Kent Island Romantic Vacations

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

Photo by Jennifer Crim
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

Top Romantic Kent Island Hotels

Kent Island Resort

Kent Island Resort

3.5 out of 5
500 Kent Manor Dr, Stevensville, MD
  • 29 min walk from Matapeake State Park
A garden, a lobby fireplace, and champagne service await couples looking for a romantic getaway at this Victorian hotel. The property also offers private dining, ...
9.2/10 Wonderful! (114 reviews)

Couples like: couples dining, champagne service

Travelers say...
"Great INN super nice staff"

Reviewed on Sep 16, 2025

Kent Island Resort
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road, Stevensville, MD
  • 4 min drive from Matapeake State Park
If you're in the mood for love, consider staying at this romantic hotel, featuring a spa and a garden. You'll also love the lobby fireplace, premium mattresses, ...
9.4/10 Exceptional! (419 reviews)

Couples like: full-service spa, bar

Travelers say...
"Peace and tranquility"

Reviewed on Sep 2, 2025

The Inn at Chesapeake Bay Beach Club
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.