Cheapside Vacations from $495

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The Latest Cheapside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas
Sea Ranch Resort
Pamlico Station Edgecamp
John Yancey Oceanfront Inn
Ocean 27

Where to stay in Cheapside

Find the best Cheapside areas and neighborhoods for the activities you enjoy most. Learn more about Cheapside

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
$116 nightly
The price is $129 total per night from Apr 13 to Apr 14
$129 total
Apr 13 - Apr 14
Total with taxes and fees
8.4/10 Very Good! (661 reviews)
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Reviewed on Apr 2, 2026

Shore Stay Suites
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
$314 nightly
The price is $357 total per night from Apr 13 to Apr 14
$357 total
Apr 13 - Apr 14
Total with taxes and fees
9.8/10 Exceptional! (43 reviews)
Relaxing and quiet

Reviewed on Mar 22, 2026

The Captains Quarters located in Cape Charles, VA offers breathtaking views.
The Baywood Bed & Breakfast

The Baywood Bed & Breakfast

3 out of 5
31400 Latimers Bluff Rd Cape Charles VA
$223 nightly
The price is $248 total per night from Apr 13 to Apr 14
$248 total
Apr 13 - Apr 14
Total with taxes and fees
9.8/10 Exceptional! (196 reviews)
Beautiful setting, wonderful breakfast, lovely hosts!

Reviewed on Oct 29, 2025

The Baywood Bed & Breakfast
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.

Discover the most popular places to visit in Cheapside

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.