Find & compare romantic hotels in Chesapeake Bay from $89

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Chesapeake Bay Romantic Getaways & Hotels

Waldorf Astoria Washington DC

Waldorf Astoria Washington DC

5 out of 5
1100 Pennsylvania Avenue Northwest, Washington, DC
Free Cancellation
Reserve now, pay when you stay
The price is $612 per night
$612
per night
Jun 6 - Jun 7
Fall in love again at this upscale hotel. You and your special someone are sure to love the spa, premium mattresses, and Egyptian cotton sheets. You'll also ...
1840s Carrollton Inn

1840s Carrollton Inn

4.5 out of 5
50 Albemarle Street, Baltimore, MD
The price is $192 per night
$192
per night
Jun 2 - Jun 3
Indulge in a romantic getaway at this upscale bed & breakfast, where you'll find a garden, soaking tubs, and in-room fireplaces. Couples will love the romance ...
Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore

5 out of 5
200 International Dr, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
The price is $615 per night
$615
per night
May 29 - May 30
Celebrate with a romantic getaway at this upscale hotel, where you'll find a spa, soaking tubs, and a spa tub. You'll also love the 5 restaurants and pool ...
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is $665 per night
$665
per night
Jun 2 - Jun 3
Fall in love again at this upscale hotel. You and your special someone are sure to love the spa tub, spa, and ocean-view dining. You'll also appreciate the garden, ...
Wedmore Place

Wedmore Place

3.5 out of 5
5810 Wessex Hundred, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
The price is $130 per night
$130
per night
May 30 - May 31
A spa, in-room massages, and a garden await couples looking for a romantic getaway at this boutique hotel. The property also offers garden-view dining, a winery, ...
Morrison Clark Historic Inn

Morrison Clark Historic Inn

4 out of 5
1011 L Street NW, Washington, DC
Free Cancellation
Reserve now, pay when you stay
The price is $146 per night
$146
per night
Jun 21 - Jun 22
Ready for a romantic getaway? You and your special someone are sure to love the garden and luxury bedding at this boutique hotel. You'll also appreciate the ...
Hotel Zena Washington DC

Hotel Zena Washington DC

4 out of 5
1155 14th St Nw, Washington, DC
Free Cancellation
Reserve now, pay when you stay
The price is $180 per night
$180
per night
Jun 15 - Jun 16
Celebrate with a romantic getaway at this boutique hotel, where you'll find happy hours, champagne service, and romance packages. You'll also love the premium ...
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd, Williamsburg, VA
The price is $169 per night
$169
per night
May 29 - May 30
A spa, al fresco dining, and a garden await couples visiting this romantic hotel. The property also offers a spa tub, a lobby fireplace, and a riverside ...
The Melrose Georgetown Hotel

The Melrose Georgetown Hotel

4 out of 5
Free Cancellation
Reserve now, pay when you stay
The price is $169 per night
$169
per night
Jun 16 - Jun 17
Book a stay at this romantic aparthotel, featuring a lobby fireplace and champagne service. Couples will appreciate the premium mattresses, Frette Italian sheets, ...
The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore

4.5 out of 5
550 Light Street, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
The price is $170 per night
$170
per night
Jun 4 - Jun 5
Private spa treatments, a garden, and a spa tub await couples visiting this romantic hotel. The property also offers onsite dining, luxury bedding, and a waterfront ...
The Watergate Hotel

The Watergate Hotel

5 out of 5
2650 Virginia Ave NW, Washington, DC
Free Cancellation
Reserve now, pay when you stay
The price is $329 per night
$329
per night
Jun 14 - Jun 15
A spa, al fresco dining, and a spa tub await couples visiting this romantic hotel. The property also offers champagne service, romance packages, and a riverside ...
Greensprings Vacation Resort

Greensprings Vacation Resort

3 out of 5
3500 Ludwell Pkwy, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
The price is $89 per night
$89
per night
May 30 - May 31
Indulge in a romantic getaway at this Colonial hotel, where you'll find a garden, a spa tub, and in-room fireplaces. Couples will love the luxury bedding and ...
Don't see what you're looking for?
See all available properties in Chesapeake Bay
View all properties
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.

Chesapeake Bay hotels essential information

Accommodation
14,160 hotels
Lowest Price
$89
Highest Price
$665
Popular hotels
1840s Carrollton Inn, The Royal Sonesta Harbor Court Baltimore, The Watergate Hotel, Waldorf Astoria Washington DC, Kingsmill Resort, Four Seasons Hotel Baltimore, Greensprings Vacation Resort, Hotel Zena Washington DC, Inn at Perry Cabin, The Melrose Georgetown Hotel, Wedmore Place, Morrison Clark Historic Inn

Recent Chesapeake Bay hotel reviews by fellow wanderers

Salamander Washington DC

Salamander Washington DC

5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"One of the nicest hotels we’ve stayed at in a great location! Can’t wait to go back when the spa and pool are back up and running ! "
A verified traveler stayed at Salamander Washington DC
Salamander Washington DC

Explore more Romantic Getaways & Hotels

Types of hotels

Hotels near…

Hotels by star rating

Areas of Chesapeake Bay

Popular Romantic Getaways & Hotels Destinations