Bed and Breakfast and Inn in Chesapeake Bay

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Chesapeake Bay B&B
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537 Bed and Breakfasts and Inn in Chesapeake Bay

Best Chesapeake Bay bed and breakfasts with breakfast included

Rachael's Inner Harbor Boutique Inn - Chesapeake Bay
9.5 95 reviews

Rachael's Inner Harbor Boutique Inn

B&B, Baltimore
Rachael's Dowry Bed and Breakfast is conveniently located in Baltimore city centre, just a short walk from Camden Yards and the Inner Harbor. It has received excellent ratings for its cleanliness, location and overall user experience.
The guest house offers a charming 18th-century setting with modern amenities, including a shared kitchenette, a tranquil garden and a courtyard. Guests can enjoy a daily organic breakfast and explore the city's attractions with ease.
Hummingbird Inn - Chesapeake Bay
10 122 reviews

Hummingbird Inn

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.
Gillis Grier Bed & Breakfast - Chesapeake Bay
10 197 reviews

Gillis Grier Bed & Breakfast

B&B, Salisbury
This charming bed and breakfast is conveniently located near Salisbury Airport, within easy walking distance of Poplar Hill Mansion and Peninsula Regional Medical Center. It's also within a short drive of the Salisbury Zoo and Wicomico Youth and Civic Center, making it a great base for exploring the city. The property consistently receives excellent guest reviews, highlighting its warm hospitality and comfortable accommodation.
The guest house features a selection of well-appointed bedrooms, each offering a peaceful retreat after a day of sightseeing. Guests can enjoy a complimentary breakfast each morning, along with free parking and Wi-Fi, ensuring a relaxing and convenient stay.
Naomi Bed And Breakfast - Chesapeake Bay
7.0 1 review

Naomi Bed And Breakfast

B&B, Carney
Naomi B&B, located in Parkville, offers convenient access to Towson University, situated 9.2 kilometres away, and is within 14.5 kilometres of Clifton Park and the Baltimore Museum of Art.
This family-friendly guesthouse provides air-conditioned accommodation with free Wi-Fi, free private parking, a garden, and a terrace, featuring units with flat-screen televisions and private bathrooms, some of which include balconies.

Best Chesapeake Bay bed and breakfasts with a pool

Among the 537 accommodations in Chesapeake Bay, here are the 4 best b&b with a pool

Dockside Inn - Chesapeake Bay
9.4 53 reviews

Dockside Inn

B&B, Deltaville
This guesthouse offers seaside proximity and is situated within 2 kilometres of the Deltaville Maritime Museum, Holly Point Nature Park, and Deltaville Marina, with Chesapeake Bay 2.2 kilometres away.
Guests can enjoy complimentary bicycles for local exploration, free WiFi in public areas, and an on-the-go breakfast, with housekeeping available upon request.
Inn At Haven Harbour - Chesapeake Bay
8.6 4 reviews

Inn At Haven Harbour

B&B, Rock Hall
This beachfront guesthouse in Rock Hall offers direct access to the shore and is within a 15-minute walk of the Waterman's Museum, Rock Hall Harbour, and The Mainstay.
Guests can enjoy a complimentary continental breakfast, on-site dining at two restaurants, a seasonal outdoor swimming pool, and free WiFi in public areas, with business facilities also available.
Inn At Huntingfield Creek - Chesapeake Bay
9.9 113 reviews

Inn At Huntingfield Creek

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.
Black Walnut Point Inn - Chesapeake Bay
9.0 57 reviews

Black Walnut Point Inn

B&B, Tilghman Island
This charming bed and breakfast is situated on Tilghman Island, just a short drive from the Tilghman Watermen’s Museum and within easy reach of other attractions like the Chesapeake Bay Maritime Museum and St. Michaels Museum. It has consistently received excellent reviews from guests, highlighting its beautiful location and friendly service.
The inn offers a range of comfortable rooms and features a lovely garden, barbecue grills, and a picnic area for guests to enjoy. You can also take advantage of the swimming pool, terrace, and free Wi-Fi, ensuring a relaxing and enjoyable stay.

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, you should definitely check out the Chesapeake Bay Bridge, a stunning landmark connecting the Eastern Shore to the mainland. You could also visit the Annapolis Maritime Museum, which is a great way to learn about the history of the bay. If you're interested in nature, a visit to the Eastern Neck National Wildlife Refuge is worth it.
  • 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?

    St. Michaels is a charming town with plenty of bed and breakfasts, offering a relaxed atmosphere and easy access to the bay. Annapolis is another great option, with a historic downtown and a vibrant waterfront, though it tends to be more expensive than St. Michaels.
  • What are the best bed and breakfasts with a pool in Chesapeake Bay?

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Baie de Chesapeake?

    There are many great restaurants in Chesapeake Bay, but for solo travellers, I'd recommend trying out the Chesapeake Inn in Grasonville. It's a classic seafood restaurant with a relaxed atmosphere and plenty of options for solo diners. If you're staying in St. Michaels, the St. Michaels Crab House is a popular choice with a wide selection of fresh seafood.
  • 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 Maritime Museum in St. Michaels hosts a variety of cultural events throughout the year, including concerts, festivals, and workshops. Annapolis is also a great place for cultural activities, with the Annapolis Symphony Orchestra, the Maryland State House, and the US Naval Academy. If you're visiting in the summer, be sure to check out the Bay Days festival, which is held in various locations around the bay.
  • 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?

