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

Penny H.

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

View all properties

Top Chesapeake Hotel Reviews

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

8/10 Good

"Everything was good. TV had to call the front desk to figure out how to get it to work, but other than that room was great. Parking is across the street, about a block over, which is a bit of annoyance but not that big of a deal. They have a tiny parking lot. I'd definitely stay again. It's nice having a restaurant right on site as well."

Hilton Virginia Beach Oceanfront

10/10 Excellent

"Amazing"

Schooner Inn

10/10 Excellent

"Everything was great! Only one thing, the pool was dirty."

Crowne Plaza Virginia Beach Town Center by IHG

10/10 Excellent

"Excelent!!!"

Holiday Inn & Suites Virginia Beach North Beach by IHG

8/10 Good

"We love this property because it’s prime location. On the quiet end of the beach very convenient. The shuttle is right outside as is 7/11 and the rest is within a few block walk. The pools here are the best we spend our days hopping from one pool to the beach to another’s it’s nice they have a kids room and a movie room the restaurants aren’t very good but they are convenient and there’s a few options. The staff could be friendlier no one says hello or anything. The ice machine on our floor was broken and the vending was missing. The elevators are very slow. The place needs a serious remodel it’s very run down and there’s quite a lot of water damage and even some mold in our room. The views are the best part! Dolphins outside the patio every morning! Very affordable. Beds are hard but the air worked well the pillows are comfy the tv worked well lots of channel options nice size fridge Dunkin in walking distance. Quite rooms we slept great."

Hilton Vacation Club Ocean Beach Club Virginia Beach

8/10 Good

"Check in was terrible! It was already 4:00 and didn’t have our room ready. They said they will send me a message when it will be ready. My room wasn’t ready until 6:30 PM!! They didn’t waive me the resort fees or the parking fees, regardless of the late check in that they gave me."

Ocean Resort

10/10 Excellent

"My favorite place to stay i stay there every time I go to the beach staff is like family ill be back in October"

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"

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

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Hilton Virginia Beach Oceanfront

Schooner Inn

Crowne Plaza Virginia Beach Town Center by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

Hilton Vacation Club Ocean Beach Club Virginia Beach

Ocean Resort

Sandcastle Resort On The Beach

Frequently asked questions

Explore a world of travel with Expedia