The Best Romantic Hotels in Chesapeake, VA from AED 1,536 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

Jessie m.

AED 643

AED 1,536 total

includes taxes & fees

13 Oct - 14 Oct

4 bedrooms, iron/ironing board, travel crib, WiFi

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

Sandbridge

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Top Chesapeake Hotel Reviews

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent

"The Staff was very friendly and always prompt with servicve. The Hotel was a very clean and updated hotel. The views were breathtaking. We will be returning next year to this location. Thank you staff members for your hard work."

Wyndham Virginia Beach Oceanfront

10/10 Excellent

"The hotel and room were really nice, decent price and everyone was so friendly, the desk clerk, the maintenance workers, the sweet ladies in the restaurant, even the other guests. Definitely would stay again!!"

Hilton Vacation Club Ocean Beach Club Virginia Beach

8/10 Good

"Excellent location"

Ocean Resort

8/10 Good

"Over all had a great stay. 8th floor air conditioners had condensation draining onto the balcony, No coffee pot but had the coffee and condiments. Staff was friendly and courtious. I would definitely stay again. Third year in row staying here for air show and vaction."

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 Northwest River Park and Campground. 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 Northwest River Park and Campground 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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