Cheapside

Cape Charles

Cheapside Hotel Deals

Shore Stay Suites

Shore Stay Suites

2 out of 5
26406 Lankford Hwy Cape Charles VA
The price is CA $178 per night from Sep 20 to Sep 21
CA $178
CA $198 total
Sep 20 - Sep 21
includes taxes & fees
Stay at this hotel in Cape Charles. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
8.2/10 Very good! (713 reviews)
"It was conveint, but could use some updating. But was clean."

Reviewed on Aug 31, 2026

Shore Stay Suites
Beachfront Estate, Multi-Level Decks, Bay Creek

Beachfront Estate, Multi-Level Decks, Bay Creek

Cape Charles VA
Book a stay at this beach vacation home in Cape Charles. Enjoy a beach locale, a water park, and a fitness center. Popular attractions Cape Charles Beach and ...
9.2/10 Wonderful! (5 reviews)
"Beautiful house for our family vacation. Easy walk to the beach. Gorgeous views. Happy to bring our dogs along for the trip."

Reviewed on Aug 23, 2026

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Beachfront Estate, Multi-Level Decks, Bay Creek
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

The Captains Quarters located in Cape Charles, VA offers breathtaking views.

Cape Charles VA
The price is CA $346 per night from Sep 14 to Sep 15
CA $346
CA $486 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this apartment in Cape Charles. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Cape Charles Beach and Central Park are located ...
9.8/10 Exceptional! (73 reviews)
"The view was great and the room would have been great also, except there were hardly any paper products, there was a queen size bed instead of a king size (the host has corrected this error on their listing). The location was fantastic. Really just need a king size bed for my 6'6" hubby, especially ..."

Reviewed on Aug 28, 2026

The Captains Quarters located in Cape Charles, VA offers breathtaking views.
Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset

Cape Charles VA
The price is CA $218 per night from Sep 15 to Sep 16
CA $218
CA $608 total
Sep 15 - Sep 16
includes taxes & fees
Stay at this cottage in Eastville. Enjoy a fitness center, laundry facilities, and patios. Popular attractions Cape Charles Beach and Wilkins Beach are located ...
9.4/10 Exceptional! (16 reviews)
"The location & view were everything and we quite satisfied w that. On the flip side these were our observations-*Flower beds sadly overgrown and whole yard needs a good trim. *Brick path to hot tub needs attention, or just removed*Window unit in sunroom completely rusted & unusable. Should be removed ..."

Reviewed on Aug 25, 2026

Smith Beach cottage w/ private sunset
The Baywood Bed & Breakfast

The Baywood Bed & Breakfast

3 out of 5
31400 Latimers Bluff Rd Cape Charles VA
The price is CA $309 per night from Sep 3 to Sep 4
CA $309
CA $344 total
Sep 3 - Sep 4
includes taxes & fees
Book a stay at this beach B&B in Cape Charles. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Eastern Shore of Virginia National Wildlife ...
9.8/10 Exceptional! (218 reviews)
"Terrific hospitality and unbeatable location for Cape Charles or the state park."

Reviewed on Aug 22, 2026

The Baywood Bed & Breakfast
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

Cape Charles VA
Stay at this vacation home in Cape Charles. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Cape Charles Beach and Central Park are located ...
9.6/10 Exceptional! (182 reviews)
"We love visiting the crows nest every summer. Always consistently clean and easy to access by boat. We can’t wait to go back next summer !"

Reviewed on Aug 16, 2026

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The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
See all 390 properties in Cheapside
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.

Where to stay in Cheapside

Find the best Cheapside areas and neighborhoods for the activities you enjoy most. Learn more about Cheapside
Learn more about Cheapside
A beach with the word "LOVE" spelled out in large letters, a tire, and windsurfing equipment.
Photo by Natalie Wilkos
Open Photo by Natalie Wilkos

Historic Downtown Cape Charles

If you're spending some time in Historic Downtown Cape Charles, Cape Charles Beach and Central Park are top sights worth seeing.
An aerial view of a coastal area with a long, narrow breakwater extending into the sea, a sandy beach, and a distant shoreline with sparse vegetation.

Kiptopeke

If you're spending some time in Kiptopeke, Kiptopeke State Park and Chesapeake Bay are top sights worth seeing.
A coastal town with a bridge over a river, surrounded by residential buildings and greenery.

Picketts Harbor

While Picketts Harbor isn't home to many top sights, Kiptopeke State Park and Bay Creek Golf Club are some notable places to visit nearby.
A beach with a wooden pier and a gazebo, surrounded by rocks and a few people.

Kings Creek Landing

While there might not be top attractions in Kings Creek Landing, you can explore the larger area and discover places like Oyster Farm Marina and Central Park.

Townsend

While Townsend isn't home to many top sights, Kiptopeke State Park and Eastern Shore of Virginia National Wildlife Refuge are some notable places to visit nearby.

Cheapside

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