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Compare 311 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Lodge at Great Oak Landing
3.5 star property
9.0 out of 10, Wonderful, (29)
"The room was very clean and comfortable. No frills but perfect for our overnight stay. The view from the queen bed room was lovely. The waitress at the restaurant was exceptional and the food was delicious and hot. We enjoyed the private beach and the areas to walk around the marina."
The price is AED 474
AED 522 total
includes taxes & fees
30 Sep - 1 Oct
The Lodge at Great Oak Landing
Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (717)
"Clean. Complimentary breakfast every morning. Nice staff."
The price is AED 411
AED 452 total
includes taxes & fees
28 Oct - 29 Oct
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
2.0 star property
7.4 out of 10, Good, (303)
"The bed was very comfortable, staff lovely, room is spacious. There was coffee in the room but none in the lobby. It would be nice to have coffee with cream/milk options."
The price is AED 347
AED 381 total
includes taxes & fees
6 Oct - 7 Oct
Red Roof Inn & Suites Chestertown
Inn at Huntingfield Creek
3.5 star property
10.0 out of 10, Exceptional, (47)
"Wonderful! Quiet and relaxing anniversary! Pool was great, dock is beautiful, room was clean, comfortable and spacious. Water bottles and cookies are such a nice touch. Breakfast was delicious. Amazing property and genuine hosts. Thank you"
The price is AED 884
AED 982 total
includes taxes & fees
29 Sep - 30 Sep
Inn at Huntingfield Creek
Driftwood Inn
2.0 star property
5.0 out of 10, (165)
"It was fine. I have no complaint. I stayed one night.The staff was friendly."
The price is AED 233
AED 259 total
includes taxes & fees
2 Oct - 3 Oct
Driftwood Inn
Mariners Motel
2.0 star property
9.4 out of 10, Exceptional, (87)
"Great location and very well cared for older motel. Updating extremely well done. We enjoyed the complimentary bikes, being so close to the water and the many good restaurants nearby. We will be back!"
The price is AED 570
AED 633 total
includes taxes & fees
8 Oct - 9 Oct
Mariners Motel
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (71)
"Just what we needed for the night! Thank you "
The price is AED 360
AED 557 total
includes taxes & fees
9 Oct - 10 Oct
First Floor Studio Apartment in Historic Chestertown
Waterfront Retreat with Private Dock and Beach
10.0 out of 10, Exceptional, (16)
"This property was exactly what we needed! The apartment was very clean and well maintained making it such a pleasant experience. Even though the property is shared with the owners, they weren’t constantly around or hovering over us allowing us to enjoy our time together. We loved having the dock and availability of the kayaks so we didn’t have to bring us along for the long trip there. We found some small shops and cute little towns along with a wonderful winery all within a short drive from...
The price is AED 643
AED 1,148 total
includes taxes & fees
1 Oct - 2 Oct
Waterfront Retreat with Private Dock and Beach
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (28)
"A perfect location for getting to a wedding in the area. Comfortable, small and cozy and perfect for one or two people."
The price is AED 643
AED 997 total
includes taxes & fees
29 Sep - 30 Sep
BAYSIDE BUNGALOW
RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING
7.4 out of 10, Good, (3)
"About a 10 minute walk to main street, 15-20 to the Marinas. The house is cute, has a nice common room, and the bed was comfy."
RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
10.0 out of 10, Exceptional, (4)
"A great place to chill out and enjoy what Rock Hall has to offer. It’s always great to come back to my childhood town. Rick is a great host and takes really good care of the property! We will be back."
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Bayside Cottage steps from Rock Hall Harbor
10.0 out of 10, Exceptional, (1)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
The price is AED 643
AED 1,332 total
includes taxes & fees
23 Oct - 24 Oct
Bayside Cottage steps from Rock Hall Harbor
River Cottage, Chestertown
2.0 star property
River Cottage, Chestertown
Peaceful getaway convenient to local amenities including beach, boating & food
9.8 out of 10, Exceptional, (108)
"Bay Haven was in a great lication and property mananger was very responsive to al my questions. "
Peaceful getaway convenient to local amenities including beach, boating & food
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
10.0 out of 10, Exceptional, (42)
"Lovely clean place with all the amenities. Large bedrooms and close to all restaurants and beach. Great having the use of bikes during the stay. Will be returning!"
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Serene Waterfront Cottage with dock and gorgeous views.
9.6 out of 10, Exceptional, (36)
"A must book!"
Serene Waterfront Cottage with dock and gorgeous views.
Beach Front Bungalow steps from the Chesapeake Bay located in Rock Hall MD.
2.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was perfect about our stay! Proximity to restaurants, activities, and the neighborhood was quiet and safe for walking and nike riding. The only downside (not Paul's fault) was there were warnings about swimming in the bay. We do not hexperience with the Chesapeake bay so we were surprised. with "
Beach Front Bungalow steps from the Chesapeake Bay located in Rock Hall MD.
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10.0 out of 10, Exceptional, (29)
"Ideal vacation for family of 22. It suited everyone."
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.6 out of 10, Exceptional, (34)
"Debbie was a great communicator and very generous with allowing us to check in early - such a treat! The kitchen is well appointed and we were all impressed with the great bath towels and bed linens. The one thing to point out is that while this is a water front property, I didn't realize from the pictures, that its on a cliff, so you couldn't fish from the front of the property like I was imagining prior to arriving; luckily the walk to the beach was a short one so our kiddos fished from...
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest
10.0 out of 10, Exceptional, (6)
"Beautiful home with all the amenities and more. Host made us feel welcome and provided complete information on the property and surrounding arrs. Exceptionally clean and sanitized."
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest
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Frequently asked questions