    The Bay Country Trail is a great option for hiking and exploring the natural beauty of the Chesapeake Bay region. The trail stretches for over 400 kilometres and offers stunning views of the water and surrounding forests. There are also several shorter trails in state parks and wildlife refuges.
  • 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?

    Most bed and breakfasts in Chesapeake Bay offer a range of amenities, including a hearty breakfast, free Wi-Fi, and parking. Some bed and breakfasts also have swimming pools, hot tubs, or fire pits, depending on the property. It's always best to check the individual bed and breakfast's website for specific amenities.
  • What are the best bed and breakfasts with parking in Chesapeake Bay?

Popular destinations

Best Chesapeake Bay bed and breakfasts with a garden

The Inn At Tacaro Estate - Chesapeake Bay
9.1 28 reviews

The Inn At Tacaro Estate

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.
Miller-dunham House B&b - Chesapeake Bay
9.8 105 reviews

Miller-dunham House B&b

B&B, Odessa
Miller-Dunham House B&B is located in Middletown, Delaware, just a short drive from historic attractions like the Old Dutch House and Dover International Speedway. The B&B has received excellent ratings for its location, cleanliness, and overall experience.
The charming inn offers a single bedroom with a private bathroom, comfortably accommodating two guests. Enjoy a variety of amenities including a garden, terrace, spa, and a kitchen, as well as free Wi-Fi, private parking, and a delicious breakfast with options to suit all dietary needs.
The Baywood Bed & Breakfast - Chesapeake Bay
No reviews

The Baywood Bed & Breakfast

B&B, Cape Charles
The Baywood Bed and Breakfast is situated in Cape Charles, Virginia, approximately 14 kilometres from the town centre and close to the Eastern Shore of Virginia National Wildlife Refuge.
This guesthouse offers one bathroom, free Wi-Fi, on-site parking, a terrace, garden, air conditioning, and barbecue facilities, with guests enjoying convenient access to local amenities and attractions.
The Magnolia House Inn - Chesapeake Bay
9.4 51 reviews

The Magnolia House Inn

B&B, Hampton
This charming bed and breakfast is conveniently located in Downtown Hampton, within easy reach of Hampton University, The American Theatre, and Hampton Coliseum. It has consistently received excellent ratings from guests, highlighting its comfortable and welcoming atmosphere.
The accommodation offers a range of amenities and activities, including a complimentary full breakfast, free Wi-Fi, a common area with coffee and tea facilities, and an arcade/game room for entertainment. You can also benefit from concierge services and a 24-hour front desk for any assistance you may need during your stay.

Best Chesapeake Bay bed and breakfasts with air conditioning

Marvels On The Creek - Chesapeake Bay
9.9 237 reviews

Marvels On The Creek

B&B, Secretary
Marvels on the Creek is a charming bed and breakfast situated just 20 miles from the Academy of the Arts and 14 miles from Federalsburg Marina, offering a tranquil escape in the heart of Secretary. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The bed and breakfast features a single bedroom and bathroom, accommodating up to two guests. Amenities include a swimming pool, jacuzzi, spa, restaurant, room service, and a garden, providing a relaxing and luxurious experience.
Red Room De Spa Access - Chesapeake Bay
No reviews

Red Room De Spa Access

B&B, Dover
This Dover guest house is located a short walk from Saulsbury Road Park and Wesley College, with the Johnson Victrola Museum also nearby.
This B&B offers accommodation for up to 11 guests with one bedroom and one bathroom, featuring air conditioning, complimentary WiFi, a sauna, parking, and a kitchen equipped with a fridge and microwave oven.
Quaint 2br Naptown Hidden Gem<1 Mile-navy Stadium - Chesapeake Bay
9.9 85 reviews

Quaint 2br Naptown Hidden Gem<1 Mile-navy Stadium

B&B, Annapolis
This family-friendly guesthouse is located in the city centre of Annapolis, within 2km of People's Brewer Hill Cemetery, Helen Avalynne Tawes Garden, and Maryland Hall for Creative Arts, and a short 3.3km drive from the U.S. Naval Academy. It has received excellent ratings for location, cleanliness and user experience.
The guesthouse has 2 bedrooms and 1 bathroom, covering 93 square metres and accommodating up to 7 guests. Amenities include a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, a fitness centre, parking, and internet access.
Elk Forge B&b Inn & Day Spa - Chesapeake Bay
No reviews

Elk Forge B&b Inn & Day Spa

B&B, Elkton
Elkton's Elk Forge B&B Inn & Day Spa enjoys a central location in Elk Mills, offering easy access to the town's main attractions.
This pet-friendly guesthouse features a jacuzzi, spa, restaurant, and room service, alongside free Wi-Fi, parking, and a business centre; additional amenities include a library, picnic area, and barbecue facilities.
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