Find hotels in Great Oak Landing, MD from AED 185

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Check Great Oak Landing hotel prices

Tonight
13 Nov - 14 Nov
Tomorrow night
14 Nov - 15 Nov
This weekend
15 Nov - 17 Nov
Next weekend
22 Nov - 24 Nov

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Compare 323 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Lodge at Great Oak Landing
Room
The Lodge at Great Oak Landing
3.5 star property
7.6 out of 10, Good, (45)
"Generally okay, Clean but property could use some upgrade"
The price is AED 369
AED 410 total
includes taxes & fees
18 Nov - 19 Nov
The Lodge at Great Oak Landing
Comfort Inn & Suites Chestertown
Exterior
Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (725)
"Very clean and comfortable home away from home, and breakfast in the morning, too. Perfect place to stay to enjoy the Sultana Downrigging Festival, just a short drive away. And, Chestertown is a beautiful and friendly town, too!"
The price is AED 392
AED 432 total
includes taxes & fees
12 Dec - 13 Dec
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Exterior
Red Roof Inn & Suites Chestertown
2.0 star property
7.2 out of 10, Good, (319)
"Comfortable room and fair price for the room size. Very clean. Bathroom was nice but had a broken wall mounted hair dryer and the bathroom door did not latch closed so it stayed open about an inch. Front desk was businesslike but not the least bit friendly. There is no breakfast or even coffee offered. You have to go out for breakfast. Excuse was not since Covid. That adds another $20 per couple for breakfast to the room price."
The price is AED 291
AED 319 total
includes taxes & fees
1 Dec - 2 Dec
Red Roof Inn & Suites Chestertown
Driftwood Inn
Front of property - evening/night
Driftwood Inn
2.0 star property
5.0 out of 10, (167)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"
The price is AED 233
AED 259 total
includes taxes & fees
14 Nov - 15 Nov
Driftwood Inn
Inn at Huntingfield Creek
Property grounds
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 720
AED 799 total
includes taxes & fees
20 Nov - 21 Nov
Inn at Huntingfield Creek
First Floor Studio Apartment in Historic Chestertown
Back Yard
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (73)
"EasyvPeasy place."
The price is AED 360
AED 557 total
includes taxes & fees
14 Nov - 15 Nov
First Floor Studio Apartment in Historic Chestertown
Mariners Motel
Room
Mariners Motel
2.0 star property
9.4 out of 10, Exceptional, (88)
"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 528
AED 586 total
includes taxes & fees
14 Nov - 15 Nov
Mariners Motel
BAYSIDE BUNGALOW
Exterior detail
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (33)
"The bay cottage's porch was a perfect spot to enjoy a bottle of wine and snacks provided by the thoughtful hosts. Clever decor , furnishings, and sauna made our stay special and warm. Had crab dinner viewing sunset over the bay at dockside suggested by hosts. we hope to return. "
The price is AED 643
AED 997 total
includes taxes & fees
14 Nov - 15 Nov
BAYSIDE BUNGALOW
Waterfront Retreat with Private Dock and Beach
Private Dock
Waterfront Retreat with Private Dock and Beach
10.0 out of 10, Exceptional, (17)
"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 1,144 total
includes taxes & fees
14 Nov - 15 Nov
Waterfront Retreat with Private Dock and Beach
Bayside Cottage steps from Rock Hall Harbor
Exterior
Bayside Cottage steps from Rock Hall Harbor
10.0 out of 10, Exceptional, (2)
"Thank you - towels hanging bathroom. Outside trash can was full when we got there. We took our trash with us. thank you - MBVK"
Bayside Cottage steps from Rock Hall Harbor
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Welcome to Sharp Street Apartment!
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!
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Exterior
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10.0 out of 10, Exceptional, (30)
"We had my daughter's wedding at this beautiful villa. The views were absolutely amazing! The house is very spacious and accommodated our family. The sunsets were spectacular. Everyone enjoyed the pool, hot tub, and all the other activities this house had to offer"
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
20982 Bayside Ave, across from town dock, close to harbor and restaurants
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
9.8 out of 10, Exceptional, (60)
"Great place near the marina. Kitchen was well equipped for cooking our own meals. Nice recent updates to the bathroom and kitchen. Covered porch out back is also quite nice. We enjoyed our stay and would gladly return to this house!"
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Front Porch
Circa 1900 Home in the Heart of Historic Downtown Chestertown
10.0 out of 10, Exceptional, (63)
"We enjoyed everything about the property."
Circa 1900 Home in the Heart of Historic Downtown Chestertown
River Cottage, Chestertown
River Cottage, Chestertown
2.0 star property
River Cottage, Chestertown
Serene Waterfront Cottage with dock and gorgeous views.
From your private pier
Serene Waterfront Cottage with dock and gorgeous views.
9.6 out of 10, Exceptional, (37)
"Love this place. It was perfect for us. Rooms are spacious. "
Serene Waterfront Cottage with dock and gorgeous views.
RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING
Living area
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
Peaceful getaway convenient to local amenities including beach, boating & food
Cottage In Town
Peaceful getaway convenient to local amenities including beach, boating & food
9.8 out of 10, Exceptional, (109)
"We were in town for the local triathlon and had a great stay! My kids (3&4) and I were able to walk to the finish line from the location. The house was clean and large enough that we were all comfortable. If you have kids, it’s across the street from a cool boat playground. Diane was very responsive to my questions and provided plenty of towels, blankets, etc. Overall, a great stay! "
Peaceful getaway convenient to local amenities including beach, boating & food
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Betterton Beachhouse - historic Buena Vista, overlooking the Chesapeake Bay
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.6 out of 10, Exceptional, (35)
"This house had the most amazing views and was clean and tidy. It was perfect for us and the dogs. The yard was clean and mowed and provided plenty of room for frisbee play which is part of my german shepherd's job. The kitchen was very adequate for our needs! As expected, the upstairs bedrooms were "historic" and the staircase was steep also "historic". The showers were perfect. We had a great visit and would love to come back here!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
Outdoor seating area just off the kitchen.
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
10.0 out of 10, Exceptional, (5)
"My friend and I wanted to meet up part way between our two cities, and when we decided on the Chesapeake Bay, Rock Hall seemed a good option, and we were right! What a great little town, and the house was just perfect for us. She brought her two little ones (6 and 2), and I was on my own. I think with just 1 bathroom, many more than that would really not be ideal. The whole stay was great, we both agreed we'd love to come back again. The only hiccup (and I am sure it will be fixed), was that...
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
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.
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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 La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh and Best Western Plus Hotel & Conference Center. 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 located near Rock Hall, REMODEDLED and ENLARGED for 16: This vacation home rental near Great Oak Landing is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the arcade game room in this rental home to help you unwind. 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 323 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.