Where is the best place for a stay in Great Oak Landing?

The Lodge at Great Oak Landing is one of the top choices for your stay based on our traveler data. This lodge offers a golf course and a restaurant. Two other choices for your stay in the area are Best Western Plus Hotel & Conference Center and La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh. See all available top hotels, or vacation rentals in Great Oak Landing.

What are some of the best vacation home rentals that Great Oak Landing has to offer?

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.: This vacation home rental near Great Oak Landing is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a spa tub so you can immerse yourself in your vacation. See all vacation rentals in Great Oak Landing.

If I need to cancel my hotel reservation in Great Oak Landing, will I receive a refund?

Yes! Most room reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Great Oak Landing.

Where can I learn more about changing or cancelling my trip to Great Oak Landing?

To find more details about changing or cancelling your trip to Great Oak Landing, head over to our customer service page.

What's the best LGBTQ-friendly accommodation in Great Oak Landing?

The Lodge at Great Oak Landing is a top LGBTQ-friendly lodge, and features a golf course and free WiFi.

What's the best hotel for staying near Salisbury - Ocean City Wicomico Regional Airport (SBY)?

Country Inn & Suites by Radisson, Salisbury, MD is one of the top choices for your stay and is a popular 3-star hotel featuring free breakfast and an indoor pool. It's located 2.2 mi (3.6 km) from Salisbury - Ocean City Wicomico Regional Airport. Other options close to the airport include Microtel Inn & Suites by Wyndham Salisbury and Sleep Inn Salisbury.

How is it staying in Great Oak Landing?

Visitors can enjoy all that Great Oak Landing has to offer including its restaurants. Tourists to the city can also enjoy its welcoming locals. There are 310 hotels and other accommodations in the surrounding area. Find out more about Great Oak Landing.

What are the top places to visit in Great Oak Landing?

Places to visit in the wider area include Rock Hall Harbor, Miami Beach, and Gunpowder Falls State Park. You'll also find Betterton Beach and Rolphs Wharf Marina in the area. Check out what more to see and do in Expedia's Great Oak Landing guide.

What's the seasonal weather like in Great Oak Landing?

The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Great Oak Landing is 48 inches.