Find Romantic Hotels in Eastern Shore of Virginia from $55

Search over 1 million properties and 550 airlines worldwide.

Most hotels are fully refundable. Because flexibility matters.

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Featured Eastern Shore of Virginia Romantic Hotels

 This is the  NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!
Great for couples
4.9/5Exceptional! (106 reviews)
Couples like: adults only property, on the beach
~*~An experience like no other!~*~
"Staying at Thelma’s Dawn was truly a one of a kind experience where we enjoyed the most stunning of sunsets, jaw dropping starry skies, a private beach that was truly a slice of heaven and the most helpful tour guide Christi. We struggle with the words to review this place because it is best to feel ..."

Reviewed on Sep 12, 2021

Get rates
This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!
Tranquil Shores - Relaxation With a Water View!
4.9/5Exceptional! (70 reviews)
Get away with family!
"Very clean and relaxing!"

Reviewed on May 26, 2021

Get rates
Tranquil Shores - Relaxation With a Water View!
The Baywood Bed & Breakfast
3 out of 5
Latimers Bluff Road, 31400, Cape Charles, VA
4.8/5Exceptional! (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

Get rates
The Baywood Bed & Breakfast
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Duck's Delight - Pet Friendly Rental in Walking Distance to Maddox Blvd!
4.8/5Exceptional! (77 reviews)
Always great
"This was our second year staying at duck delight. We plan to return next year. The place is clean, perfect for families, and in a great location. Love it. Can’t wait till summer 2022!"

Reviewed on Jul 18, 2021

Get rates
Duck's Delight - Pet Friendly Rental in Walking Distance to Maddox Blvd!
Comfort Suites Chincoteague Island Bayfront Resort
Great for couples
2.5 out of 5
4195 Main St, Chincoteague, VA
The price is $97 per night from Oct 18 to Oct 18
4.7/5Exceptional! (844 reviews)
Couples like: hot tub, romance packages available
Travelers say...
"We enjoyed the facilities. It was clean and the staff was friendly and helpful."

Reviewed on Sep 13, 2021

Comfort Suites Chincoteague Island Bayfront Resort
Refuge Inn
3 out of 5
7058 Maddox Blvd., Chincoteague, VA
The price is $125 per night from Sep 26 to Sep 26
4.7/5Exceptional! (777 reviews)
"It was by far the best maintained property I've ever stayed. It was clean, well appointed and staff took all precautions to make us safe. I was so impressed with this place and location was great too"

Reviewed on Sep 19, 2021

Refuge Inn
Best Western Plus Chincoteague Island
2.5 out of 5
7105 Maddox Boulevard, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is $101 per night from Oct 17 to Oct 17
4.7/5Exceptional! (530 reviews)
"We had a wonderful stay while visiting Chincoteague. Staff was extremely accommodating and friendly! Rooms were very clean and we loved that each room had a beautiful view of the lighthouse and quick walk to bridge to watch the sunrise. Breakfast was wonderful with lots of outdoor seating. Location ..."

Reviewed on Sep 6, 2021

Best Western Plus Chincoteague Island
Island Resort
2 out of 5
4391 Main Street, Chincoteague, VA
The price is $130 per night from Oct 22 to Oct 22
4.5/5Wonderful! (277 reviews)
"Wonderful breakfast. Two pools and a jacuzzi! Incredible views. Best possible location: walking distance to downtown and Island Creamery but just off the main drag."

Reviewed on Sep 20, 2021

Island Resort
Waterside Inn
2 out of 5
3761 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is $82 per night from Oct 17 to Oct 17
4.3/5Excellent! (908 reviews)
"Nice clean room good view. Hot breakfast offered. Only problem in our room was sliding glass door very difficult to open and close, think track needed a good cleaning."

Reviewed on Sep 20, 2021

Waterside Inn
Shore Stay Suites
2 out of 5
26406 Lankford Hwy, Cape Charles, VA
The price is $99 per night from Oct 17 to Oct 17
4.1/5Very Good! (292 reviews)
"Room was clean. Beds were comfortable. Enjoyed the stay. Will plan to stay again when in the area."

Reviewed on Sep 20, 2021

Shore Stay Suites
Chincoteague Inn
2 out of 5
4417 Deep Hole Road, Chincoteague, VA
The price is $75 per night from Oct 17 to Oct 17
3.9/5Good! (813 reviews)
"All staff encounters, especially check-in, were great."

Reviewed on Sep 21, 2021

Chincoteague Inn
Days Inn by Wyndham Chincoteague Island
2 out of 5
7020 Maddox Blvd, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is $76 per night from Oct 3 to Oct 3
3.2/5 (759 reviews)
"It was very nice. Staff very helpful"

Reviewed on Sep 20, 2021

Days Inn by Wyndham Chincoteague Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Romantic Luxury Hotels

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Romantic Spa Hotels

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More trip options