Top flight + Romantic hotel deals in Chesapeake Bay

Price found within the past 48 hours. Click for updated prices.

The St. Gregory Hotel

Downtown Washington D.C.

per person

8 Sept - 12 Sept

found 1 day ago

Return direct flight included

London (LON) to Washington (DCA)

8.6/10 Excellent! (1,014 reviews)

Great location, good walking area, nice restaurant and lounge downstairs. Rooms are minimalistic and the room in the bathroom are missing that luxury touch that I was expecting. The air conditioner is old as heck but worked great.

Reviewed on 1 Jul 2025

The Jefferson, Washington, DC

Downtown Washington D.C.

Save 100% on your flight

per person

7 Sept - 14 Sept

found 1 day ago

Return flight included

Glasgow (GLA) to Washington (DCA)

9.8/10 Exceptional! (948 reviews)

So glad we stayed here. The staff was five star. The hotel is historic and beautiful. I would definite stay here again.

Reviewed on 30 Jun 2025

Salamander Washington DC

Southwest

per person

15 Sept - 20 Sept

found 9 hours ago

Return direct flight included

Birmingham (BHX) to Washington (DCA)

9.4/10 Exceptional! (1,005 reviews)

From the moment I checked in, my experience at the Salamander Hotel was nothing short of exceptional. Sabrina at the front desk greeted me with warmth and a genuine smile, immediately setting a welcoming tone for my stay. Charles was equally kind and always willing to assist with anything I needed. Zachary and Austin were incredibly accommodating—particularly during dinner at Dogon. After our swim, my five-year-old nephew was cold, and Austin thoughtfully brought him a blanket so he could stay warm and comfortable at the restaurant. It was such a kind and unexpected gesture. Gonzalo was a true standout. He called me in advance to confirm my check-in and followed through with a warm welcome in person. He made sure I felt heard and taken care of throughout my stay. Initially, I booked from Tuesday to Thursday, but I extended my trip three times—first to Friday, then to Saturday, and finally to Sunday—because I enjoyed myself so much. The spa experience was phenomenal. I had two full-body massages and a facial. Francesca and Dewayne, the massage therapists, were amazing, and Lisan, who provided my facial, was kind and professional. Their attention to detail and ability to make me feel completely relaxed were deeply appreciated. One of the things I was most excited about was staying at a Black-owned hotel. It was important for me to support and experience that. I was genuinely impressed with the level of service and hospitality I received. That said, I did have two small hicc

Reviewed on 3 Jul 2025

The Melrose Georgetown Hotel

Northwest

per person

16 Aug - 23 Aug

found 1 day ago

Return direct flight included

Dublin (DUB) to Washington (DCA)

8.8/10 Excellent! (2,303 reviews)

We stayed here for 4 nights. Perfectly located in a historic area, close walking distance to main places of interest. Staff was friendly.

Reviewed on 29 Jun 2025

Hotel Zena Washington DC

Downtown Washington D.C.

per person

13 Aug - 18 Aug

found 1 day ago

Return direct flight included

London (LGW) to Washington (DCA)

9/10 Wonderful! (1,184 reviews)

Service was good & accommodating when we arrived. The room was very outdated so they offered an upgrade. The younger guy w/braids who checked me out on Saturday was very rude unnecessarily. A credit wasn't deducted & he blamed me for not telling the kitchen, although I confirmed upon check in & wasn't told I had to do anything else. Liked that we could walk to Wawa & CVS across the street & the location was close to everything, e.g. African American museum, etc. Parking addl $60 + tax p/night. Not worth the price. Rooms are basic. Breakfast was good.

Reviewed on 3 Jul 2025

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5* Romantic holidays in Chesapeake Bay

Price found within the past 48 hours. Click for updated prices.

Park Hyatt Washington

Northwest

per person

22 Sept - 29 Sept

found 17 hours ago

Return direct flight included

London (LON) to Washington (DCA)

9.2/10 Wonderful! (861 reviews)

Beautiful hotel with wonderful staff

Reviewed on 1 Jun 2025

The Jefferson, Washington, DC

Downtown Washington D.C.

Save 100% on your flight

per person

7 Sept - 14 Sept

found 1 day ago

Return flight included

Glasgow (GLA) to Washington (DCA)

9.8/10 Exceptional! (948 reviews)

So glad we stayed here. The staff was five star. The hotel is historic and beautiful. I would definite stay here again.

