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Check Great Oak Landing hotel prices

Tonight
11 Jan - 12 Jan
Tomorrow night
12 Jan - 13 Jan
Next weekend
17 Jan - 19 Jan

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Top hotels and accommodation in Great Oak Landing

Comfort Inn & Suites Chestertown
Lobby

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (740)
"We stayed to help my sister move her belongings. The staff was very nice. You can tell the hotel has a little wear and tear. It wasn't terrible and it was clean. It could use a little fixing up."
The price is AU$185
includes taxes & fees
26 Jan - 27 Jan
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking

Red Roof Inn & Suites Chestertown

2.0 star property
7.2 out of 10, Good, (323)
"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 AU$123
includes taxes & fees
19 Jan - 20 Jan
Red Roof Inn & Suites Chestertown
The Lodge at Great Oak Landing
Private beach nearby, sun-loungers, beach volleyball

The Lodge at Great Oak Landing

3.5 star property
7.8 out of 10, Good, (46)
"Generally okay, Clean but property could use some upgrade"
The Lodge at Great Oak Landing
Driftwood Inn
Lobby

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 AU$114
includes taxes & fees
12 Jan - 13 Jan
Driftwood Inn
Inn at Huntingfield Creek
Lake

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (49)
"We had a great stay at this nice inn. It is exactly what we are looking for: a quiet place on the eastern shore surrounded by nature. The cottage (one of seven) is spacious and well appointed. The bed is very comfortable. The tranquility of sitting on the back porch looking at the golden sunset beyond the vast field and tree line!! We took many walks across the 70 plus acre property to the shore and just absorbed the peace and sound of the wind blowing over the water. It’s amazing. The living...
The price is AU$241
includes taxes & fees
13 Jan - 14 Jan
Inn at Huntingfield Creek
Mariners Motel
Outdoor pool

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 AU$258
includes taxes & fees
12 Jan - 13 Jan
Mariners Motel
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (78)
"Very clean, excellent communications,"
The price is AU$258
includes taxes & fees
15 Jan - 16 Jan
First Floor Studio Apartment in Historic Chestertown
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 AU$439
includes taxes & fees
14 Jan - 15 Jan
BAYSIDE BUNGALOW
Waterfront Retreat with Private Dock and Beach
Miscellaneous

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 AU$503
includes taxes & fees
12 Jan - 13 Jan
Waterfront Retreat with Private Dock and Beach
Bayside Cottage steps from Rock Hall Harbor
Fridge, microwave, oven, stovetop

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!
Miscellaneous

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!
River Cottage, Chestertown
Fridge, microwave, oven, stovetop

River Cottage, Chestertown

2.0 star property
River Cottage, Chestertown
Olivia House - 3bd 1bth
Fridge, microwave, oven, stovetop

Olivia House - 3bd 1bth

Olivia House - 3bd 1bth
Pet-friendly Home on Chester River w/ Dock!
Interior

Pet-friendly Home on Chester River w/ Dock!

3.0 star property
Pet-friendly Home on Chester River w/ Dock!
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Interior

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

10.0 out of 10, Exceptional, (32)
"Beautiful home, beautiful property! My family meets up annually and the house fit us perfectly. Plenty of room to spread out and congregate together. The home also provides so much to do with all the amenities! Thanks for the memories "
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
Property grounds

Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

10.0 out of 10, Exceptional, (6)
"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!
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
Beach towels

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
Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD
Aerial view

Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD

10.0 out of 10, Exceptional, (17)
"We really enjoyed our stay in Rock Hall! Perfect house in a great location."
Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD
200 steps to the beach!
Interior

200 steps to the beach!

10.0 out of 10, Exceptional, (85)
"I enjoyed my stay. I've stayed in the house before."
200 steps to the beach!
Beautiful, spacious, quiet waterfront house!
Fridge, microwave, oven, stovetop

Beautiful, spacious, quiet waterfront house!

10.0 out of 10, Exceptional, (47)
"Great view of the water, especially from the hot tub, staring straight out down the dock. "
Beautiful, spacious, quiet waterfront house!
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 to stay in Great Oak Landing?

The Lodge at Great Oak Landing is one of the top choices for your stay based on our traveller data. This lodge offers a golf course and a restaurant. Other good choices for your visit to the area are Best Western Plus Hotel & Conference Center and Quality Inn & Suites Bel Air I-95 Exit 77A. See all available top hotels, or vacation rentals in Great Oak Landing.

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

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.: This holiday home rental outside of Great Oak Landing is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday. 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! You'll find that most hotel reservations are fully refundable if you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Great Oak Landing.

What's the best LGBTQ-friendly place to stay in Great Oak Landing?

The Lodge at Great Oak Landing is a top LGBTQ-friendly lodge, and features a golf course and free WiFi. See all available hotels listed as LGBTQ-friendly in Great Oak Landing.

What are some accommodation options with pools in Great Oak Landing?

Home2 Suites by Hilton Baltimore/White Marsh: 3-star aparthotel located near White Marsh Mall. Features a children's pool, an indoor pool and a snack bar. Best Western Plus Hotel & Conference Center and Fairfield Inn & Suites by Marriott White Marsh are a couple of other choices with an on-site pool. View all hotels with pools in Great Oak Landing.

What is the best spa hotel in Great Oak Landing?

Great Oak Manor is a top spa hotel featuring a private beach and a fitness centre.

How is it to stay 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 335 hotels and other accommodation options in the surrounding area. Find out more about Great Oak Landing.

What is there to see in Great Oak Landing?

Places to visit in the wider area include The Mainstay, Rock Hall Harbor and Miami Beach. You'll also find Gunpowder Falls State Park and Betterton Beach in the area. Take a look at what more there is to see and do in Expedia's Great Oak Landing guide.

What's the weather like in Great Oak Landing?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Great Oak Landing is 1223 mm.