Great Oak Landing Hotels

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Check Great Oak Landing hotel prices

Tonight
May 4 - May 5
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May 5 - May 6
Next weekend
May 10 - May 12

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Top 10 trending Great Oak Landing hotels

Lake
Inn at Huntingfield Creek
3.5 star property
10.0 out of 10, Exceptional, (43)
"Beautiful inn, staff is friendly, beautiful location and friendly dogs but since we were there in the off season the town Rock hall wasn’t very interesting "
The price is €237
per night
5 May - 6 May
Inn at Huntingfield Creek
Fridge, microwave, coffee/tea maker, toaster
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (16)
"We have been coming to Rock Hall for years and have stayed at the cottage the last two times and we have really enjoyed it. We will be back again and we will stay at this cottage again. My husband loves the sauna. Bill and Hannah"
The price is €256
per night
10 May - 11 May
BAYSIDE BUNGALOW
Iron/ironing board, travel cot, free WiFi, bed sheets
Carriage House Hideaway in Middle of Chestertown
10.0 out of 10, Exceptional, (76)
"Two great days in Chestertown"
Carriage House Hideaway in Middle of Chestertown
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Interior
200 steps to the beach!
10.0 out of 10, Exceptional, (73)
"My husband and I love visiting Rock Hall and this was our first time staying at this home. It is very nicely decorated and has all of the necessary amenities. We were so pleased with this stay, this will definitely be on our favorites list"
200 steps to the beach!
Outdoor dining
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
10.0 out of 10, Exceptional, (37)
"This was the perfect landing pad for us and our dog during out 4 night visit. Very clean kitchen and bathrooms, and conveniently located. Well-stocked with all the comforts and conveniences of home. We really loved our meals out at Harbor Shack. We would definitely stay here again!"
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Property grounds
Cute waterfront apartment -- 8 min from the beach!
10.0 out of 10, Exceptional, (5)
"I raced the Waterman's tri and this location was perfect, well equipped, comfortable, clean, easy."
Cute waterfront apartment -- 8 min from the beach!
Beach nearby, sun-loungers, beach towels
Rambling Victorian Beach House on Maryland's Eastern Shore
10.0 out of 10, Exceptional, (13)
"Our group of couples + kids enjoyed our getaway to the Eastern Shore. Betterton was a great home base to visit our alma mater, Washington College, in Chestertown. There, we visited the farmers market and waterfront park & playground with the kids. Back in Betterton, the house fit our group well. Plenty of bedrooms, bathrooms and space for each family. The kids & adults enjoyed spending time lounging in the third floor living room. We were pleased that the house had plenty of games, kids toys,...
Rambling Victorian Beach House on Maryland's Eastern Shore
Exterior
This is truly a Baydream!
10.0 out of 10, Exceptional, (27)
"Close to everything. Cute quiet neighborhood. Well equipped kitchen."
This is truly a Baydream!
Fridge, microwave, stovetop, dishwasher
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 €376
per night
5 May - 6 May
Bayside Cottage steps from Rock Hall Harbor
Beach towels
Charming Chestertown Waterfront Cottage
10.0 out of 10, Exceptional, (58)
"This is a great place to relax. The house had everything we needed and was very comfortable."
Charming Chestertown Waterfront Cottage
Exterior
Cozy, unique, historic registered cottage on the Corsica River!
10.0 out of 10, Exceptional, (4)
"Very nice property. Enjoy the weekend. Would recommend to anyone visiting the Chestertown and Centreville area."
Cozy, unique, historic registered cottage on the Corsica River!
Balcony
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10.0 out of 10, Exceptional, (28)
"I organized a large (15 person) bachelorette weekend at this property in early April. It is an absolutely gorgeous house and the host had a number of thoughtful touches - like extra firewood for the firepit, coffee supplies, and a bottle of bubbly for our bride! The beds were comfortable (even the twins!), which was lucky because one bedroom on the breakdown was not really usable, so a handful of guests relocated to one of the 'kid rooms.' We found Ashleigh very responsive both before and...
