Bed and Breakfast in Chestertown, MD

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7 nights
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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!

Bright, New Apartment In The Heart Of Chestertown - Chestertown, MD
10 143 reviews

Bright, New Apartment In The Heart Of Chestertown

apartment, Chestertown
This Chestertown apartment is located on the second floor of a historic building on the main street, just a short walk from shops, restaurants, and the waterfront. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment is spacious and can accommodate up to four guests. It is equipped with a fully fitted kitchen, a washing machine and dryer, and a Smart TV, as well as high-speed Wi-Fi and off-street parking for one car.
Waterfront Retreat With Private Dock And Beach - Chestertown, MD
10 27 reviews

Waterfront Retreat With Private Dock And Beach

apartment, Butlertown
This one-bedroom flat is located in Worton, a peaceful rural area just 13 kilometres from Betterton Beach and 28 kilometres from Rolphs Wharf Marina. It has received excellent user ratings, making it a popular choice for travellers.
The flat can accommodate up to four guests and features a fully equipped kitchen, a comfortable living area, and a bathroom with a hairdryer and towels. Guests can enjoy access to a fire pit, barbecue facilities, free Wi-Fi, and a smart TV, as well as nearby laundry facilities and opportunities for nature walks and birdwatching.
The Portside Manor - Queen Street Chestertown - Chestertown, MD
10 12 reviews

The Portside Manor - Queen Street Chestertown

apartment, Chestertown
This three-bedroom apartment is located on the third floor of Portside Manor, offering a peaceful retreat within easy walking distance of Chestertown's bustling waterfront. The apartment has received excellent ratings for cleanliness, location, and overall experience, making it a great choice for travellers looking for a comfortable and convenient stay.
The apartment is spacious and comfortably accommodates up to eight guests, with three bedrooms and three bathrooms. Guests can enjoy a well-equipped kitchen, designated lounge areas with streaming TV, and a cosy gas fireplace for chilly evenings.
2 Beds, 2.5 Baths - Perfect Downtown Location - Chestertown, MD
10 124 reviews

2 Beds, 2.5 Baths - Perfect Downtown Location

apartment, Chestertown
This charming apartment is situated in the heart of historic Chestertown, just a short walk from the town's shops, restaurants and Washington College. It has received excellent ratings for its location, cleanliness and overall user experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It is well-equipped with modern amenities, including a fully fitted kitchen, high-speed internet, air conditioning, a private garden and parking.

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 day trip, you'll want to visit the historic Chestertown waterfront, with its charming shops and restaurants. The beautiful campus of Washington College is definitely worth a stroll, and the Chesapeake Bay Maritime Museum is a great place to learn about the region's nautical heritage.
  • 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 a humid subtropical climate, so you can expect warm, humid summers and mild, wet winters. Spring and autumn are lovely times to be outdoors, with temperatures ranging from 10 to 25 degrees Celsius. You'll want to pack layers, as the weather can change quickly.
  • 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 get outdoors! You can enjoy kayaking or canoeing on the Chester River, explore the scenic trails at the Chestertown Riverwalk, or visit the nearby Elk Neck State Forest for hiking and camping.
  • 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 famous cities can be easily accessed from Chestertown, MD?

    Chestertown is about a 1.5-hour drive from Baltimore and a 2-hour drive from Philadelphia, making it easy to combine a visit with exploring those cities.
  • 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 local breakfast specialties can you enjoy in Chestertown, MD region?

    For a true taste of Chestertown, start your day with a local favourite: a Chesapeake Bay crab cake Benedict. Many restaurants in town offer this unique dish, and it's sure to satisfy your appetite.
  • 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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