The Best Romantic Hotels in Chesapeake, VA from AED 1,544 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 1,489 total

includes taxes & fees

14 Sep - 15 Sep

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

Sandbridge

Cindy S.

AED 1,612

AED 3,273 total

includes taxes & fees

14 Sep - 15 Sep

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Top Chesapeake Hotel Reviews

Crowne Plaza Virginia Beach Town Center by IHG

10/10 Excellent

"Very nice"

Sandcastle Resort On The Beach

8/10 Good

"good place to stay at. i had no issues during my stay. they had two elevators how ever one was out of order. so long waits for it. other than that pretty good and breakfast was quick and easy"

Wyndham Virginia Beach Oceanfront

8/10 Good

"Our room was very spacious and accommodated our family well. The pool area was very nice. Great access to thee beach. They had a workout room with 2 treadmills. The staff was so great 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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