The Best Romantic Hotels in Chesapeake, VA from AED 1,553 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 643

AED 1,553 total

includes taxes & fees

22 Sep - 23 Sep

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

Sandbridge

Cindy S.

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Top Chesapeake Hotel Reviews

Wyndham Virginia Beach Oceanfront

10/10 Excellent

"Clean room and friendly staff"

Hampton Inn Virginia Beach-Oceanfront South

10/10 Excellent

"This hotel is great, clean big and confortable room and the breakfast is great."

Sandcastle Resort On The Beach

8/10 Good

"Good place Friendly stuff"

Hilton Virginia Beach Oceanfront

10/10 Excellent

"Great experience"

Holiday Inn & Suites Virginia Beach North Beach by IHG

10/10 Excellent

"The pools, staff, and hotel were great. Breakfast on-site was beautiful overlooking the ocean. Lots of things for kids-movies all day, arcade. Child watch of some sort. Quick beach access"

Schooner Inn

10/10 Excellent

"Great hotel great staff had an amazing time."

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

Wyndham Virginia Beach Oceanfront

Hampton Inn Virginia Beach-Oceanfront South

Sandcastle Resort On The Beach

Hilton Virginia Beach Oceanfront

Holiday Inn & Suites Virginia Beach North Beach by IHG

Schooner Inn

Frequently asked questions

Explore a world of travel with Expedia