Find Romantic Hotels in Great Oak Landing, MD from $125

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Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Top Great Oak Landing Romantic Hotels

Our top choices for Great Oak Landing romantic hotels

Best Western Plus Hotel & Conference Center
Lobby

Best Western Plus Hotel & Conference Center

2.5 star property
7.8 out of 10, Good, (1001)
"Nice place nice the people work over there"
$107 nightly
The price is $125
Sep 7 - Sep 8
Total with taxes and fees
Best Western Plus Hotel & Conference Center
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Property grounds

Chesapeake Cottages- 2 Quaint Waterfront Retreats

9.6 out of 10, Exceptional, (22)
"Excellent Property"
$583 nightly
The price is $665
Sep 1 - Sep 2
Total with taxes and fees
Chesapeake Cottages- 2 Quaint Waterfront Retreats
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.

Top Great Oak Landing Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Great Oak Landing?
If you and your partner need some romantic time away, we've got just the thing. If you want to see some sights and attractions in the greater Great Oak Landing area, you might head to Historical Society of Kent County Maryland, Waterman's Museum, or The Mainstay. If you're interested in staying close to a particular destination, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Great Oak Landing?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures 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.
What is there to do in Great Oak Landing?
There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all that Great Oak Landing has to offer. There's plenty to see in the greater Chestertown area, so you might plan to visit Historical Society of Kent County Maryland, Waterman's Museum, or The Mainstay.
What's the best way to get to Great Oak Landing and around town during my romantic getaway?
These transportation options in Great Oak Landing might help your romantic trip go off without a hitch: The closest major airport is Baltimore, MD (MTN-Martin State), located 12.5 mi (20.2 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.

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