The Best Romantic Hotels in Chesapeake, VA from AED 1,591 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 646

AED 1,553 total

includes taxes & fees

15 Sep - 16 Sep

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Top Chesapeake Hotel Reviews

Schooner Inn

10/10 Excellent

"Enjoyed our stay. Customer service was great. Booking our room from Expedia did not meet our standards. Manager updated our room. Great appreciated!!"

Hampton Inn Virginia Beach-Oceanfront South

10/10 Excellent

"The service was excellent - staff very helpful and followed up on my requests. Breakfast was very good and a great convenience."

Sandcastle Resort On The Beach

10/10 Excellent

"Everything was perfect. My first time there. I definitely will be returning."

Holiday Inn & Suites Virginia Beach North Beach by IHG

8/10 Good

"We’ve stayed before and will stay again. Only issue was no one ever came to clean our room and we had to ask for clean towels daily. Thankfully it was a short stay so we managed, but if it happened during a longer stay I’d be highly disappointed."

Crowne Plaza Virginia Beach Town Center by IHG

10/10 Excellent

"Best hotel i have stayed in a very very long time. Amazing place"

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

10/10 Excellent

"Nice breakfast."

Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent

"I had such a wonderful experience at this hotel, but I especially want to recognize Ms. Love for going above and beyond to make our stay special. She was incredibly kind, welcoming, professional, and attentive throughout our visit, but what stood out to me most was the personal touch she showed toward my son. We were celebrating his 2nd birthday, and Ms. Love went out of her way to make the day special for him. The hotel was out of birthday bags, but instead of simply saying they were unavailable, she personally put together a birthday bag for my son. It may seem like a small gesture, but as a mother, it meant so much to me. She took the time to make sure he still had something special on his birthday, and that is something I will genuinely remember. Ms. Love truly understands what hospitality is about. She made us feel welcomed, cared for, and appreciated as guests. Her kindness, initiative, and willingness to go the extra mile are qualities that deserve to be recognized. Management, please know that you have a wonderful employee in Ms. Love. She absolutely deserves recognition for her outstanding customer service and dedication. Employees like her are what make guests want to return. Thank you, Ms. Love, for helping make my son’s 2nd birthday even more special! ❤️"

Hilton Virginia Beach Oceanfront

10/10 Excellent

"Excelente"

Wyndham Garden Norfolk Downtown

8/10 Good

"The front desk was awesome! The room was okay, clean but old, maintenence had to come put the bathroom door back on, its a sliding door that came off..they also had to come in to check the bathroom wall which the tile was pushed in. We couldn't really use the tub since the water only came from the shower head. We were there 4 nights and I had to steal toilet paper off the housekeeping cart because they never came in our room, luckily we had extra towels to start with. There was a door attached to the next room with locks on both sides, but a housekeeper was in there on her phone and I literally heard her whole conversation through the walls/doors..We thought there was free continental breakfast but turns out you have to pay..its a bit pricey too but the girl working was great and could seriously make some food, the omelets were spectacular! It's an old building and it definitely shows, but the girls at the desk are great and the omelets made it a good trip."

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

Top Chesapeake Hotel Reviews

Schooner Inn

Hampton Inn Virginia Beach-Oceanfront South

Sandcastle Resort On The Beach

Holiday Inn & Suites Virginia Beach North Beach by IHG

Crowne Plaza Virginia Beach Town Center by IHG

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

Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Virginia Beach Oceanfront

Wyndham Garden Norfolk Downtown

Frequently asked questions

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