Bed and Breakfast and Inn in Chesapeake Bay

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Chesapeake Bay B&B
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280 Bed and Breakfast and Inn in Chesapeake Bay

Best Chesapeake Bay bed and breakfasts with breakfast included

Inn At Huntingfield Creek - Chesapeake Bay
9.7 132 reviews
Chesapeake Bay
30/07 – 05/08
2944 ﺩ.ﺇ/nighttotal: 17664 ﺩ.ﺇ (6 )

Inn At Huntingfield Creek

2 6
B&B , Rock Hall
The Inn at Huntingfield Creek is located in Rock Hall, Maryland, just 92 miles from Baltimore and 63 miles from Annapolis, making it a convenient base for exploring the Chesapeake Bay. The Inn has consistently received excellent ratings for its cleanliness, location, and overall experience.
The guest house offers a comfortable and spacious room with a private bathroom. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax in the shared lounge, or take advantage of the free WiFi. A full English/Irish breakfast is provided each morning, and the Inn also offers cycling and canoeing opportunities for those wanting to explore the surrounding area.
1840s Carrollton Inn - Chesapeake Bay
9.6 1232 reviews
Chesapeake Bay
29/08 – 05/09
824 ﺩ.ﺇ/nighttotal: 5768 ﺩ.ﺇ (7 )

1840s Carrollton Inn

1 2
B&B , Baltimore
The 1840s Carrollton Inn is located in Baltimore's Carrollton neighbourhood, within easy walking distance of attractions like the Power Plant and the National Aquarium. The inn has consistently received excellent ratings for cleanliness, location, and overall guest experience.
Each room in this charming guesthouse features air conditioning, a flat-screen TV with cable channels, and a private bathroom with a whirlpool spa bath. Guests can enjoy a range of amenities, including a garden, a terrace, a spa, a fitness centre, and a restaurant.
Back Inn Time B&b - Chesapeake Bay
9.0 77 reviews
Chesapeake Bay
29/08 – 05/09
749 ﺩ.ﺇ/nighttotal: 5243 ﺩ.ﺇ (7 )

Back Inn Time B&b

1 2
B&B , Kilmarnock
Back INN Time B&B is located in Kilmarnock, a short distance from the town centre and within easy reach of the picturesque countryside. The B&B has excellent user, location and cleanliness ratings.
The accommodation is perfect for couples with one bedroom and a capacity of two guests. Guests can enjoy a garden with a terrace, modern bathrooms, free Wi-Fi, private parking and a delicious breakfast with a variety of options.
The Inn At Tacaro Estate - Chesapeake Bay
Chesapeake Bay
01/10 – 05/10
2452 ﺩ.ﺇ/nighttotal: 9808 ﺩ.ﺇ (4 )

The Inn At Tacaro Estate

1 3
B&B , Deale
The Inn at Tacaro Estate, a guest house in Tracys Landing, is situated approximately 3 kilometres from Deale's town centre.
This pet-friendly lodging offers a swimming pool, restaurant, free Wi-Fi, and parking, sleeping up to two guests with one bathroom.

Best Chesapeake Bay bed and breakfasts with a pool

Among the 280 accommodations in Chesapeake Bay, here are the 4 best b&b with a pool

Gramercy Mansion - Chesapeake Bay
9.7 205 reviews
Chesapeake Bay
23/08 – 28/08
736 ﺩ.ﺇ/nighttotal: 3680 ﺩ.ﺇ (5 )

Gramercy Mansion

1 2
B&B , Pikesville
Gramercy Mansion is a Tudor-style mansion located in Stevenson, Maryland, just 15 minutes from Towson, Hunt Valley, and downtown Baltimore. This charming B&B has received excellent ratings for its location, cleanliness, and overall experience.
The mansion is set on 45 acres of gardens and wooded walkways, offering a peaceful escape. Guests can enjoy a range of amenities, including a swimming pool, tennis court, spa, and restaurant, as well as a gourmet breakfast made with fresh ingredients from the property's organic farm.
River Guest Suite W/ Pool, Beach, Private Boatslip - Chesapeake Bay
9.9 33 reviews
Chesapeake Bay
30/07 – 05/08
1406 ﺩ.ﺇ/nighttotal: 8436 ﺩ.ﺇ (6 )

River Guest Suite W/ Pool, Beach, Private Boatslip

1 6
B&B , Grasonville
This charming bed and breakfast is located in Grasonville, offering stunning riverfront views and unforgettable sunsets. The property is highly rated, with excellent reviews for its cleanliness, location and overall experience.
The accommodation features a single bedroom and bathroom, ideal for couples seeking a peaceful retreat. Guests can enjoy a range of amenities, including a kitchen with a fridge and microwave, air conditioning, a swimming pool, a garden and parking.
Spacious Home With An Outdoor Pool, Screened Porch, Washer Dryer & Central Ac - Chesapeake Bay
Chesapeake Bay
20/07 – 27/07
3287 ﺩ.ﺇ/nighttotal: 23009 ﺩ.ﺇ (7 )

