Hotels in Chesapeake Bay

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Chesapeake Bay hotels
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545 Cheap hotels in Chesapeake Bay

Best Chesapeake Bay luxury hotels (4 and 5 stars)

Among the 545 accommodations in Chesapeake Bay, here are the 4 best luxury hotels

Doubletree By Hilton Oceanfront Virginia Beach - Chesapeake Bay
8.1 3711 reviews
Chesapeake Bay
01/10 – 05/10
SG$222/nighttotal: SG$888 (4 )

Doubletree By Hilton Oceanfront Virginia Beach

1 3
hotel , Virginia Beach
The Doubletree By Hilton Oceanfront Virginia Beach is a 3-star hotel situated directly on the beach and boardwalk, just 66 feet from the sand and surf. It boasts consistently high user ratings, with guests praising its location, cleanliness, and overall experience.
The hotel features a range of amenities and facilities to suit all types of travellers. These include an indoor pool, hot tub, fitness centre, restaurant, bar, and room service, as well as free WiFi and premium cable channels.
Comfort Inn & Suites Chestertown - Chesapeake Bay
8.5 1348 reviews
Chesapeake Bay
27/06 – 04/07
SG$182/nighttotal: SG$1274 (7 )

Comfort Inn & Suites Chestertown

1 3
hotel , Chestertown
The Comfort Inn & Suites Chestertown is located near Washington College, less than a mile away, and a 5-minute drive from Chestertown's town centre. This 2-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The rooms are comfortable and well-equipped with flat-screen TVs, microwaves, and refrigerators. Guests can enjoy a complimentary Continental breakfast, use the on-site fitness centre, and take advantage of the hotel's other amenities, including a swimming pool, tennis court, and laundry facilities.
Hotel Indigo Baltimore Downtown By Ihg - Chesapeake Bay
8.9 2350 reviews
Chesapeake Bay
30/07 – 05/08
SG$515/nighttotal: SG$3090 (6 )

Hotel Indigo Baltimore Downtown By Ihg

2 6
hotel , Baltimore
Hotel Indigo Baltimore Downtown, an IHG Hotel is located in the Mt Vernon Place Historic District, a short walk from the Basilica of the Assumption and Charles Street, with Baltimore's Inner Harbor a mile away. This 4-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The hotel is housed in a beautifully preserved 1907 building, offering a unique blend of historic charm and modern amenities. Guests can enjoy on-site dining, a fitness centre, a spa, and a bar, along with a range of other features.
Comfort Inn & Suites Dover Near Speedway - Chesapeake Bay
8.5 2327 reviews
Chesapeake Bay
29/08 – 05/09
SG$192/nighttotal: SG$1344 (7 )

Comfort Inn & Suites Dover Near Speedway

1 2
hotel , Dover
The Comfort Inn & Suites Dover is conveniently located just off Highway 13, a short 10-minute drive from the centre of Dover. This 3-star hotel has received very good user ratings for its location, cleanliness and overall experience.
The hotel offers a range of facilities to ensure a comfortable stay, including a swimming pool, jacuzzi, sauna, spa, restaurant, bar, fitness centre, and tennis court. Guests can also enjoy a complimentary breakfast every morning and a lending library for a quiet moment.

Best Chesapeake Bay hotels with a pool

Among the 545 accommodations in Chesapeake Bay, here are the 4 best hotels with a pool

Fairfield Inn & Suites By Marriott Arundel Mills Bwi Airport - Chesapeake Bay
8.9 1308 reviews
Chesapeake Bay
29/08 – 05/09
SG$172/nighttotal: SG$1204 (7 )

Fairfield Inn & Suites By Marriott Arundel Mills Bwi Airport

1 2
hotel , Severn
The Fairfield Inn & Suites By Marriott Arundel Mills BWI Airport is located just 3.1 miles from Baltimore-Washington International Airport, making it a convenient choice for travellers visiting Severn. This 3-star hotel receives very good user ratings, indicating a positive experience for most guests.
The hotel offers a range of amenities, including a swimming pool, fitness centre, and a restaurant, ensuring a comfortable stay. Guests can also enjoy the convenience of free airport shuttle service, making it easy to explore the surrounding area.
Holiday Inn Va Beach-oceanside 21st St By Ihg - Chesapeake Bay
8.9 1760 reviews
Chesapeake Bay
01/10 – 05/10
SG$218/nighttotal: SG$872 (4 )

