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Check Prices on Hotels in Chesapeake Bay

Tonight Jul 19 - Jul 20
This weekend Jul 19 - Jul 21
Next weekend Jul 26 - Jul 28

Featured Chesapeake Bay Romantic Hotels

See all 3,480 Properties in Chesapeake Bay

Estimated price for 1 night/2 adults

1840s Carrollton Inn
1840s Carrollton Inn
4.5 out of 5.0 50 Albemarle Street, Baltimore, MD
4.8/5 (426 reviews)
$175/ night for 2 guests

Love the gardens and breakfast! Everything was wonderful and the staff is amazing!

Reviewed on Jul 17, 2019
Royal Sonesta Harbor Court Baltimore
Royal Sonesta Harbor Court Baltimore
4.5 out of 5.0 550 Light Street, Baltimore, MD
Free Cancellation
4.5/5 (1323 reviews)
$159/ night for 2 guests

The hotel was in downtown with views of the inner harbor and the amenities were awesome! There was a tennis court, racquetballs court, work out facility, and the room was very spacious!!

Reviewed on Jul 16, 2019
The Watergate Hotel
The Watergate Hotel
5.0 out of 5.0 2650 Virginia Ave NW, Washington, DC
Free Cancellation
4.5/5 (1149 reviews)
$212/ night for 2 guests

The room was beautiful as was the lobby. Very trendy, we loved the shower and the modern touches in the room.

Reviewed on Jul 16, 2019
Trump International Hotel Washington DC
Trump International Hotel Washington DC
5.0 out of 5.0 1100 Pennsylvania Avenue Northwest, Washington, DC
Free Cancellation
4.9/5 (735 reviews)
$336/ night for 2 guests

It's TRUMP Hotel. You can't go wrong. Everything was 5 star and first class! Hotel was gorgeous and service was the best I ever received! Won't stay anywhere else when I'm in Washington!

Reviewed on Jul 15, 2019
Kingsmill Resort
Kingsmill Resort
4.0 out of 5.0 1010 Kingsmill Rd, Williamsburg, VA
Free Cancellation
4.4/5 (1121 reviews)
$169/ night for 2 guests

Lovely stay - can’t wait to go back. Peaceful accessible layout

Reviewed on Jul 17, 2019
Four Seasons Hotel Baltimore
Four Seasons Hotel Baltimore
5.0 out of 5.0 200 International Dr, Baltimore, MD
Free Cancellation
4.8/5 (474 reviews)
$343/ night for 2 guests

Very happy with our stay. They made a greeting card for our 7 months old baby and some small gift. That's very touched. We will definitely go back.

Reviewed on Jul 5, 2019
Greensprings Vacation Resort by Diamond Resorts
Greensprings Vacation Resort by Diamond Resorts
3.0 out of 5.0 3500 Ludwell Pkwy, Williamsburg, VA
Free Cancellation
4.4/5 (1974 reviews)
$133/ night for 2 guests

The grounds were very nice. The suites were clean and spacious for 5 people. The room had all the kitchen basics and the dryer in the room helped with the wet towels and bathing suits. I was happy that even though it was a timeshare we were not hounded at checkin. They did ask if we were interested ...

Reviewed on Jul 13, 2019
Donovan Hotel
Donovan Hotel
4.0 out of 5.0 1155 14th St Nw, Washington, DC
Free Cancellation
4.2/5 (1856 reviews)
$118/ night for 2 guests

Rooftop pool is cool, except that it closes at 5pm and turns into a nightspot......which is also cool, so I guess it’s a push. They upgraded us into a larger room, which made it more comfortable for my wife and two boys. Lobby needs some updating, but the room was updated and clean. Valet parking ...

Reviewed on Jul 13, 2019
Inn at Perry Cabin
Inn at Perry Cabin
5.0 out of 5.0 308 Watkins Ln, St. Michaels, MD
4.7/5 (228 reviews)
$475/ night for 2 guests

Absolutely beautiful, service and good could not be better. Can’t wait to get back there

Reviewed on Jun 14, 2019
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Romantic Hotels: Our travelers loved these

Estimated price for 1 night/2 adults

Recently Booked Romantic Hotels in Chesapeake Bay

The Tides Inn
4.0 out of 5.0
Last booking: 33 hours ago