Spacious Home With An Outdoor Pool, Screened Porch, Washer Dryer & Central Ac

3 4
B&B , Highland Beach
This Bed & Breakfast is situated in Highland Beach, 8 kilometres from Annapolis Harbour and 38 kilometres from Baltimore/Washington International Airport.
This 279 square metre guesthouse offers 3 bedrooms, 3 bathrooms, accommodating up to 10 guests, and features a private outdoor swimming pool, a screened porch, air conditioning, and a fully equipped kitchen, with an in-unit washer and dryer for added convenience.
George Brooks House B&b - Chesapeake Bay
8.5 140 reviews
Chesapeake Bay
23/08 – 28/08
1133 ﺩ.ﺇ/nighttotal: 5665 ﺩ.ﺇ (5 )

George Brooks House B&b

1 2
B&B , Easton
The George Brooks House B&B is located in St. Michaels, a short drive from Easton, and is just a short distance from the Chesapeake Bay Maritime Museum and the town centre. It has a very good rating for location, cleanliness, and overall user experience.
The guest house has one bedroom and one bathroom, accommodating up to two guests. Amenities include a swimming pool, jacuzzi, garden, terrace, kitchen, and free Wi-Fi, as well as a DVD library and complimentary bikes, making it ideal for a relaxing getaway.

Frequently Asked Questions about bed and breakfast in Chesapeake Bay

  • What are the must-see sights for first-time visitors on a day trip to Baie de Chesapeake?

    For a day trip to Chesapeake Bay, you should definitely visit Annapolis, the state capital of Maryland. It's a charming city with a historic waterfront and plenty of shops and restaurants. You could also take a boat trip to see the Chesapeake Bay Bridge, a stunning landmark that connects the Eastern Shore to the mainland.
  • What are the best bed and breakfasts in Chesapeake Bay?

  • In which districts of Baie de Chesapeake should you consider booking a bed and breakfast?

    If you're looking for a bed and breakfast, you can't go wrong with St. Michaels, a picturesque town on the Eastern Shore known for its beautiful architecture and waterfront views. Another great option is Easton, a historic town with a vibrant arts scene and plenty of charming shops and restaurants.
  • What are the best bed and breakfasts with a pool in Chesapeake Bay?

  • What is the typical weather in Baie de Chesapeake, and how does it affect outdoor plans?

    The Chesapeake Bay area has four distinct seasons. Summers are hot and humid, with temperatures reaching up to 32°C. Winters are mild, with average temperatures around 5°C. Spring and autumn are beautiful, with mild temperatures and plenty of sunshine. The weather can be unpredictable, so it's always a good idea to check the forecast before heading out.
  • What are the best bed and breakfasts with a jacuzzi in Chesapeake Bay?

  • What are the best cultural activities and events in and around Baie de Chesapeake?

    The Chesapeake Bay area is home to many cultural events throughout the year, including the Annapolis Maritime Museum, the Chesapeake Bay Maritime Museum, and the annual Chesapeake Bay Wine Festival. If you're interested in history, be sure to visit the historic district in Annapolis.
  • What are the best bed and breakfasts for families and kids in Chesapeake Bay?

  • Which hiking trails are recommended for exploring in and around Baie de Chesapeake?

    For hiking, I recommend the Bay Country Trail, a 160-kilometre trail that runs along the Eastern Shore of Maryland. It's a great way to experience the natural beauty of the Chesapeake Bay area. Another popular option is the Harriet Tubman Underground Railroad Byway, a scenic route that follows the path of the Underground Railroad.
  • What are the best pet friendly bed and breakfasts in Chesapeake Bay?

  • What amenities are commonly offered in bed and breakfasts in Baie de Chesapeake?

    Bed and breakfasts in the Chesapeake Bay area typically offer a variety of amenities, including a hearty breakfast, free Wi-Fi, and parking. Many also have a swimming pool, hot tub, or other outdoor amenities.
  • What are the best bed and breakfasts with parking in Chesapeake Bay?

Destinations nearby

Best Chesapeake Bay bed and breakfasts with a garden

Waterfront On St. Leonard Creek At Fort Hill - Chesapeake Bay
10 101 reviews
Chesapeake Bay
01/10 – 05/10
692 ﺩ.ﺇ/nighttotal: 2768 ﺩ.ﺇ (4 )

Waterfront On St. Leonard Creek At Fort Hill

1 3
B&B , Long Beach
This waterfront apartment is situated in Southern Maryland, just 80 kilometers from Washington, D.C., offering a peaceful retreat away from the city bustle. Guests have consistently rated it excellent for location, cleanliness, and overall experience. The apartment is a split-level home with a private entrance and dedicated outdoor space, comfortably accommodating up to five guests. It comes equipped with a kitchenette, air conditioning, a large-screen TV, and access to a private pier, kayaks, and a fire pit, making it ideal for exploring the surrounding waterways and enjoying outdoor activities.
Williamsburg Executive Rooms Near Busch Gardens - Chesapeake Bay
8.2 4 reviews
Chesapeake Bay
01/10 – 05/10
808 ﺩ.ﺇ/nighttotal: 3232 ﺩ.ﺇ (4 )

