The Best Romantic Hotels in Chesapeake, VA in 2026

A golf course, a large building complex, and a marina by a river.

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Our top choices for Chesapeake romantic hotels

Coffee/tea maker, fridge, microwave, oven

1. Norfolk Beach Cottage Rental

East Ocean View

Justin N.

AED 646

AED 1,544 total

includes taxes & fees

15 Sep - 16 Sep

2. ❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views

Sandbridge

Cindy S.

AED 1,369

AED 2,966 total

includes taxes & fees

8 Sep - 9 Sep

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Top Chesapeake Hotel Reviews

Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent

"Wonderful hotel"

Schooner Inn

10/10 Excellent

"We had a beautiful view of the ocean and the staff were so kind and helpful. They gave good recommendations on food as we arent locals and travelled there from NC."

Holiday Inn & Suites Virginia Beach North Beach by IHG

8/10 Good

"This hotel was nice the oceanfront view breath taking. The 3 pools were great. The elevators were slow and hallway have no a/c and neither the inside of the elevator very uncomfortable. The air conditioning in the rooms are very noisy I asked a couple of people while waiting for the slow elevator if they had the same problem they said. Other than that it’s a great hotel very friendly staff great amenities they even have a theatre room the shows movies and give popcorn"

Ocean Resort

10/10 Excellent

"This location was beach front. Very nice staff. Area safe and the nightlife was amazing"

Holiday Inn Express & Suites VA Beach Oceanfront by IHG

8/10 Good

"Breakfast needed to be restocked more timely. Room was clean but had a funny smell. Great location, directly on the beach. Pool is small but good for kids. Overall would stay here again."

Hilton Virginia Beach Oceanfront

10/10 Excellent

"!"

Wyndham Virginia Beach Oceanfront

8/10 Good

"When we choose the property that was part of the package, the customer rating was 8.3. It was quite a surprise when we arrived. Not what we expected. There were water on the street and the parking was a little dim. The lobby was kind of deserted but the night clerk was helpful. As we entered the building where we were to stay, there was a strong smell of marijuana. Our room had a musty smell and there corner carpet by the mirror needs repair. The arm rest of the sofa seat was dirty. The water in the sink was so slow to drain which was a a setback with the nice setting of the lavatory. Housekeeping did replenished the towels when we requested for a change. Shower was clean with the right water temperature which was a plus. Great that a roof safe is available to use free of charge. And the coffee maker and coffee is a great addition. Wish there was complimentary drinking water. What we loved most with the hotel was the ocean view. Very relaxing to just be there in spite of the heat wave throughout our stay. We enjoyed the breakfast with Lisa and Rich welcoming us like family. It is a good stay and I'd recommend friends to give it a go ... and why not ... we may stay again if given the chance again. Staff were amazing by the way ... very respectful and friendly."

Frequently asked questions

Searching for romantic hotels in Chesapeake?

Are you looking for a romantic escape? Our guests also love Chesapeake for its major shopping area, array of dining options, and sporting events. You might consider checking out some of the nearby sights and attractions such as Greenbrier Mall, Chesapeake Square Mall, or Chesapeake Arboretum. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.

When is the best time of year for a romantic getaway to Chesapeake?

If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Chesapeake: The hottest months are usually July and August with an average temp of 77°F, while the coldest months are January and February with an average of 45°F. Average annual precipitation for Chesapeake is 54 inches.

What is there to do in Chesapeake?

There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all that Chesapeake has to offer. If you're hoping to see some of the area's cultural attractions, you'll enjoy Chesapeake for its shopping, live music, and theater scene. You might think about stopping by Greenbrier Mall, Chesapeake Square Mall, or Chesapeake Arboretum while you're seeing the sights.

What's the best way to get to Chesapeake and around town during my romantic getaway?

These transportation options in Chesapeake might help your romantic getaway go off without a hitch: To get to Chesapeake, book a flight to Norfolk Intl. Airport (ORF), which is the closest major airport, located 10.1 mi (16.3 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.

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Norfolk Vacations

Find Romantic Hotels in Chesapeake, VA

Change your mind

Treat yourself

Be picky

Check availability on Chesapeake Romantic Hotels

Our top choices for Chesapeake romantic hotels

1. Norfolk Beach Cottage Rental

2. ❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views

Top Chesapeake Hotel Reviews

Hilton Vacation Club Ocean Beach Club Virginia Beach

Schooner Inn

Holiday Inn & Suites Virginia Beach North Beach by IHG

Ocean Resort

Holiday Inn Express & Suites VA Beach Oceanfront by IHG

Hilton Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

Frequently asked questions

Explore a world of travel with Expedia