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

Dana H.

AED 1,435

AED 3,125 total

includes taxes & fees

24 Sep - 25 Sep

View all properties

Top Chesapeake Hotel Reviews

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

8/10 Good

"Room was spacious and comfortable. Balcony ocean view was perfect. Parking was atrocious. Only a dozen spots with only 2 handicapped spots. Otherwise it was a 2 block walk to park in a reserved lot. No breakfast available but bar attached had really good food and bar servers were great. Very convenient to nice restaurants. Hotel needs new room carpets. Mattresses could use an update too."

Hilton Vacation Club Ocean Beach Club Virginia Beach

8/10 Good

"Excellent location"

Hilton Virginia Beach Oceanfront

8/10 Good

"Our room was very clean . The staff was very efficient with replacing towels quickly and attending to our room. The beach view was perfect with no obstruction. Our only complaint is that the valet service put a dent in our car. We left , stopped in Newport News for breakfast, and noticed the damage."

Schooner Inn

8/10 Good

"Perfect location at the end of the boardwalk with a great oceanfront view."

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

8/10 Good

"Nice room with beach view. Clean and tidy. Wasn’t keen on the hotel situation being attached to a car park. Felt unsafe at times."

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."

Sandcastle Resort On The Beach

10/10 Excellent

"Hotel staff was fantastic. 2 out of the 3 elevators were working, and this caused long waiting periods to get upstairs and downstairs. Ordered food from the restaurant, and nobody called to tell us it was ready resulting in soggy food. Not cool for what we paid. Hallways were dirty, but the rooms were ok; smaller than expected though. Furniture could stand to be updated as it was visibly damaged and falling apart. Some of the dresser drawers would hardly close. The batteries were dead in the safe. Aside from all of the above, we truly enjoyed our stay. Everyone we spoke with that worked at the hotel was fantastic and helpful. The location is great, and we were able to enjoy music from the restaurant below on our balcony. We had fun watching people get up early to get a morning surf in as well as watch the sun rise; truly spectacular. Pool was REALLY chlorinated, but we had a great time regardless. Awesome shower water pressure. We will definitely stay here again."

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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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 Vacation Club Ocean Beach Club Virginia Beach

Hilton Virginia Beach Oceanfront

Schooner Inn

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

Ocean Resort

Sandcastle Resort On The Beach

Frequently asked questions

Explore a world of travel with Expedia