Chestertown, MD Bed and Breakfasts at the Best Price

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

Chestertown, MD

2 5

273 €/nighttotal: 1911 € (7 )

Waterfront Private Dock Boat Tie-up & Near Town

house - Rock Hall

This waterfront holiday home in Rock Hall provides direct access to the water via a private dock and is located a short distance from the town centre.
This spacious property offers five bedrooms, three bathrooms, and accommodates up to 22 guests, featuring a fully equipped kitchen, air conditioning, a garden with barbecue facilities, and complimentary bicycles, with parking available on site.

9.9 27 reviews

Chestertown, MD

2 2

339 €/nighttotal: 2712 € (8 )

Quiet, Shabby-chic Home In Downtown Chestertown

apartment - Chestertown

This charming house is situated in the heart of Chestertown, just 0.4 kilometres from Washington College and 0.6 kilometres from the waterfront, offering easy access to the town's attractions. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The house provides guests with access to the entire property, comfortably accommodating up to four guests. This spacious home features a fully equipped kitchen, a private garden, a fitness centre, and parking, ensuring a comfortable and enjoyable stay.

10 25 reviews

Chestertown, MD

2 4

409 €/nighttotal: 2863 € (7 )

Beautiful Home & Short Walk To Beach, Restaurants, And Marinas In Rock Hall, Md

apartment - Rock Hall

This family-friendly house is located just a short walk from Ferry Park and Waterman’s Museum, making it ideal for exploring the attractions of Rock Hall. It has received excellent user ratings, indicating a high level of satisfaction among previous guests.
The spacious property boasts four bedrooms and two bathrooms, providing ample space for up to 10 guests. Enjoy the convenience of a fully equipped kitchen, a private garden, and a balcony, perfect for relaxing and enjoying the beautiful surroundings.

10 18 reviews

Chestertown, MD

2 2

188 €/nighttotal: 1504 € (8 )

Walk To Historic Chestertown: Dog-friendly Retreat

apartment - Chestertown

This Chestertown property, a two-bedroom, two-bathroom flat, is located near historic streets and the Chester River, offering convenient access to downtown attractions, including art galleries, and Wilmer Park, all within 1 kilometre of the accommodation.
This pet-friendly apartment accommodates up to six guests and features a well-equipped kitchen with a Cuisinart dual coffee maker, air conditioning, a fireplace, a fenced garden with a furnished deck, and off-street 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 check out the historic Chestertown waterfront. The charming shops and restaurants along High Street are a must, and you can't miss the beautiful colonial architecture of the Washington College campus. A short walk from the waterfront is the historic Wilmer Park, a lovely green space perfect for a picnic.
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°C. Winters are mild, with average temperatures around 5°C, but it can get chilly with the wind. Spring and autumn are beautiful, with mild temperatures and stunning 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 for outdoor activities. You can enjoy hiking and biking on the Chester River Trail, kayaking or canoeing on the Chester River, or fishing from the banks of the river. There's also the beautiful Wilmer Park, perfect for a stroll or a picnic.
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 a great base for exploring the Eastern Shore of Maryland. Baltimore, with its vibrant Inner Harbor and historic Fells Point, is about a 90-minute drive. Washington D.C., with its world-class museums and monuments, is about a two-hour drive. And if you're looking for a beach getaway, Ocean City is about a two-hour drive.
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?
Start your day with a classic Chesapeake Bay breakfast at one of Chestertown's local restaurants. Try a crab cake Benedict, a Chesapeake Bay crab omelet, or a breakfast sandwich with locally sourced ingredients. You'll find plenty of options for a delicious and hearty breakfast.
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.

Bed and Breakfast in Chestertown, MD

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

Waterfront Private Dock Boat Tie-up & Near Town

Quiet, Shabby-chic Home In Downtown Chestertown

Beautiful Home & Short Walk To Beach, Restaurants, And Marinas In Rock Hall, Md

Walk To Historic Chestertown: Dog-friendly Retreat

Frequently asked questions about bed and breakfast in Chestertown, MD

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