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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Top Chesapeake Hotel Reviews

Schooner Inn

8/10 Good

"Old hotel that has been well maintained. Cool tubs!"

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

8/10 Good

"Good stay"

Ocean Resort

8/10 Good

"Friendly staff breakfast was OK. Convenient location right on the beach."

Wyndham Virginia Beach Oceanfront

10/10 Excellent

"The property was very clean and well-maintained."

Sandcastle Resort On The Beach

10/10 Excellent

"Kudos 👏"

Holiday Inn & Suites Virginia Beach North Beach by IHG

8/10 Good

"As far as hotels go, the property was decent. The renovations were done well. Still needs some more updating, (elevators especially). Staff was friendly. Checking in and checking out was easy. We had a leak in our room that was addressed in a timely manner. I would’ve preferred a discount over a breakfast voucher since they were booked and couldn’t give us a different room. But overall, we had a really nice stay."

Marjac Suites Virginia Beach Oceanfront

8/10 Good

"The hotel have amazing views, however expect what you paid for"

Hilton Virginia Beach Oceanfront

10/10 Excellent

"Bring beach chairs or spend significant $ every day for beach chairs and umbrella."

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent

"A nice place the only thing that does not include breakfast and the curtains of the tub are very short, every time I bathed it seemed that I had bathed outside the tub, otherwise the view is beautiful, the place is nice and the people very lovable, Sarah is a lovely person she attended me excellently,"

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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Find Romantic Hotels in Chesapeake, VA

Change your mind

Treat yourself

Be picky

Check availability on Chesapeake Romantic Hotels

Top Chesapeake Hotel Reviews

Schooner Inn

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Ocean Resort

Wyndham Virginia Beach Oceanfront

Sandcastle Resort On The Beach

Holiday Inn & Suites Virginia Beach North Beach by IHG

Marjac Suites Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Frequently asked questions

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