Cheapside

Cape Charles

Cheapside Hotel Deals

Shore Stay Suites

Shore Stay Suites

2 out of 5
26406 Lankford Hwy Cape Charles VA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Nov 23 to Nov 24
CA $147
CA $163 total
Nov 23 - Nov 24
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! (745 reviews)
"The room is a good size. The kitchenette is a nice feature. The bed was comfortable. A bit worn overall though. Close to Cape Charles historic district"

Reviewed on Oct 25, 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 Bay Creek Golf Club 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 Captain's Quarters located in Cape Charles, VA offers breathtaking views.

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

Cape Charles VA
The price is CA $350 per night from Oct 29 to Oct 30
CA $350
CA $501 total
Oct 29 - Oct 30
includes taxes & fees
Stay at this apartment in Cape Charles. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Central Park and Cape Charles Museum & Welcome Center ...
9.8/10 Exceptional! (82 reviews)
"Such a cute and cozy place! Perfect for a couple & the marina views were an added touch to our stay. Definitely recommend and would stay again!"

Reviewed on Oct 4, 2026

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Cape Charles VA
The price is CA $259 per night from Nov 1 to Nov 2
CA $259
CA $707 total
Nov 1 - Nov 2
includes taxes & fees
Stay at this vacation home in Cape Charles. Enjoy a garden, laundry facilities, and balconies or patios. Popular attractions Cape Charles Beach and Central Park ...
9.6/10 Exceptional! (152 reviews)
"Great property and location. Loved easy walk to down town and the beach. Spent lots of time on front porch."

Reviewed on Jul 23, 2026

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Cape Charles VA
Book a stay at this family-friendly vacation home in Cape Charles. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in ...
10/10 Exceptional! (192 reviews)
"The property is excellent, we really liked the balconies on two levels. The location is nice, not too far from the beach and not too far from the town center and then to the main strip.Everything was clean and well maintained.Ashley was very responsive and accommodated our request for a slightly ..."

Reviewed on Oct 13, 2026

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Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental
The Baywood Bed & Breakfast

The Baywood Bed & Breakfast

3 out of 5
31400 Latimers Bluff Rd Cape Charles VA
The price is CA $312 per night from Oct 27 to Oct 28
CA $312
CA $347 total
Oct 27 - Oct 28
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! (224 reviews)
"My husband and I thoroughly enjoyed our stay at Baywood on the Bay. Sharon was very helpful in getting us settled and suggested restaurants that were open even though it was the beginning of off season. The view from the bedroom was breathtaking and the soaking tub was so nice after hiking around ..."

Reviewed on Sep 28, 2026

The Baywood Bed & Breakfast
See all 382 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 a large tire sculpture, kayaks, and a pier in the background.
Photo by Got The Travel Bug Too
Open Photo by Got The Travel Bug Too

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 sunset over a beach with a pier extending into the water.

Bay Ridge

While Bay Ridge isn't home to many top sights, Bay Creek Golf Club and Kiptopeke State Park are some notable places to visit nearby.
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.

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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