Great Oak Landing Travel Guide

Tourist Guide

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 out of 5
22170 Great Oak Landing Rd, Chestertown, MD
The price is AU$218 per night from 24 July to 25 July
AU$218
24 July - 25 July
includes taxes & fees
Stay at this 3.5-star beach lodge in Chestertown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pooles Island Light and Kinnairds Point ...
7.8/10 Good! (55 reviews)
Getaway
"We love this place….awesome pool,and free golf….couldn’t ask for more 😃"

Reviewed on 15 Jul. 2025

The Lodge at Great Oak Landing
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
The price is AU$106 per night from 17 Aug to 18 Aug
AU$106
17 Aug - 18 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Edgewood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,005 reviews)
Budget friendly
"Solo dad on vacation, just looking for a good night's sleep on budget. Quality Inn came through for a very pleasant stay. Great A/C that was quiet, clean, spacious, actually had electrical outlets for my laptop and accessories. Nice water pressure for shower, adjacent parking, first floor so no stairs. ..."

Reviewed on 15 Jul. 2025

Quality Inn & Suites Bel Air I-95 Exit 77A
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
The price is AU$128 per night from 27 July to 28 July
AU$128
27 July - 28 July
includes taxes & fees
Stay at this 3-star hotel in Edgewood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8/10 Very Good! (1,004 reviews)
We Stay Here About 2x A Month
"This trip we werent able to check in until about 9pm, which means we werent able to get our regular room. In the room we were assigned, the air conditioner kept cutting out and the shower wouldnt turn all the way off, so the water ran the entire time we were there."

Reviewed on 14 Jul. 2025

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
See all 355 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.
The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina

Pasadena
Stay at this cottage in Pasadena. Enjoy free WiFi, a garden, and balconies or patios. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (296 reviews)
"Our 2nd time at Herons nest and it was just awesome. The kids loved the storybook look of the bedroom attic and i loved the comfy bed!!A great playground and area to play...water view with 2 bald eagles, a Heron and lots of ducks and geese!The pool was awesome and only 4' at the high part. Opening ..."

Reviewed on 17 Jul. 2025

The Heron's Nest at Atlantic Marina
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat

Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat

Pasadena
Stay at this apartment in Pasadena. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Fort Smallwood Park and Compass Pointe ...
9.6/10 Exceptional! (56 reviews)
"With 6 of us Osprey Landing had the extra room that Herons Nest lacked. We rented both for 7 people...3 adults and 4 kids under 12.Everything was clean, tidy and the games were great.Pool was fun and we used the firepit for smores!!! The playground just outside was great to get the kids outside and ..."

Reviewed on 17 Jul. 2025

Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Pasadena
Book a stay at this beach vacation home in Pasadena. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Downs Park Dog Beach and Fort Smallwood ...
9.2/10 Wonderful! (76 reviews)
Family gathering
"This property was a great place for a family to all relax together, play games, and enjoy the water!"

Reviewed on 24 Jun. 2025

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
See all 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.

Popular places to visit

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.

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

River Arts Chestertown

Enjoy the student vibe when you visit River Arts Chestertown during your trip to Chestertown. Take in the festivals in this family-friendly area.

River Arts Chestertown

Historical Society of Kent County Maryland

You can spend an afternoon browsing the exhibits at Historical Society of Kent County Maryland during your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

Historical Society of Kent County Maryland

Wilmer Park

Wilmer Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's riverfront or experience its festivals.

Wilmer Park

Chestertown Dog Park

Chestertown Dog Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Experience the area's festivals and art scene.

Chestertown Dog Park