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Top Chesapeake Bay Romantic Getaways & Hotels

1840s Carrollton Inn

1840s Carrollton Inn

4.5 out of 5
50 Albemarle Street, Baltimore, MD
The price is $143 per night
$143
includes taxes & fees
$121 per night
Nov 24 - Nov 25
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 ...
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 $699 per night
$699
includes taxes & fees
$603 per night
Nov 29 - Nov 30
Fall in love again at this upscale hotel. You and your special someone are sure to love the soaking tubs, spa, and premium mattresses. You'll also appreciate ...
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 $442 per night
$442
includes taxes & fees
$376 per night
Dec 22 - Dec 23
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 $346 per night
$346
includes taxes & fees
$315 per night
Dec 16 - Dec 17
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 $203 per night
$203
includes taxes & fees
$173 per night
Nov 24 - Nov 25
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 $126 per night
$126
includes taxes & fees
$109 per night
Dec 16 - Dec 17
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 $152 per night
$152
includes taxes & fees
$131 per night
Nov 29 - Nov 30
Fall in love again at this boutique hotel. You and your special someone are sure to love the champagne service, romance packages, and premium mattresses. You'll ...
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
The price is $216 per night
$216
includes taxes & fees
$196 per night
Dec 1 - Dec 2
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 $146 per night
$146
includes taxes & fees
$96 per night
Nov 29 - Nov 30
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 $137 per night
$137
includes taxes & fees
$116 per night
Nov 27 - Nov 28
Private spa treatments, a garden, and a spa tub await visiting couples at this upscale 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 $366 per night
$366
includes taxes & fees
$316 per night
Nov 23 - Nov 24
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 ...
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
The price is $105 per night
$105
includes taxes & fees
$95 per night
Dec 1 - Dec 2
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 ...
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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.

Recent Chesapeake Bay hotel reviews by fellow wanderers

Washington Plaza Hotel

Washington Plaza Hotel

5 out of 5
Posted 17 hours ago
Travelocity Verified Review
"I love the area around the hotel, beautiful historical buildings, safe area tp walk"
A verified traveler stayed at Washington Plaza Hotel
Washington Plaza Hotel

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