Find Oceanfront Hotels in Chesapeake Bay

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Top Chesapeake Bay Oceanfront Hotels

Fig Street Inn
3.5 out of 5
711 Tazewell Avenue, Cape Charles, VA, 23310
Enjoy ocean views and sandy beaches when booking a stay at Fig Street Inn. Popular amenities include luxury bedding and designer toiletries. This bed & breakfast is 16 minutes' walk from Cape Charles Beach.
4.9/5 Exceptional! (20 reviews)
"Rooms were nice, bed was soft but the pillows were flat. The breakfast was awesome. Friendly staff"

Reviewed on Feb 2, 2020

The Baywood Bed & Breakfast
3 out of 5
Latimers Bluff Road, 31400, Cape Charles, VA, 23310
Wake up to the sound of the ocean lapping a sandy beach when staying at The Baywood Bed & Breakfast. A few top amenities include deep soaking bathtubs and a free full breakfast. This hotel is 16 minutes' drive from Cape Charles Beach and is 29 minutes' drive from Chesapeake Beach.
4.8/5 Exceptional! (171 reviews)
"Great view of the bay and sunsets. Comfortable room and plentiful and delicious breakfast. Mike is a fantastic host. A very affable person who is most generous with his time and devotes a lot of attention to detail. Luigi and Oscar are delightful pet cats."

Reviewed on Sep 4, 2018

Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD, 21663
The price is $550 per night from Oct 10 to Oct 11
Dine with ocean views and relax in the outdoor pool at Inn at Perry Cabin. Some of the top amenities include a marina, 3 outdoor tennis courts, and 2 bars.
4.7/5 Exceptional! (266 reviews)
"Gorgeous as always"

Reviewed on Aug 11, 2022

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Comfort Suites Chincoteague Island Bayfront Resort
2.5 out of 5
4195 Main St, Chincoteague, VA, 23336
Fully refundableReserve now, pay when you stay
The price is $118 per night from Oct 24 to Oct 25
Comfort Suites Chincoteague Island Bayfront Resort is a hotel in Chincoteague with ocean views. Top amenities include an outdoor pool, a spa tub, and luxury bedding.
4.7/5 Exceptional! (1,000 reviews)
"This hotel was clean and comfortable! The staff was so friendly and the breakfast was yummy! The beds and room was comfortable! We enjoyed our stay so much and cannot wait until our next trip!"

Reviewed on Sep 19, 2022

Hilton Garden Inn Kent Island
3 out of 5
3206 Main St, Grasonville, MD, 21638
The price is $169 per night from Oct 2 to Oct 3
Hilton Garden Inn Kent Island is located in Grasonville, and offers an oceanfront locale when you're ready to book your next trip. Top amenities include an indoor pool, a spa tub, and luxury bedding. This hotel is 17 minutes' drive from Sandy Point Beach and is 28 minutes' drive from Earle Landing.
4.5/5 Wonderful! (623 reviews)
Best spot on the Eastern Shore
"Wonderful hotel with great views!"

Reviewed on Sep 8, 2022

Annapolis Waterfront Hotel, Autograph Collection
4 out of 5
80 Compromise St, Annapolis, MD, 21401
Fully refundableReserve now, pay when you stay
The price is $220 per night from Oct 2 to Oct 3
Annapolis Waterfront Hotel, Autograph Collection is located in Annapolis, and offers beach vibes when you're ready to book your next trip. Top amenities include luxury bedding, designer toiletries, and premium TV channels. This hotel is 27 minutes' drive from Sandy Point Beach and is 9 minutes' drive from Carrs Beach.
4.4/5 Wonderful! (566 reviews)
"It was lovely for our anniversary celebration. Brittney at the front desk was SOO helpful to help us resolve a booking challenge, she was great, and hope she gets recognized!"

Reviewed on Sep 20, 2022

Anchor Inn
2 out of 5
3791 South Main Street, Chincoteague, VA, 23336
Fully refundableReserve now, pay when you stay
The price is $118 per night from Oct 2 to Oct 3
Anchor Inn is located in Chincoteague, and offers an oceanfront location when you're ready for a getaway. Some fantastic amenities include an outdoor pool, a marina, and luxury bedding.
4.3/5 Excellent! (421 reviews)
"We stopped for two days to explore your island. We loved it. It’s beautiful. We had a bay view at our hotel and loved the sun sets. We toured the light house and spent the afternoon at the beach. We enjoyed a great seafood dinner at Dons and sat outside watching all the boats. We will be back!"

Reviewed on Sep 20, 2022

Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD, 21613
Fully refundableReserve now, pay when you stay
The price is $269 per night from Oct 23 to Oct 24
Bask on sandy beaches and enjoy oceanfront dining at Hyatt Regency Chesapeake Bay. Top amenities include a private beach, 2 outdoor pools, and a marina.
4.3/5 Excellent! (937 reviews)
"The property is well maintained and very clean. There are so many great amenities."

Reviewed on Sep 19, 2022

Best Western Plus Holiday Sands Inn & Suites
2.5 out of 5
1330 E Ocean View Ave, Norfolk, VA, 23503
Fully refundableReserve now, pay when you stay
The price is $97 per night from Oct 9 to Oct 10
Enjoy oceanfront accommodation and sandy beaches when booking a stay at Best Western Plus Holiday Sands Inn & Suites. Some fantastic amenities include a seasonal outdoor pool, deep soaking bathtubs, and a free full breakfast. This hotel is 24 minutes' drive from Buckroe Beach and Park and is 18 minutes' drive from Chesapeake Beach.
3.9/5 Good! (998 reviews)
"We like the hotel place it is very close to the beach We didn’t like that the kitchen window didn’t have a curtain it has just only blinds so the sun gets in the room very early that interrupted our sleeping"

Reviewed on Sep 14, 2022

Americas Best Value Inn Princess Anne
2 out of 5
30359 Mt. Vernon Road, Princess Anne, MD, 21853
Fully refundableReserve now, pay when you stay
The price is $70 per night from Sep 26 to Sep 27
Americas Best Value Inn Princess Anne is located in Princess Anne, and features views of the ocean when you're ready to book your next trip. Some of the amenities include premium TV channels, air conditioning, and private bathrooms.
3.1/5 (22 reviews)
"The staff are very nice and friendly. The air conditioner is noisy."

Reviewed on Aug 13, 2022

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Chesapeake Bay Oceanfront Hotels information

 

Oceanfront Hotels in Chesapeake Bay

109

Highest price $550
Cheapest price $70
Number of guest reviews 5024
Total number of hotels in Chesapeake Bay 9004

 

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