Holiday Inn Va Beach-oceanside 21st St By Ihg

1 3
hotel , Virginia Beach
The Holiday Inn Va Beach-oceanside 21st St, An Ihg Hotel is situated in the 21st Street district of Virginia Beach, just minutes from the Virginia Aquarium and Virginia Beach Sports Center. The hotel has been rated very good for its overall service, excellent for its location, and very good for its cleanliness.
The hotel features a range of facilities including a swimming pool, fitness centre, tennis court, and restaurant. Guests can enjoy a private balcony, room service, and a range of other amenities designed to make their stay comfortable and enjoyable.
Holiday Inn Express & Suites - Middletown By Ihg - Chesapeake Bay
9.2 978 reviews
Chesapeake Bay
30/07 – 05/08
SG$317/nighttotal: SG$1902 (6 )

Holiday Inn Express & Suites - Middletown By Ihg

1 6
hotel , Middletown
The Holiday Inn Express & Suites - Middletown is situated in Middletown, conveniently located just 22 miles from the Old Dutch House and 16 miles from Dayett Station. This 3-star hotel receives excellent user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of amenities including an indoor swimming pool, a fitness centre, and complimentary parking. Guests can enjoy a free American breakfast each morning and benefit from the 24-hour front desk service.
Holiday Inn Express - Williamsburg Busch Gardens Area By Ihg - Chesapeake Bay
9.1 1917 reviews
Chesapeake Bay
29/08 – 05/09
SG$177/nighttotal: SG$1239 (7 )

Holiday Inn Express - Williamsburg Busch Gardens Area By Ihg

1 2
hotel , Williamsburg
The Holiday Inn Express - Williamsburg Busch Gardens Area is conveniently situated just a short drive from Busch Gardens, Colonial Williamsburg, and the College of William and Mary, making it ideal for exploring the historic city. This 3-star hotel consistently receives excellent user reviews, indicating a high level of satisfaction among guests.
Each room features modern amenities such as a microwave, refrigerator, flat-screen TV, and private bathroom, ensuring a comfortable stay. The hotel also offers a range of facilities, including a swimming pool, fitness centre, restaurant, and bar, making it perfect for families and those seeking a relaxing getaway.

Frequently asked questions about hotels in Chesapeake Bay

  • What are the best landmarks to visit in Baie de Chesapeake and around?

    Well, there are some real gems around the Chesapeake Bay. You have to see the Chesapeake Bay Bridge, it's a stunning sight! The National Aquarium in Baltimore is a must-see for anyone interested in marine life. And for a taste of history, Fort McHenry National Monument and Historic Shrine in Baltimore is fascinating.
  • What are the best hotels with a swimming pool in Chesapeake Bay?

    Two Bedroom Deluxe - Upstairs - Luxury Condo - Williamsburg - Virginia (2215622), Refuge Inn and The Jefferson Hotel are among the best hotels with a swimming pool in Chesapeake Bay.

  • Which area in Baie de Chesapeake is a good option for staying in a hotel?

    For a central location, Annapolis is a great choice. It's a charming city with lots of history, and you're close to both Baltimore and Washington D.C. If you're looking for a more laid-back vibe, Ocean City is a popular choice with its beautiful beaches and boardwalk.
  • What are the most popular 2, 3 and 4-star hotels in Chesapeake Bay?

    Among 2, 3 and 4-star hotels in Chesapeake Bay, Refuge Inn, Hampton Inn & Suites Chincoteague-waterfront - Va and Comfort Suites Chincoteague Island Bayfront Resort are the most popular ones.

  • How can travelers relax during a week in Baie de Chesapeake?

