Find Romantic Hotels in Chesapeake Bay from S$178

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Bay Romantic Hotels

Top Romantic Hotels in Chesapeake Bay

1840s Carrollton Inn
Relax in a serene courtyard with traditional seating areas and lush greenery.

1840s Carrollton Inn

4.5 star property
9.6 out of 10, Exceptional, (972)
"We loved our stay! It was excellent to order a full breakfast and determine the time of delivery, where ever we chose to eat it that day! Highly recommend!"
The price is S$289
includes taxes & fees
13 Jul - 14 Jul
1840s Carrollton Inn
The Royal Sonesta Harbor Court Baltimore
Relax in this stylish room with a city view, featuring a comfortable armchair, sofa, and a small table with a vase of flowers.

The Royal Sonesta Harbor Court Baltimore

4.5 star property
8.8 out of 10, Excellent, (1511)
"Loved my stay here!"
The price is S$263
includes taxes & fees
10 Aug - 11 Aug
The Royal Sonesta Harbor Court Baltimore
The Watergate Hotel
Relax in a spacious room with a large bed, seating area, and city view.

The Watergate Hotel

5.0 star property
8.8 out of 10, Excellent, (1001)
"Great place to stay, a short walk to all the local restaurants. "
The price is S$424
includes taxes & fees
9 Aug - 10 Aug
The Watergate Hotel
Waldorf Astoria Washington DC
Experience the epitome of luxury in this elegantly designed room, featuring a stunning chandelier, expansive window views, and a comfortable seating area with a sofa and flat-screen TV.

Waldorf Astoria Washington DC

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Absolutely wonderful!!!!!!"
The price is S$782
includes taxes & fees
25 Jul - 26 Jul
Waldorf Astoria Washington DC
Kingsmill Resort
Relax in this stylish room with a sofa set, coffee table, and side table, offering a view of the pool and surrounding building.

Kingsmill Resort

4.0 star property
8.8 out of 10, Excellent, (1002)
"Great vacation for family or couple"
The price is S$361
includes taxes & fees
21 Jul - 22 Jul
Kingsmill Resort
Four Seasons Hotel Baltimore
Relax on the rooftop with a city view, lounge chairs, and a dining table.

Four Seasons Hotel Baltimore

5.0 star property
9.6 out of 10, Exceptional, (875)
"The staff were excellent! "
The price is S$752
includes taxes & fees
20 Jul - 21 Jul
Four Seasons Hotel Baltimore
Hilton Vacation Club Greensprings Williamsburg
Stunning two-story home with a brick and siding facade, featuring a central entrance and beautifully manicured lawn.

Hilton Vacation Club Greensprings Williamsburg

3.0 star property
8.4 out of 10, Very good, (1010)
"Amazing amenities and great staff!"
The price is S$178
includes taxes & fees
3 Aug - 4 Aug
Hilton Vacation Club Greensprings Williamsburg
Hotel Zena Washington DC
Relax with a drink at the rooftop bar, surrounded by a city view and unique sculpture.

Hotel Zena Washington DC

4.0 star property
9.0 out of 10, Wonderful, (1206)
"Great staff and perfect location "
The price is S$263
includes taxes & fees
10 Aug - 11 Aug
Hotel Zena Washington DC
Inn at Perry Cabin
Enjoy a romantic meal for two in our serene outdoor dining area, surrounded by a tranquil pool.

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (353)
"Grounds are beautiful. Staff very friendly and attentive "
The price is S$955
includes taxes & fees
16 Jul - 17 Jul
Inn at Perry Cabin
The Melrose Georgetown Hotel
Experience refined luxury in our elegant lobby, featuring a grand carpet, polished floors, and plush seating areas.

The Melrose Georgetown Hotel

4.0 star property
8.8 out of 10, Excellent, (2328)
"Loved our stay"
The Melrose Georgetown Hotel
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.