A golf course, a large building complex, and a marina by a river.

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Check availability on Chesapeake Romantic Hotels

Tonight
5 Sep - 6 Sep
Tomorrow
6 Sep - 7 Sep
Next weekend
11 Sep - 13 Sep
In two weeks
18 Sep - 20 Sep

Our top choices for Chesapeake romantic hotels

Beach towels
Coffee/tea maker, fridge, microwave, oven
Interior
Property grounds

1. Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
United States
Justin N.
AED 646
AED 1,544 total
includes taxes & fees
15 Sep - 16 Sep
Norfolk Beach Cottage Rental
Terrace/patio
TV, video games
Exterior
Coffee/tea maker, fridge, microwave, oven

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

❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Sandbridge
United States
Cindy S.
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
View all properties

Top Chesapeake Hotel Reviews

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

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

10/10 Excellent
"The hotel is conveniently located and meets our needs perfectly. The breakfast is limited but fresh and coffee is hot. This is our second stay so that says a lot."
Brenda 3-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

10/10 Excellent
"It was a very nice friendly staffed place for me and my 2 kids under 3 to stay for a couple days!"
Cale 2-night trip
Posted 1 hour ago
Holiday Inn & Suites Virginia Beach North Beach by IHG
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

8/10 Good
"This property need to be updated"
Tyrone 3-night trip
Posted 1 hour ago
Wyndham Virginia Beach Oceanfront
Ocean Resort

Ocean Resort

10/10 Excellent
"Our stay was great. Nice and quiet. Very clean.staff was very helpful. We had a great time."
Betty 2-night trip
Posted 1 hour ago
Ocean Resort
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

8/10 Good
"We loved being right on the boardwalk. In fact, this was our second time staying here. We came back, because we enjoyed our stay here last year. The staff are all friendly and helpful. It’s a little older than some of the hotels, so it isn’t pristine, but it is well-maintained and comfortable. The room had a fridge, coffee pot, ironing board and iron, hair dryer and amenities like shampoo, conditioner, lotion, and even mouth wash. The TV had cable, and there were USB plugs for charging phones and other devices."
Susan 4-night trip
Posted 1 hour ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Holiday Inn Express & Suites VA Beach Oceanfront by IHG

Holiday Inn Express & Suites VA Beach Oceanfront by IHG

8/10 Good
"I like that it was clean and the staff was very friendly. Rebecca was very helpful in pointing out the additional parking this property has."
Yessenia 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites VA Beach Oceanfront by IHG
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

10/10 Excellent
"Everything is perfect Location, amenities, cleaning Staff, 💯% recommended 👌"
Anerkis 2-night trip
Posted 4 hours ago
Sandcastle Resort On The Beach
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

10/10 Excellent
"Very clean"
Sebhat 2-night trip
Posted 23 hours ago
Crowne Plaza Virginia Beach Town Center by IHG

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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