Great Oak Landing, MD

Travel 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
Fully refundableReserve now, pay when you stay
The price is ￥19,346 per night from Jul 14 to Jul 15
￥19,346
￥21,474 total
Jul 14 - Jul 15
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! (53 reviews)
"not super fancy but really well done. comfy beds and a first rate chef. plus great for the boating crowd"

Reviewed on Jun 22, 2025

The Lodge at Great Oak Landing
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 ￥11,640 per night from Aug 11 to Aug 12
￥11,640
￥13,038 total
Aug 11 - Aug 12
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. ...
8.2/10 Very Good! (1,002 reviews)
"Great overall, pleasant staff, rooms are spacious and clean. The entry road has several pot holes"

Reviewed on Jul 9, 2025

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
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 ￥8,706 per night from Aug 12 to Aug 13
￥8,706
￥9,752 total
Aug 12 - Aug 13
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! (1,008 reviews)
"I did not know the pool was closed when I booked or I would not have booked"

Reviewed on Jul 7, 2025

Quality Inn & Suites Bel Air I-95 Exit 77A
See all 353 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! (293 reviews)
Cute place
"Nice place, air conditioning was excellent! Didn't realize pool is closed on Tuesdays and it was 100 that day"

Reviewed on Jul 7, 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! (55 reviews)
Great Spot
"Perfect for the wedding I attended and great place to host a short getaway with my brother and his kids."

Reviewed on Jun 21, 2025

Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Earleville
Stay at this cottage in Earleville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Turkey Point Light and Elk Neck State Park are located ...
9.8/10 Exceptional! (50 reviews)
"Beautiful cozy cottage. Immaculate and with all the ammenities. Very peaceful space for a getaway. We did not get to go to beach as it was rainy all weekend but drove by and it looked like a nice beach. Definitely word sray here again!"

Reviewed on Jun 15, 2025

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
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

4/5(13 reviews)

Take a campus tour or just explore the area of 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

Historical Society of Kent County Maryland

You can spend an afternoon exploring the galleries in Historical Society of Kent County Maryland during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

Historical Society of Kent County Maryland

River Arts Chestertown

Explore the campus of River Arts Chestertown, during your travels in Chestertown. Take in the festivals in this family-friendly area.

River Arts Chestertown

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

Cities near Great Oak Landing

Photo by Assya A

Chestertown