Bed and Breakfast in Chestertown, MD

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7 nights
2
1
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Chestertown, MD bed and breakfast
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Chestertown, MD Bed and breakfast: no available offers. Here are other great options for your stay!

Lovely Home In Chestertown -  Free Ev Charging For Guests - Chestertown, MD
10 29 reviews

Lovely Home In Chestertown - Free Ev Charging For Guests

apartment, Kingstown
This Chestertown holiday home is situated within a 2.4km walk of Kingstown Park, the Historical Society of Kent County Maryland, and the Garfield Center for the Arts, with Washington College and River Arts Chestertown also within 1.6km.
The 134 square metre property boasts three bedrooms, three bathrooms, sleeps six guests, and includes a fully equipped kitchen, free Wi-Fi, a private patio, and is within walking distance of several attractions.
Pet-friendly Home On Chester River W/ Dock! - Chestertown, MD
9.4 25 reviews

Pet-friendly Home On Chester River W/ Dock!

apartment, Kingstown
This Chestertown holiday home, located less than 1.6km from Kings Town Park and under 3.2km from the Garfield Centre for the Arts and Wilmer Park, offers convenient access to Kingstown's cultural attractions.
The 300 square metre property boasts a spacious layout with four bedrooms, five bathrooms, and ample room for up to fourteen guests, featuring a private pool, fully equipped kitchen, and outdoor amenities including a terrace and garden.
Waterfront Historic District 1br Apartment - Chestertown, MD
10 147 reviews

Waterfront Historic District 1br Apartment

resort, Chestertown
This Chestertown apartment, located in the historic district, offers a riverfront position on the Chester River, within easy walking distance of the town's attractions.
The third-floor flat boasts a king-size bed, a well-equipped kitchen including a four-burner range and oven, a private rooftop deck with Chester River views, and complimentary access to kayaks/canoes, accommodating up to two guests.
Lovely Home In Chestertown With Free Ev Charging - Chestertown, MD
10 95 reviews

Lovely Home In Chestertown With Free Ev Charging

apartment, Kingstown
This apartment is located just a block from the waterfront in Kingstown, within walking distance of shops, galleries, and restaurants, offering a peaceful retreat in a quiet area of Chestertown. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This home, a charmingly renovated "American Four Square" style house, can accommodate up to seven guests and offers full use of the first and second floors. The property features a fully equipped kitchen, comfortable bedrooms with high-quality mattresses, air conditioning, a garden, parking, and internet access.

Frequently asked questions about bed and breakfast in Chestertown, MD

  • What are the must-see sights for first-time visitors on a day trip to Chestertown, MD region?

    For a first-time visit, you'll want to see the historic downtown area, with its charming shops and restaurants. The Chestertown Riverwalk is a lovely spot to stroll and take in the scenery. You can also visit the beautiful campus of Washington College, founded in 1783.
  • What are the best bed and breakfasts in Chestertown, MD?

    Among the B&Bs in Chestertown, MD, Piney Grove Farm, Private Room W/bath: Walk To Washington College and Brampton 1860 are the most popular ones.

  • What weather can travelers expect when exploring nature in Chestertown, MD?

    Chestertown has four distinct seasons. Summers are warm and humid, with temperatures averaging around 25 degrees Celsius. Winters are mild, with average temperatures around 5 degrees Celsius. Spring and autumn are beautiful, with mild temperatures and vibrant foliage.
  • What are the best bed and breakfasts with a pool in Chestertown, MD?

    The best B&B with a pool in Chestertown, MD is Piney Grove Farm.

  • What outdoor activities can visitors enjoy in and around Chestertown, MD?

    Chestertown is a great place to enjoy the outdoors. You can go kayaking or canoeing on the Chester River, hike or bike on the Chestertown Greenway, or visit the nearby Eastern Neck National Wildlife Refuge for birdwatching.
  • What are the best bed and breakfasts for families and kids in Chestertown, MD?

    The best B&B for families and kids in Chestertown, MD is Private Room W/bath: Walk To Washington College.

  • What local breakfast specialties can you enjoy in Chestertown, MD region?

    Chestertown is known for its delicious local breakfast options. Try the famous 'Chesapeake Bay Crab Cake Benedict' at the Mainstay Restaurant or enjoy a classic American breakfast at the Chesapeake Inn. You can also find fresh pastries and coffee at the local bakery, The Coffee Cup.
  • What are the best pet friendly bed and breakfasts in Chestertown, MD?

    The best pet friendly B&B in Chestertown, MD is Piney Grove Farm.

  • What are the best bed and breakfasts with parking in Chestertown, MD?

    Piney Grove Farm, Private Room W/bath: Walk To Washington College and Brampton 1860 are the best B&Bs with parking in Chestertown, MD.

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