Chesapeake Hotel Guide - Romantic Hotels in Chesapeake, Virginia

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Our top choices for Chesapeake romantic hotels

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (280 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 €356
includes taxes & fees
26 Mar - 27 Mar
Norfolk Beach Cottage Rental

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, (70 reviews)
"Amazing little cottage right on the water. Would love to stay again. "
United States
ROBYN B.
The price is €227
includes taxes & fees
16 Mar - 17 Mar
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

❤️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 €657
includes taxes & fees
17 Mar - 18 Mar
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views

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 €703
includes taxes & fees
22 Mar - 23 Mar
Old Beach House Made New for Large Accommodations

Great location block Beach 304A

Great location block Beach 304A
Northeast Virginia Beach
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was very nice had some neighbors that wasn’t very pleasant. However we let the owner know and he took care of it right away. I will definitely be staying there again."
United States
Karen G.
Great location block Beach 304A

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
16 Mar - 17 Mar
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.

Top Chesapeake Hotel Reviews

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 Lake Drummond. 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 Lake Drummond 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.