Hampton Roads Romantic Vacations

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Flight and Romantic hotel deals in Hampton Roads

Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

Northeast Virginia Beach
CA $1,240
per person
Oct 25 - Nov 1
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.4/10 Very good! (1,486 reviews)
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Northeast Virginia Beach
CA $1,257
per person
Oct 25 - Nov 1
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.2/10 Very good! (1,359 reviews)
Adriane was friendly and helpful when we just arrived. She made us feel welcome. I honestly felt welcome by all the staff. They guide us and answered questions that we had in a friendly manner. Thank you all for being part of our unforgettable vaccation.

Reviewed on Aug 14, 2026

Omni Richmond Hotel

Omni Richmond Hotel

Downtown Richmond
CA $1,476
per person
Oct 7 - Oct 12
found 22 hours ago
Roundtrip flight included
Vancouver (YVR) to Richmond (RIC)
9/10 Wonderful! (1,507 reviews)
Omni Hotel is top notch, this was our first time staying at an Omni Hotel and we loved it. It was clean, the staff was awesome, they provided us with great places to visit, and eat. And I cant say enough about the bed....it was the most comfortable bed we've slept in away from home. We've stayed at other brand properties but none compare to the service and quality at the Omni Richmond.

Reviewed on Aug 13, 2026

The Historic Cavalier Hotel and Beach Club, Autograph Collection

The Historic Cavalier Hotel and Beach Club, Autograph Collection

Northeast Virginia Beach
CA $2,247
per person
Oct 25 - Nov 1
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
9.4/10 Exceptional! (391 reviews)
Another amazing stay. The staff, the food, the amenities, the events were all top notch.

Reviewed on Aug 9, 2026

The Berkeley Richmond, Outset Collection by Hilton

The Berkeley Richmond, Outset Collection by Hilton

Downtown Richmond
CA $1,599
per person
Oct 7 - Oct 12
found 22 hours ago
Roundtrip flight included
Vancouver (YVR) to Richmond (RIC)
8.6/10 Excellent! (1,378 reviews)
Note that this is not a typical big hotel chain experience. This hotel is more of a quaint, boutique style hotel. As such there are minimal amenities. That being said, the hotel is very comfortable, the rooms are modern and clean, the staff is super friendly and helpful, and the Parlor Bistro has really good food. One thing to note, is that I booked a King Suite with a pullout sofa bed on Expedia. That room type does not exist. When I got to the hotel they had a reservation for a single king size bed for the four of us. Fortunately the staff was able to shuffle some things around and put us into a room with two queen beds (and a balcony!). We're very grateful they were able to accommodate us despite Expedia's mix-up.

Reviewed on Aug 13, 2026

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3 Night Romantic holidays in Hampton Roads

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Williamsburg

DoubleTree by Hilton Williamsburg

CA $933
per person
Nov 2 - Nov 5
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.4/10 Very good! (1,061 reviews)
Kingsmill Resort

Kingsmill Resort

Kingsmill
CA $977
per person
Nov 2 - Nov 5
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.8/10 Excellent! (1,013 reviews)
The amenities were awesome !!

Reviewed on Aug 14, 2026

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4 Night Romantic holidays in Hampton Roads

Price found within the past 48 hours. Click for updated prices.
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

Northeast Virginia Beach
CA $790
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Norfolk (ORF)
8.2/10 Very good! (1,593 reviews)
The property was in excellent condition, the staff was super friendly, helpful and helped plan most of our trip. Definitely one of the highlights of our vacation here.

Reviewed on Aug 15, 2026

Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

Northeast Virginia Beach
CA $1,464
per person
Oct 8 - Oct 12
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Norfolk (ORF)
8.4/10 Very good! (1,486 reviews)
Holiday Inn Express & Suites VA Beach Oceanfront by IHG

Holiday Inn Express & Suites VA Beach Oceanfront by IHG

Northeast Virginia Beach
CA $896
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Norfolk (ORF)
8.8/10 Excellent! (1,012 reviews)
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Plan unforgettable romantic Hampton Roads vacations

What are some of the benefits of booking a romantic Hampton Roads vacation?

When booking a romantic Hampton Roads vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in United States of America.

How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Hampton Roads destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in Hampton Roads?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $790 and can enjoy savings of up to 19 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in Hampton Roads?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Hampton Roads certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Hampton Roads.

Can I book a romantic Hampton Roads vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Hampton Roads search.

Can I book a romantic trip to Hampton Roads that is fully refundable?

Several romantic Hampton Roads vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.