Reviewed on 30 Jun 2025

Salamander Washington DC

Southwest

per person

15 Sept - 20 Sept

found 9 hours ago

Return direct flight included

Birmingham (BHX) to Washington (DCA)

9.4/10 Exceptional! (1,005 reviews)

From the moment I checked in, my experience at the Salamander Hotel was nothing short of exceptional. Sabrina at the front desk greeted me with warmth and a genuine smile, immediately setting a welcoming tone for my stay. Charles was equally kind and always willing to assist with anything I needed. Zachary and Austin were incredibly accommodating—particularly during dinner at Dogon. After our swim, my five-year-old nephew was cold, and Austin thoughtfully brought him a blanket so he could stay warm and comfortable at the restaurant. It was such a kind and unexpected gesture. Gonzalo was a true standout. He called me in advance to confirm my check-in and followed through with a warm welcome in person. He made sure I felt heard and taken care of throughout my stay. Initially, I booked from Tuesday to Thursday, but I extended my trip three times—first to Friday, then to Saturday, and finally to Sunday—because I enjoyed myself so much. The spa experience was phenomenal. I had two full-body massages and a facial. Francesca and Dewayne, the massage therapists, were amazing, and Lisan, who provided my facial, was kind and professional. Their attention to detail and ability to make me feel completely relaxed were deeply appreciated. One of the things I was most excited about was staying at a Black-owned hotel. It was important for me to support and experience that. I was genuinely impressed with the level of service and hospitality I received. That said, I did have two small hicc

Reviewed on 3 Jul 2025

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4 Night Romantic holidays in Chesapeake Bay

Price found within the past 48 hours. Click for updated prices.

The Melrose Georgetown Hotel

Northwest

per person

8 Sept - 12 Sept

found 1 day ago

Return direct flight included

London (LON) to Washington (DCA)

8.8/10 Excellent! (2,303 reviews)

We stayed here for 4 nights. Perfectly located in a historic area, close walking distance to main places of interest. Staff was friendly.

Reviewed on 29 Jun 2025

The St. Gregory Hotel

Downtown Washington D.C.

per person

8 Sept - 12 Sept

found 1 day ago

Return direct flight included

London (LON) to Washington (DCA)

8.6/10 Excellent! (1,014 reviews)

Great location, good walking area, nice restaurant and lounge downstairs. Rooms are minimalistic and the room in the bathroom are missing that luxury touch that I was expecting. The air conditioner is old as heck but worked great.

Reviewed on 1 Jul 2025

The Jefferson, Washington, DC

Downtown Washington D.C.

per person

14 Aug - 18 Aug

found 19 hours ago

Return flight included

Manchester (MAN) to Washington (DCA)

9.8/10 Exceptional! (948 reviews)

So glad we stayed here. The staff was five star. The hotel is historic and beautiful. I would definite stay here again.

Reviewed on 30 Jun 2025

Don't see what you're looking for?

See all available trips from London to Chesapeake Bay

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How can I find the best Chesapeake Bay vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Chesapeake Bay. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Chesapeake Bay romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Chesapeake Bay that start from £612. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Chesapeake Bay romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Chesapeake Bay?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Chesapeake Bay?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Chesapeake Bay that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Chesapeake Bay with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Chesapeake Bay romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Top Romantic Chesapeake Bay Hotels

1840s Carrollton Inn

50 Albemarle Street, Baltimore, MD

1 hour drive from White House

Stay at this 4.5-star luxury B&B in Baltimore. Enjoy free breakfast, free parking and a 24-hour front desk. Our guests praise the breakfast and the helpful staff ...

9.6/10 Exceptional! (971 reviews)

Couples like: fireplace, romance packages available

A must ! ✨

"We stayed in the 103 liberty room & loved our stay! The inn was easy to get to, and the on site parking makes leaving your vehicle safe and convenient. Check-in was super easy and everyone was very welcoming :) Can’t say enough good things about this place, there’s 24 hr coffee bar (with complimentary ..."

Reviewed on 29 Jun 2025

The Royal Sonesta Harbor Court Baltimore

550 Light Street, Baltimore, MD

1 hour drive from White House

Stay at this 4.5-star luxury hotel in Baltimore. Enjoy free Wi-Fi, a rooftop terrace and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

8.8/10 Excellent! (1,499 reviews)

Couples like: on-site spa services, bar, Hot tub, couples dining

Travellers say...

"The concierge staff was outstanding! The dining experience was outstanding! I was disappointed with the front desk staff and housekeeping. And, it has been 4 days since my departure from the hotel, and I am still waiting for my receipt. :-("

Reviewed on 3 Jul 2025

The Watergate Hotel

2650 Virginia Ave NW, Washington, DC

10 min walk from White House

Stay at this 5-star luxury hotel in Washington. Enjoy free Wi-Fi, a full-service spa and 3 bars/lounges. Our guests praise the bar and the helpful staff in their ...

8.8/10 Excellent! (1,002 reviews)

Couples like: full-service spa, couples spa treatments, al fresco dining, Hot tub

Travellers say...

"Nothing to add"

Reviewed on 30 Jun 2025

See all 14,786 properties in Chesapeake Bay

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.