Chesapeake Hotel Guide - Romantic Hotels in Chesapeake, Virginia

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Check availability on Chesapeake Romantic Hotels

Tonight
6 Apr - 7 Apr
Tomorrow
7 Apr - 8 Apr
This weekend
10 Apr - 12 Apr
Next weekend
17 Apr - 19 Apr

Our top choices for Chesapeake romantic hotels

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, (71 reviews)
"We love this little quiet beach house "
United States
Annie N.
The price is €248
includes taxes & fees
7 Apr - 8 Apr
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Sun-loungers, beach towels

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (282 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 €343
includes taxes & fees
12 Apr - 13 Apr
Norfolk Beach Cottage Rental
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.
❤️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, (15 reviews)
"Spacious and very clean! Perfect for a big family gathering."
United States
Jennifer S.
The price is €720
includes taxes & fees
14 Apr - 15 Apr
Old Beach House Made New for Large Accommodations
Interior

Cozy Beach Escape with Heated Indoor Pool

Cozy Beach Escape with Heated Indoor Pool
Northeast Virginia Beach
Cozy Beach Escape with Heated Indoor Pool
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 €658
includes taxes & fees
7 May - 8 May
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

Holiday Inn Va Beach-Oceanside (21st St) by IHG

Holiday Inn Va Beach-Oceanside (21st St) by IHG

10/10 Excellent
"All rooms are ocean view. The onsite restaurant was great. We would definitely stay again."
Greg 1-night trip
Posted 2 hours ago
Holiday Inn Va Beach-Oceanside (21st St) by IHG

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.