and extras (including activities) into a convenient package. But bargain prices are just the beginning of your next amazing adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotel options globally to choose from. No matter your budget or style, there's a travel package to suit you.
Does Expedia offer Book Now, Pay Later Great Oak Landing holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a dream getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you want to jump on an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

What are the top hotels in Great Oak Landing?
Get your trip off to a flying start by booking a stay at Comfort Inn & Suites Chestertown. It's one of most popular properties in Great Oak Landing. Another top option is Red Roof Inn & Suites Chestertown.
How far in advance should I book my Great Oak Landing holiday?
It's tricky picking the best time for airfares, but we generally suggest the earlier, the better. Many international flights on Expedia become available to compare up to a year in advance. If you're booking at the last minute, don't worry. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Great Oak Landing travel package include?
Travel packages include rental cars, hotels and flights, but you can combine any of them to create your ideal Great Oak Landing holiday. You can also add on activities and experiences once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a Great Oak Landing travel package?
Booking all the parts of your trip together is a terrific way to save. Combine your car rentals, airfares and hotels into a neat package. But it's not just hotels. Expedia has all sorts of properties, including holiday rentals like beachfront villas and short-term homes. Your choices are almost endless!
Can I choose my airline with a Great Oak Landing Expedia travel package?
Yes, you sure can. We offer more than 550 airline partners all over the world, so pick the carrier that suits your budget and travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.