Romantic Hotels in Chesapeake Bay
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Featured Chesapeake Bay Romantic Getaways & Hotels

1840s Carrollton Inn
50 Albemarle Street, Baltimore, MD
$193 nightly
The price is $226 total per night
$226 total
Sep 28 - Sep 29
Total with taxes and fees
1840s Carrollton Inn features free WiFi in public areas, coffee in a common area, and a meeting room. If you decide to drive, there's free parking. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Other amenities at this luxury bed & breakfast include a terrace, laundry facilities, and a garden.
Breakfast included
Parking included

The Royal Sonesta Harbor Court Baltimore
550 Light Street, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $179 total per night
$179 total
Oct 15 - Oct 16
Total with taxes and fees
At The Royal Sonesta Harbor Court Baltimore, guests enjoy an indoor pool, a 24-hour gym, and a sauna. Valet parking is available for USD 51.60 per night. The front desk has multilingual staff on hand 24/7 to help with securing valuables, luggage storage, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this luxury hotel include a rooftop terrace, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

The Watergate Hotel
2650 Virginia Ave NW, Washington, DC
Free Cancellation
Reserve now, pay when you stay
$306 nightly
The price is $355 total per night
$355 total
Sep 26 - Sep 27
Total with taxes and fees
Guests of The Watergate Hotel enjoy a full-service spa, an indoor pool, and a gym. Valet parking is offered for USD 65.00 per day. The 24-hour front desk has multilingual staff ready to assist with securing valuables, concierge services, and dry cleaning/laundry. Other amenities at this luxury hotel include a sauna, a rooftop terrace, and free WiFi in public areas.
Pool
Hot Tub

Waldorf Astoria Washington DC
1100 Pennsylvania Avenue Northwest, Washington, DC
Free Cancellation
Reserve now, pay when you stay
$603 nightly
The price is $699 total per night
$699 total
Oct 3 - Oct 4
Total with taxes and fees
Guests staying at Waldorf Astoria Washington DC enjoy access to a full-service spa, a gym, and free WiFi in public areas. Valet parking is available for USD 85.00 per night. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and tours/tickets. Other amenities at this luxury hotel include conference space, a 24-hour business center, and a computer station.
Spa
Pet friendly

Kingsmill Resort
1010 Kingsmill Rd, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
$238 nightly
The price is $263 total per night
$263 total
Sep 28 - Sep 29
Total with taxes and fees
Kingsmill Resort features a golf course, a marina, and a full-service spa. Free parking is included with your stay. The front desk is staffed 24/7 to help with tours or tickets, securing valuables, and luggage storage. Other amenities at this beach hotel include an indoor pool, a lazy river, and a children's pool.
Pool
Hot Tub

Four Seasons Hotel Baltimore
200 International Dr, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
$489 nightly
The price is $574 total per night
$574 total
Oct 8 - Oct 9
Total with taxes and fees
Guests staying at Four Seasons Hotel Baltimore enjoy access to a full-service spa, a 24-hour gym, and a sauna. Valet parking is available for USD 50 per night, and there's also limo/town car service. Front-desk staff can answer questions 24/7, and assist with concierge services, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and pet-sitting services. Other amenities at this luxury hotel include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Hilton Vacation Club Greensprings Williamsburg
3500 Ludwell Pkwy, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $111 total per night
$111 total
Sep 28 - Sep 29
Total with taxes and fees
Hilton Vacation Club Greensprings Williamsburg features an indoor pool, an outdoor pool, and a children's pool. A stay here includes free parking. Multilingual staff at the 24-hour front desk can assist with luggage storage, concierge services, and securing valuables. Other amenities at this golf resort include a gym, a sauna, and free WiFi in public areas.
Pool
Hot Tub

Hotel Zena Washington DC
1155 14th St Nw, Washington, DC
Free Cancellation
Reserve now, pay when you stay
$193 nightly
The price is $224 total per night
$224 total
Oct 2 - Oct 3
Total with taxes and fees
Guests staying at Hotel Zena Washington DC enjoy a 24-hour gym, a rooftop terrace, and WiFi in public areas. Valet parking is available for USD 59 per night. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this boutique hotel include conference space, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Pet friendly

Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
$566 nightly
The price is $622 total per night
$622 total
Oct 9 - Oct 10
Total with taxes and fees
Inn at Perry Cabin features a golf course, a marina, and a full-service spa. If you drive, put free valet parking to good use. The 24-hour front desk has multilingual staff ready to assist with concierge services, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include an outdoor pool, a gym, and a sauna.
Pool
Hot Tub

The Melrose Georgetown Hotel
Free Cancellation
Reserve now, pay when you stay
$181 nightly
The price is $210 total per night
$210 total
Oct 2 - Oct 3
Total with taxes and fees
Renovated in 2015, The Melrose Georgetown Hotel offers a gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 80.00 per night. The 24-hour front desk has multilingual staff ready to assist with concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this family-friendly aparthotel include conference space, a 24-hour business center, and a computer station.
Pet friendly
Free WiFi

Wedmore Place
5810 Wessex Hundred, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $181 total per night
$181 total
Sep 29 - Sep 30
Total with taxes and fees
Guests of Wedmore Place have access to a winery, a full-service spa, and a gym. A stay here includes free parking. The front desk has multilingual staff that can help with tours or tickets, and offer advice about sights and eateries nearby. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a seasonal outdoor pool.
Pool
Breakfast included

Morrison Clark Historic Inn
1011 L Street NW, Washington, DC
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $196 total per night
$196 total
Oct 1 - Oct 2
Total with taxes and fees
At Morrison Clark Historic Inn, guests have access to a 24-hour gym, free WiFi in public areas, and conference space. Valet parking is offered for USD 51.92 per night. The front desk has multilingual staff on hand 24/7 to help with luggage storage, concierge services, and securing valuables. Other amenities at this luxury hotel include a 24-hour business center, a library, and express check-out.
Free WiFi
Restaurant

The Fairfax at Embassy Row, Washington, D.C.
2100 Massachusetts Avenue NW, Washington, DC
At The Fairfax at Embassy Row, Washington, D.C., guests have access to a gym, a sauna, and WiFi in public areas. Valet parking is available for USD 52.00 per night. Multilingual staff at the 24-hour front desk can assist with concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this luxury hotel include a 24-hour business center, free newspapers, and laundry facilities.
Restaurant
Air conditioning

The Alexandrian Old Town Alexandria, Autograph Collection
480 King St., Alexandria, VA
Free Cancellation
Reserve now, pay when you stay
$248 nightly
The price is $288 total per night
$288 total
Oct 17 - Oct 18
Total with taxes and fees
The Alexandrian Old Town Alexandria, Autograph Collection features a 24-hour gym, free WiFi in public areas, and conference space. Self parking is offered for USD 40 per night. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this boutique hotel include a 24-hour business center, express check-in, and express check-out.
Pet friendly
Free WiFi

Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
Free Cancellation
Reserve now, pay when you stay
$233 nightly
The price is $265 total per night
$265 total
Oct 1 - Oct 2
Total with taxes and fees
Hyatt Regency Chesapeake Bay features a private beach, a golf course, and a marina. A stay here includes free parking. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, concierge services, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a full-service spa, 2 outdoor pools, and an indoor pool.
On private beach
Pool
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 | 15,128 hotels |
---|---|
Lowest Price | $111 |
Highest Price | $699 |
Popular hotels | 1840s Carrollton Inn, The Royal Sonesta Harbor Court Baltimore, The Watergate Hotel, Waldorf Astoria Washington DC, Kingsmill Resort, Four Seasons Hotel Baltimore, Hilton Vacation Club Greensprings Williamsburg, Hotel Zena Washington DC, Inn at Perry Cabin, The Melrose Georgetown Hotel, Wedmore Place, Morrison Clark Historic Inn, The Fairfax at Embassy Row, Washington, D.C., The Alexandrian Old Town Alexandria, Autograph Collection, Hyatt Regency Chesapeake Bay |
Recent Romantic Getaways & Hotels Reviews

State Plaza Hotel
5/5 Excellent
"Wonderful hospitality "
A verified traveler from Honolulu stayed at State Plaza Hotel
Posted 17 hours ago
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