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Property grounds
Historic Downtown Garden Oasis with Private Patio
10.0 out of 10, Exceptional, (13)
"The location is wonderful. Very close to all the going on in Chestertown. We could easily walk to restaurants and shops. The unit was very comfortable and the host were exceptionally nice."
Historic Downtown Garden Oasis with Private Patio
Beach nearby, sun-loungers
BEACH WITHOUT THE BUSTLE
10.0 out of 10, Exceptional, (21)
"We needed tranquility after returning from a deployment in the Mideast. All was perfect for my team and I."
BEACH WITHOUT THE BUSTLE
Aerial view
Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD
10.0 out of 10, Exceptional, (14)
"We enjoyed our stay. The home was well stocked and clean and spacious. Perfect for our family"
Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD
Fridge, microwave, oven, stovetop
Beautiful, spacious, quiet waterfront house!
10.0 out of 10, Exceptional, (39)
"We had plenty of room for our family of 8. The weather didn't let us enjoy the outdoor activities and spaces that this house has to offer, which was disappointing, but you can't control Mother Nature! Having grown up in the area, it was fun to get to some of the local spots that have been around for years."
Beautiful, spacious, quiet waterfront house!
Property grounds
First Floor Studio Apartment in Historic Chestertown
9.8 out of 10, Exceptional, (56)
"Thanks so much for accommodating our pre-wedding stay! My son & his groomsman enjoyed their brief but comfortable and quiet stay at your place and I can’t thank you enough for your hospitality! It made all the difference!"
The price is €145
per night
6 May - 7 May
First Floor Studio Apartment in Historic Chestertown
Pool
Waterfront Oasis w/ Private Dock, 3BR/2BA
9.8 out of 10, Exceptional, (19)
"We have our sailboat in a marina close by. Friends came, we all stayed at the house and day sailed. Nice day on the bay and a relaxing evening overlooking the river. Worked great! Beautiful place to kickback. Incredible view of the river. Will do it again!"
Waterfront Oasis w/ Private Dock, 3BR/2BA
Fridge, microwave, oven, stovetop
Newly restored apartment in the heart of Chestertown
9.8 out of 10, Exceptional, (14)
"The location was great. The decor was pretty and all very comfortable"
Newly restored apartment in the heart of Chestertown
Fridge, microwave, dishwasher, coffee/tea maker
Serene Waterfront Cottage with dock and gorgeous views.
9.6 out of 10, Exceptional, (35)
"Nice place with everything I could want. Would stay there again!"
Serene Waterfront Cottage with dock and gorgeous views.
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See all available 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.

More cheap stays in Great Oak Landing

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

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

2112a Emmorton Park Road, Edgewood, MD
The price is €70 per night from May 6 to May 7
€70
per night
6 May - 7 May
7.4/10 Good! (1,002 reviews)

Near an Attraction

Image for Washington College

Washington College

Enjoy the student vibe when you visit Washington College during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

See properties
Washington College

Great Oak Landing hotels information

Number of reviews
5,539
Accommodation
312 hotels
Lowest Price
€70
Highest Price
€376

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 private beach and a golf course. Other good choices for your visit to 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 holiday rentals that Great Oak Landing has to offer?

Stunning Home Steps minutes from Cal Ripken Stadium!!!: This holiday home rental outside Great Oak Landing offers a fireplace, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. 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 private beach 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. In Great Oak Landing, there are 2 hotels and other accommodation options to choose from. Find out more about Great Oak Landing.

What is there to see 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. 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.

Recent Reviews in Great Oak Landing
Expedia verified reviews

Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

5/5 Excellent
"n_a"
A verified traveller stayed at Hilton Garden Inn Baltimore/White Marsh
Posted 2 days ago
Hilton Garden Inn Baltimore/White Marsh