Eastern Shore of Virginia Romantic Vacations

Book a Romantic Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Romantic Eastern Shore of Virginia Hotels

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
  • 3 hours drive from Cape Charles Beach
A hot tub, romance packages, and premium mattresses await couples visiting this romantic hotel. The property also offers luxury bedding, a terrace, and a waterfront ...
9.6/10 Exceptional! (1,006 reviews)

Couples like: hot tub, romance packages available

Travelers say...
My favorite hotel for quiet getaway

Reviewed on May 11, 2026

Comfort Suites Chincoteague Island Bayfront Resort
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
  • 3 hours drive from Cape Charles Beach
An outdoor pool and more await visiting couples at this romantic motel.
8.4/10 Very Good! (1,006 reviews)
Didn’t really use any amenities so can’t rate that. Pleasant staff & pleasant stay. The only complaint we have is that the room was cold & the unit on the wall didn’t work to turn on some heat.

Reviewed on May 9, 2026

Chincoteague Inn
Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island

2 out of 5
7020 Maddox Blvd Chincoteague VA
  • 3 hours drive from Cape Charles Beach
If you're looking for a special getaway, consider a stay at this romantic hotel where there's an outdoor pool and much more for you and your partner to ...
6.8/10 (1,005 reviews)
We were supposed to stay for two days, we only stayed for thirty minutes. They didn’t refund me for the second that I didn’t stay. The toilet wouldn’t flush, our room is near the front, there was no privacy.

Reviewed on May 10, 2026

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