As local travel experts, we know what travelers are looking for when it comes to finding the perfect accommodations for their next trip. To compile our lists, we scour the internet to find properties with excellent ratings and reviews, desirable amenities, nearby attractions, and that something special that makes a destination worthy of traveling for.

In need of a romantic getaway? It doesn’t get any more charming than the following bed and breakfast in Maryland. Head here for cozy accommodations, including a fireplace right in your room! Sounds perfect for a chilly weekend. Read on to learn more and then consider planning your stay today.

You'll find Great Oak Manor at 10568 Cliff Rd in Chestertown, Maryland.
Google Maps
This bed and breakfast is home to twelve cozy guestrooms, plus a carriage house, and so much more.
TripAdvisor / management
Here's a look at one of the rooms, which is known as the Marmaduke Room. Most of the rooms have fireplaces, making for a cozy getaway during a chilly weekend.
greatoakmd.com
And here's a look at the Carriage House. While most rooms can sleep two people, the Carriage House can sleep up to six!
greatoakmd.com
The Carriage House also features plenty of room to spread out, plus a full kitchen, and beautiful bay views.
greatoakmd.com

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And speaking of water views, Great Oak Manor is perfectly situated right next to the water, making for a lovely evening stroll...
Facebook / Great Oak Manor
...or a great place to sit and soak in the scenery. Get a fire rolling and enjoy the chill vibes.
Facebook / Great Oak Manor
Guests also have access to a private beach...
TripAdvisor / management
...and use of the onsite bicycles and kayaks. This particular pair decided to take a Christmas morning paddle!
Facebook / Great Oak Manor
And of course, it wouldn't be a bed and breakfast without... breakfast. Start your morning with some of the tastiest homemade food around. The granola is a fan favorite!
TripAdvisor / Gennarose
Learn more about Great Oak Manor by visiting the website (and Facebook page) linked below. Romance and a whole lot of comfort awaits.
Facebook / Great Oak Manor

For more information about Great Oak Manor and to check availability, visit the website. You can also follow the official Facebook page by clicking here.

For another great place to stay, click on: There’s A Themed Hotel In Maryland You’ll Absolutely Love. The rooms are based on literary couples! 

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Great Oak Manor, 10568 Cliff Rd, Chestertown, MD 21620, USA