Williamsburg Executive Rooms Near Busch Gardens

2 3
B&B , Williamsburg
This recently renovated homestay in Williamsburg offers convenient access to attractions, being located approximately 5.6 kilometres from Busch Gardens & Water Country and 6.4 kilometres from Colonial Williamsburg.
Guests can enjoy a garden and terrace, with accommodation for up to three people in one bedroom and one bathroom, featuring air conditioning, complimentary WiFi, and free private parking.
2-story Downtown Home With Enclosed Yard, Deck, Firepit, Gas Grill & Fireplace - Chesapeake Bay
Chesapeake Bay
30/07 – 05/08
2428 ﺩ.ﺇ/nighttotal: 14568 ﺩ.ﺇ (6 )

2-story Downtown Home With Enclosed Yard, Deck, Firepit, Gas Grill & Fireplace

3 6
B&B , Annapolis
This 2-storey downtown Annapolis guesthouse is located an 11-minute walk from Annapolis Harbour and 42 kilometres from Baltimore's Inner Harbour.
This property offers 251 square metres of living space with 3 bedrooms, 4 bathrooms, and a capacity for 15 guests, featuring a private enclosed garden with a deck, firepit, gas grill, and a children's playground.
Magnolia House Inn - Chesapeake Bay
9.8 22 reviews
Chesapeake Bay
29/08 – 05/09
845 ﺩ.ﺇ/nighttotal: 5915 ﺩ.ﺇ (7 )

Magnolia House Inn

1 2
B&B , Hampton
Magnolia House Inn is situated in Hampton, just a short drive from attractions like Busch Gardens, Colonial Williamsburg, and the Virginia Living Museum. The inn enjoys an excellent reputation, with guests consistently praising its cleanliness, location, and overall experience.
The inn offers comfortable rooms, each with a private bathroom, air conditioning, and a flat-screen TV. Guests can enjoy a delicious breakfast, relax in the garden, and take advantage of amenities like a bar, fitness centre, and free parking.

Best Chesapeake Bay bed and breakfasts with air conditioning

Hummingbird Inn - Chesapeake Bay
10 121 reviews
Chesapeake Bay
30/07 – 05/08
4919 ﺩ.ﺇ/nighttotal: 29514 ﺩ.ﺇ (6 )

Hummingbird Inn

3 6
B&B , Easton
The Hummingbird Inn is located in Easton, just a short walk from the Academy of the Arts, making it a perfect base for exploring the town's cultural attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The inn offers a range of rooms, some with private bathrooms, spa baths, and other amenities. Guests can enjoy free parking, Wi-Fi, and bicycles, as well as a terrace, garden, spa, and fitness centre.
Inn At Warner Hall - Chesapeake Bay
10 26 reviews
Chesapeake Bay
20/07 – 27/07
1499 ﺩ.ﺇ/nighttotal: 10493 ﺩ.ﺇ (7 )

Inn At Warner Hall

1 4
B&B , Gloucester Point
The Inn at Warner Hall is a waterfront guesthouse situated in Gloucester Point, just 24 kilometres from historic Yorktown and 56 kilometres from Colonial Williamsburg. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The guesthouse is set on a 40-acre estate dating back to 1642, offering a unique glimpse into the region's history. Guests can enjoy a daily gourmet breakfast, relax in the gardens or on the porch, and take advantage of the boathouse for fishing or birdwatching.
A Williamsburg White House Inn - Chesapeake Bay
9.5 279 reviews
Chesapeake Bay
20/07 – 27/07
2126 ﺩ.ﺇ/nighttotal: 14882 ﺩ.ﺇ (7 )

A Williamsburg White House Inn

2 4
B&B , Williamsburg
A Williamsburg White House Inn is located in the historic district, just across the street from The College of William & Mary and within a 20-minute walk of Colonial Williamsburg. The inn has received excellent ratings for location, cleanliness and overall guest experience.
The inn is housed in a century-old estate and features rooms named after former US Presidents, each with a private bathroom. Guests can enjoy a complimentary full breakfast, afternoon snacks and wine, and free Wi-Fi throughout the property.
The Inn At Tacaro Estate - Chesapeake Bay
9.0 30 reviews
Chesapeake Bay
01/10 – 05/10
2043 ﺩ.ﺇ/nighttotal: 8172 ﺩ.ﺇ (4 )

The Inn At Tacaro Estate

1 3
B&B , Deale
The Inn at Tacaro Estate is located in Tracys Landing, a short drive from Annapolis and Washington D.C., offering a peaceful escape from the city. This B&B has excellent user and location ratings, making it a great choice for a relaxing getaway.
The Inn at Tacaro Estate has one bedroom and one bathroom, covering 71 square metres. Guests can enjoy amenities such as a swimming pool, jacuzzi, terrace, garden, free parking, and complimentary Wi-Fi.
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