    A week in Chesapeake Bay is perfect for relaxing! Spend a day on the beach at Ocean City, rent a boat and explore the calm waters, or simply enjoy a picnic on the shore. There are plenty of opportunities to unwind and enjoy the beautiful scenery.
  • What are the best luxury hotels in Chesapeake Bay?

  • Where can you find the best traditional local cuisine in Baie de Chesapeake?

    For authentic Chesapeake Bay cuisine, head to a local seafood restaurant. You can't go wrong with a plate of fresh crab cakes or a bowl of creamy crab soup. Many places also offer delicious fried oysters and steamed blue crabs. For a casual dining experience, try the Chesapeake Inn in Annapolis.
  • What are the best family friendly hotels in Chesapeake Bay?

  • What hotel chains can you find in Baie de Chesapeake?

    You'll find all the major hotel chains in the area, like Hilton, Marriott, Hyatt, and Best Western. There are also some smaller, independent hotels and bed and breakfasts, especially in the more rural areas.
  • What are the best pet friendly hotels in Chesapeake Bay?

    The best pet friendly hotels in Chesapeake Bay are The Jefferson Hotel, Wedmore Place and Club Wyndham Governors Green.

  • What type of hotels can you find in Baie de Chesapeake?

    You can find a wide variety of hotels in Chesapeake Bay, from budget-friendly motels to luxurious resorts. There are also plenty of options for families, couples, and solo travelers.
  • What are the best hotels with jacuzzi in Chesapeake Bay?

  • When is the best time to book a hotel in Baie de Chesapeake?

    The best time to book a hotel is during the shoulder seasons, in the spring and fall. You'll get the best deals and avoid the crowds. If you're planning a trip during the summer, it's best to book in advance, especially if you're visiting during peak season.
  • What amenities do hotel rooms typically offer in Baie de Chesapeake?

    Most hotels in Chesapeake Bay offer standard amenities like Wi-Fi, cable TV, and air conditioning. Some hotels also have swimming pools, fitness centres, and restaurants. You can also find hotels with waterfront views, private balconies, and other luxurious features.
  • What pet-friendly activities are available in Baie de Chesapeake?

    Many beaches in Chesapeake Bay are dog-friendly, especially during the off-season. You can also find pet-friendly restaurants and cafes. For a fun outing with your furry friend, check out the dog park at Sandy Point State Park.

Destinations nearby

Best Chesapeake Bay hotels with air conditioning

Holiday Inn Express & Suites Elkton - University Area By Ihg - Chesapeake Bay
9.2 1315 reviews
Chesapeake Bay
27/06 – 04/07
SG$230/nighttotal: SG$1610 (7 )

Holiday Inn Express & Suites Elkton - University Area By Ihg

1 3
hotel , Elkton
The Holiday Inn Express & Suites Elkton - University Area, An Ihg Hotel is situated just off Interstate 95, 5 kilometres from the University of Delaware and 5 kilometres from Newark, Delaware. This 3-star hotel has excellent user ratings, making it a popular choice for travellers.
The hotel offers comfortable rooms with a range of amenities, including a swimming pool, fitness centre, and a restaurant. Guests can enjoy a complimentary breakfast each morning and relax in the garden or by the pool.
Hilton Vacation Ocean Beach Club Virginia Beach - Chesapeake Bay
8.3 3855 reviews
Chesapeake Bay
01/10 – 05/10
SG$193/nighttotal: SG$772 (4 )

Hilton Vacation Ocean Beach Club Virginia Beach

1 3
hotel , Virginia Beach
Ocean Beach Club is located just a short walk from Neptune's Park in Virginia Beach, offering easy access to the beach and surrounding attractions. The aparthotel consistently receives very good ratings for its location, cleanliness, and overall experience.
The apartments are spacious and air-conditioned, with many offering stunning ocean views. Guests can enjoy a range of amenities, including multiple swimming pools, a fitness centre, a restaurant and bar, and a spa, ensuring a comfortable and enjoyable stay.
Home2 Suites By Hilton Towson - Chesapeake Bay
9.0 281 reviews
Chesapeake Bay
29/08 – 05/09
SG$163/nighttotal: SG$1141 (7 )

