
Chesapeake Bay Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 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 Chesapeake Bay Hotels

1840s Carrollton Inn
50 Albemarle Street, Baltimore, MD
If you and your special someone are ready for a getaway, you're sure to love the soaking tubs and garden at this upscale bed & breakfast. You'll also appreciate ...
9.6/10 Exceptional! (984 reviews)
Couples like: fireplace, romance packages available
Travelers say...
"Close proximity to everything in the inner harbor. Parking was free and the nightly rate was very modest given the area. And the cooked to order breakfast was great!"
Reviewed on Aug 3, 2025

The Royal Sonesta Harbor Court Baltimore
550 Light Street, Baltimore, MD
Spa services, in-room massages, and a garden await couples looking for a romantic getaway at this upscale hotel. The property also offers a hot tub, romance ...
8.8/10 Excellent! (1,539 reviews)
Couples like: onsite spa services, bar, hot tub, couples dining
Travelers say...
"The bed was extremely comfortable and the staff was wonderful"
Reviewed on Aug 14, 2025

The Watergate Hotel
2650 Virginia Ave NW, Washington, DC
A spa, al fresco dining, and a hot tub await couples looking for a romantic getaway at this upscale hotel. The property also offers champagne service, romance ...
8.8/10 Excellent! (1,006 reviews)
Couples like: full-service spa, couples spa treatments, al fresco dining, hot tub
Travelers say...
"Amenities in the room were very nice quality, slippers, loofah, and toiletries. I was overcharged for car parking on check out when they asked if I had any extras. Hotel refunded it right away but my overseas bank took an extra procedure fee as a result of this misunderstanding. Room was a suite ..."
Reviewed on Aug 7, 2025
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.