Chestertown, Maryland and Surrounding Area - Bed and Breakfast Inns

For over 20 years, Pamela Lanier's Travel Guides have been the savvy travelers' key to great deals on quality, romantic Chestertown, Maryland bed and breakfast lodging and country inns. Search our database of Chestertown B&Bs and you'll find detailed listings, current rates, and special deals for bed and breakfasts in Chestertown, Maryland.

B&B SEARCH

    

Filter Chestertown B&B’s
by Amenity

Bed and Breakfasts in Chestertown - Antiques.      Antiques
Bed and Breakfasts in Chestertown - Architecture.      Architecture
Bed and Breakfasts in Chestertown - Business Services.      Business Services
Bed and Breakfasts in Chestertown - Diet/Vegetarian.      Diet/Vegetarian
Bed and Breakfasts in Chestertown - Education.      Education
Bed and Breakfasts in Chestertown - Family Friendly.      Family Friendly
Bed and Breakfasts in Chestertown - Farm Activities.      Farm Activities
Bed and Breakfasts in Chestertown - Gourmet Food.      Gourmet Food
Bed and Breakfasts in Chestertown - Handicapped Accessible.      Handicapped Accessible
Bed and Breakfasts in Chestertown - Historic Inn.      Historic Inn
Bed and Breakfasts in Chestertown - Spa Services.      Spa Services
Bed and Breakfasts in Chestertown - Outdoor Setting.      Outdoor Setting
Bed and Breakfasts in Chestertown - Pet Friendly.      Pet Friendly
Bed and Breakfasts in Chestertown - Romance.      Romance
Bed and Breakfasts in Chestertown - Smoking Permitted.      Smoking Permitted
Bed and Breakfasts in Chestertown - Jacuzzi/Hot Tub Available.      Jacuzzi/Hot Tub Available
Bed and Breakfasts in Chestertown - Gift Shops.      Gift Shops
Bed and Breakfasts in Chestertown - Weddings/Reunions.      Weddings/Reunions
Bed and Breakfasts in Chestertown - Green.      Green
Bed and Breakfasts in Chestertown - Beach/Shoreline.      Beach/Shoreline
Bed and Breakfasts in Chestertown - Golf.      Golf
Bed and Breakfasts in Chestertown - Historic Sites.      Historic Sites
Bed and Breakfasts in Chestertown - Summer Sports.      Summer Sports
bed and breakfast
  Chestertown, MD Nearby Cities:
bed and breakfastBetterton10.1 mi
bed and breakfastRock Hall10.4 mi
bed and breakfastQueenstown18.7 mi
bed and breakfastHavre de Grace23.1 mi
bed and breakfastChesapeake City23.7 mi
bed and breakfastNorth East27.3 mi
bed and breakfastDover, DE29 mi
bed and breakfastAnnapolis29.1 mi
bed and breakfastBaltimore30.1 mi
bed and breakfastEaston30.6 mi
bed and breakfastElkton30.6 mi
bed and breakfastSt. Michaels30.9 mi
bed and breakfastRoyal Oak34.5 mi
bed and breakfastSherwood36 mi
bed and breakfastOxford37.1 mi
* mileage estimated as the crow flies
bed and breakfast

Chestertown B&B Deals and Specials
Bed and Breakfast Specials in Chestertown - Special Discounts.Special DiscountsBed and Breakfast Specials in Chestertown - Focus on Romance.Focus on Romance 

  Chestertown Maryland, Bed and Breakfasts Map it
The Inn at Mitchell House - Bed and Breakfast

The Inn at Mitchell House

Chestertown, MD


Rooms: 7
With Private Bath: 7
Rates: 109.00- 239.00 USD
visit site bed and breakfast
view listing Bed and Breakfast Favorites
add to favorites Bed and Breakfast Favorites
COMPARE  
Take a step back in time in this 18th-century manor house in a quiet, rural setting. It is located between Chestertown and Rock Hall. Enjoy gardens, ponds and the Chesapeake Bay, a mere 1/2 mile away. This is nature lovers’ paradise.

Great Oak Manor - Bed and Breakfast

Great Oak Manor

Chestertown, MD


Rooms: 11
With Private Bath: 11
Rates: 165.00- 310.00 USD
visit site bed and breakfast
view listing Bed and Breakfast Favorites
add to favorites Bed and Breakfast Favorites
COMPARE  
Come for a romantic getaway to Great Oak where the only honking comes from the geese, where the closest highway is the duck flyway, and where the only traffic you see from your room are the boaters sailing the water of the Chesapeake Bay Waterfront.

Brampton B&B Inn - Bed and Breakfast

Brampton B&B Inn

Chestertown, MD


Rooms: 12
With Private Bath: 12
Rates: 179.00- 399.00 USD
visit site bed and breakfast
view listing Bed and Breakfast Favorites
add to favorites Bed and Breakfast Favorites
COMPARE  
The award-winning Brampton Inn is a romantic Bed and Breakfast located on Maryland’s eastern shore. 25 landscaped acres ideal for those seeking a luxurious and private escape. 1/2 mile outside the historic town of Chestertown.

Favorite B&B or Inn not listed here?

Help us to share this favorite place with your fellow travelers. Click on the button below, fill in the form, and we will do our best to add your recommended B&B or Inn to our listings. Thank you for sharing.

This div is a fix for a problem with the html. This text can not be seen on screen.



pamela lanier pamela lanier lanier travelguides elegant small hotels family travel guides golf resorts condo vacations