Home2 Suites By Hilton Towson

1 2
hotel , Towson
The Home2 Suites By Hilton Towson, a 3-star hotel in Towson, is situated in the Towson district, providing straightforward access to local amenities and attractions.
This accommodation offers complimentary Wi-Fi, a swimming pool, a fitness centre, and a free breakfast, with pets welcome and on-site parking available.
Hampton Inn & Suites By Hilton Baltimore/aberdeen, Md - Chesapeake Bay
8.9 1248 reviews
Chesapeake Bay
23/08 – 28/08
SG$139/nighttotal: SG$695 (5 )

Hampton Inn & Suites By Hilton Baltimore/aberdeen, Md

1 2
hotel , Aberdeen
The Hampton Inn & Suites By Hilton Baltimore/Aberdeen, Md is located just 0.6 miles from Ripken Stadium and 6 miles from Aberdeen Proving Ground, making it a convenient choice for those visiting the area. The hotel is a 3-star property with excellent user ratings for cleanliness and location.
The hotel offers a range of modern amenities, including a swimming pool, fitness centre, and restaurant, ensuring guests have everything they need for a comfortable stay. Guests can also enjoy a free breakfast, a tennis court, and a terrace or balcony, perfect for relaxing after a day of exploring.

Best Chesapeake Bay hotels with a balcony

Williamsburg Inn, An Official Colonial Williamsburg Hotel - Chesapeake Bay
8.9 4581 reviews
Chesapeake Bay
30/07 – 05/08
SG$292/nighttotal: SG$1752 (6 )

Williamsburg Inn, An Official Colonial Williamsburg Hotel

1 6
hotel , Williamsburg
The Griffin Hotel is situated in Williamsburg, close to the historic district and just 15 miles from Newport News/Williamsburg International Airport. This 4-star hotel is rated very good by previous guests, with an excellent location rating.
The hotel offers a tranquil setting with private balconies overlooking a pond and wooded area. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, spa, fitness centre, restaurant, bar, and tennis court.
Hampton Inn & Suites Fruitland - Chesapeake Bay
9.0 1689 reviews
Chesapeake Bay
27/06 – 04/07
SG$257/nighttotal: SG$1799 (7 )

Hampton Inn & Suites Fruitland

1 3
hotel , Fruitland
The Hampton Inn & Suites Fruitland is located in downtown Fruitland, Maryland, just a short drive from both the Elks Golf Course and the Salisbury Zoo. This 3-star hotel consistently receives excellent user ratings for its location, cleanliness, and overall experience.
The hotel offers spacious rooms with modern furnishings and a range of amenities, including a swimming pool, jacuzzi, fitness centre, and a restaurant. Guests can also enjoy complimentary breakfast, free Wi-Fi, and on-site parking.
Hampton Inn Virginia Beach-oceanfront South - Chesapeake Bay
8.8 3016 reviews
Chesapeake Bay
01/10 – 05/10
SG$226/nighttotal: SG$904 (4 )

Hampton Inn Virginia Beach-oceanfront South

1 3
hotel , Virginia Beach
The Hampton Inn Virginia Beach-oceanfront South is situated in the Oceanfront South district, just across the street from the beach and 1.6km from the centre of Virginia Beach. This 3-star hotel has received very good user ratings, with guests praising its cleanliness and location.
The hotel features a range of amenities, including an indoor swimming pool, a fitness centre, and a restaurant, making it a great choice for families and couples looking for a comfortable and convenient stay.
Capes Hotel - Chesapeake Bay
8.2 2547 reviews
Chesapeake Bay
01/10 – 05/10
SG$215/nighttotal: SG$860 (4 )

Capes Hotel

1 3
hotel , Virginia Beach
The Capes Hotel is located directly on Virginia Beach boardwalk, just a short walk from the Virginia Beach Fishing Pier and four miles from First Landing State Park. This three-star hotel receives very good user ratings and offers a comfortable and convenient stay.
The accommodation features private balconies with ocean views and a choice of rooms with one bedroom and one bathroom. Guests can enjoy a range of amenities including an indoor pool, a restaurant and bar, free Wi-Fi, and a spa.
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