Deals on vacations and trips to Great Oak Landing

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Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
per person
Sep 20 - Sep 24
found 11 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Free self parking, laundry facilities, and free newspapers are also on offer.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
per person
Aug 9 - Aug 14
found 6 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
This hotel features free self parking and express check-in. Express check-out is also provided.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Sep 6 - Sep 11
found 6 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
This hotel features 4 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
per person
Aug 1 - Aug 4
found 3 hours ago
Roundtrip flight included
Flint (FNT) to Salisbury (SBY)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. Dry cleaning is also provided.
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
North Ocean City
per person
Aug 9 - Aug 14
found 6 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
This traditional hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at the beach bar and enjoy perks like free self parking and free WiFi.

Top Great Oak Landing hotels 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
Free Cancellation
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A golf course, a 24-hour gym, and a restaurant are all featured at this smoke-free lodge. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. Enjoy the seasonal outdoor pool and conveniences like a picnic area and laundry facilities.
Pool
Parking included
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
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

2.5 out of 5
5625 O'Donnell Street, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

3 out of 5
2112b Emmorton Park Rd, Edgewood, MD
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Pet friendly
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3 out of 5
5015 Campbell Boulevard, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
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This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the mini golf and barbecue grills. Enjoy the 24-hour gym and perks like free self parking and free WiFi.
Pool
Pet friendly
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
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Parking included
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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.

Popular places to visit

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.

Washington College

Rolphs Wharf Marina

Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.

Rolphs Wharf Marina

Historical Society of Kent County Maryland

You can spend an afternoon exploring the galleries in Historical Society of Kent County Maryland during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

Historical Society of Kent County Maryland

Frequently asked questions

How much are vacation packages to Great Oak Landing?
$451 is all you need to spend for a wonderful vacation in Great Oak Landing. Bundle your flights and hotel into a Travelocity package and watch how the savings start to grow. With such good prices, you'll want to start packing your bags now!
How long should my Great Oak Landing vacation be?
There aren't any hard and fast rules when it comes to how long you should spend in Great Oak Landing, but the majority of travelers stay around 2 nights. Got some flexibility with your travel dates? Extend your escape by an extra night or two. Then you'll have ample time to check out the surrounding areas as well.
Where can I get the best vacation package deals for Great Oak Landing?
No matter your travel style, Travelocity can help you get a great Great Oak Landing package deal. All you need to do is select a combination from our 400 airlines and 1,000,000 worldwide properties.
Why should I book my Great Oak Landing vacation package via Travelocity?
Because we believe in creating stress-free travel experiences. From hotels and flights to car rentals and activities, our packages make traveling a breeze. Our customer care is on hand 24/7 to make sure your needs are taken care of. We also offer a Price Match Guarantee, so you can lock in your getaway knowing you've landed the best deal around. If you find a lower price, we'll match it!
Can I save money on my Great Oak Landing car rental if I book it with hotels and flights?
You certainly can with our Great Oak Landing vacation packages. With one of these, there are loads of ways to make your travel budget go further. Combine any two or more car, flight, hotel and tour bookings and watch your savings start to grow. With your own ride, all the attractions around Great Oak Landing are within your reach.
Where should I stay when visiting Great Oak Landing?
The Great Oak Manor is the number one choice of many travelers. Book as soon as possible to avoid missing out.

Photos of local treasures

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