Chesapeake Hotel Guide - Romantic Hotels in Chesapeake, Virginia

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Check availability on Chesapeake Romantic Hotels

Tonight
18 Apr - 19 Apr
Tomorrow
19 Apr - 20 Apr
Next weekend
24 Apr - 26 Apr
In two weeks
1 May - 3 May

Our top choices for Chesapeake romantic hotels

Sun-loungers, beach towels

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (283 reviews)
"Great location. Very close to the beach and a park. Great place for families. Large dining table worked great for us for Thanksgiving. "
United States
Cody H.
The price is €339
includes taxes & fees
19 Apr - 20 Apr
Norfolk Beach Cottage Rental
On the beach

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
8.8 out of 10, Excellent, (72 reviews)
"We love this little quiet beach house "
United States
Annie N.
The price is €246
includes taxes & fees
19 Apr - 20 Apr
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Terrace/patio

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

❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Sandbridge
9.2 out of 10, Wonderful, (35 reviews)
"Excellent host! "
United States
Cindy S.
The price is €605
includes taxes & fees
20 Apr - 21 Apr
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Fridge, microwave, oven, stovetop

Old Beach House Made New for Large Accommodations

Old Beach House Made New for Large Accommodations
Norfolk
9.2 out of 10, Wonderful, (16 reviews)
"Spacious and very clean! Perfect for a big family gathering."
United States
Jennifer S.
The price is €686
includes taxes & fees
26 Apr - 27 Apr
Old Beach House Made New for Large Accommodations
Smart TV

Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.

Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.
Northeast Virginia Beach
10.0 out of 10, Exceptional, (280 reviews)
"Amazing amazing stay will definitely be coming back great location near the beach! "
United States
Franz E.
The price is €451
includes taxes & fees
22 Apr - 23 Apr
Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.
Indoor pool, outdoor pool

Ocean Beach Club and Oceanaire is the nicest resort in Virginia Beach - 4 stars

Ocean Beach Club and Oceanaire is the nicest resort in Virginia Beach - 4 stars
Northeast Virginia Beach
9.0 out of 10, Wonderful, (4 reviews)
"Down time at the beach"
United States
Karen M.
The price is €363
includes taxes & fees
11 May - 12 May
Ocean Beach Club and Oceanaire is the nicest resort in Virginia Beach - 4 stars
On the beach, beach towels

OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission

OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission
Northeast Virginia Beach
8.0 out of 10, Very good, (15 reviews)
"Loved the location and the avtivitoes/events in the neighborhood."
United States
Smain K.
The price is €641
includes taxes & fees
19 Apr - 20 Apr
OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesapeake Hotel Reviews

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

8/10 Good
"We had oceanfront view but there was a roof right below us with loud fans so we couldn’t really listen to the ocean."
Brittany 1-night trip
Posted 1 hour ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Frequently asked questions

Searching for romantic hotels in Chesapeake?
Are you looking for a romantic holiday? 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 Cinemark Chesapeake Square. If you'd like to stay close to a certain attraction, you can sort properties by neighbourhood or distance to top landmarks, so you and your partner will get 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, take a look at these details about year-round temperatures in Chesapeake: The hottest months are usually July and August, with an average temperature of 25°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for Chesapeake is 1359 mm.
What is there to do in Chesapeake?
There's nothing better than wandering around 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 theatre scene. You might think about stopping by Greenbrier Mall, Chesapeake Square Mall or Cinemark Chesapeake Square 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 trip get off to a smooth start: To get to Chesapeake, book a flight to Norfolk, VA (ORF-Norfolk Intl.), which is the closest major airport, located 10.1 mi (16.3 km) from the city centre. If you'd like to explore around the area, you may want to rent a car for your trip.