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

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Check availability on Chesapeake Romantic Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Chesapeake romantic hotels

A beach pathway leading to the ocean with sand dunes and vegetation.
A wooden staircase leading to a beach access point with a sign indicating the City of Norfolk.
A kitchen with white cabinetry, a granite countertop, and a dining area with a staircase.
A modern kitchen with white cabinets, stainless steel appliances including a refrigerator, oven, and microwave, and a granite countertop.

1. Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
United States
Anonymous traveler
AED 611
AED 1,507 total
includes taxes & fees
12 Oct - 13 Oct
Norfolk Beach Cottage Rental
A beach with a pier extending into the water, featuring a building labeled 'BART & GRILL'.
A small, single-story house with a blue exterior and a front porch.
A view from a room with a large window overlooking a deck with wicker furniture and a view of a distant building by the water.
A patio with a table and chairs, a fire pit, and a view of a building across a grassy field.

2. Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Willoughby Spit
United States
Mary W.
AED 493
AED 991 total
includes taxes & fees
12 Oct - 13 Oct
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
A patio area with outdoor furniture, including a table with a tray of pastries and a vase of flowers.
A hotel room with a large bed, two patterned pillows, a framed artwork above the bed, and a neatly folded towel on the bed.
A kitchen with white cabinets, a toaster, a coffee maker, a sink, and a 'BEACH ACCESS' sign.
A cozy living room with wicker furniture, a white sofa, and a dining table. There are two windows with blinds, a lamp on a side table, and a wall sign that reads "Life is Better at the Beach."

3. 2BR ViBe cottage near beach, dining, and Atlantic Park

2BR ViBe cottage near beach, dining, and Atlantic Park
Northeast Virginia Beach
United States
Toni K.
AED 492
AED 2,060 total
includes taxes & fees
19 Oct - 20 Oct
2BR ViBe cottage near beach, dining, and Atlantic Park
A living room with a ceiling fan, a television mounted on the wall, a patterned sofa, a small table, and a patterned armchair.
A multi-story hotel with a central swimming pool, outdoor seating, and a landscaped garden.
A bedroom with a bed, dresser, and a mirror. There is a door leading to another room.
A beach with a view of the ocean and a sunset.

4. Penthouse By The Sea | Huge Home w/ Amazing Views

Penthouse By The Sea | Huge Home w/ Amazing Views
Sandbridge
United States
Dana H.
AED 1,253
AED 2,896 total
includes taxes & fees
12 Oct - 13 Oct
Penthouse By The Sea | Huge Home w/ Amazing Views
View all properties

Top Chesapeake Hotel Reviews

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent
"Perfect & shout out to SAVAGE GREAT MAINTENANCE MAN"
Tyler 2-night trip
Posted 1 hour ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Marjac Suites Virginia Beach Oceanfront

Marjac Suites Virginia Beach Oceanfront

10/10 Excellent
"D"
Wilson 1-night trip
Posted 1 hour ago
Marjac Suites Virginia Beach Oceanfront
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

8/10 Good
"location was great as, housekeeping can do better, they only came in and changed towels, we had to have someone come back to clean and disinfect. and parking was atrocious, not enough handicap parking close to the entrance."
Marqueta 2-night trip
Posted 2 hours ago
Wyndham Virginia Beach Oceanfront
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

8/10 Good
"Check-in was chaotic. Self-park garage is across the street. Great amenities including pool and tiki bar. Valet including baggage hold area was good."
Kathryne 1-night trip
Posted 5 hours ago
Hilton Vacation Club Ocean Beach Club Virginia Beach
Ocean Resort

Ocean Resort

8/10 Good
"It was fun"
Sam 1-night trip
Posted 22 hours ago
Ocean Resort
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

10/10 Excellent
"View of the ocean as I lay in bed. Activities that are endless. Good food and as restful as you want it to be."
John 2-night trip
Posted 1 day ago
Hilton Virginia Beach Oceanfront

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 Veterans' Memorial. 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 Veterans' Memorial 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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