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Check availability on Chesapeake Romantic Hotels

Our top choices for Chesapeake romantic hotels

Beach towels

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (288 reviews)
"Great place loved it cozy beach house "
United States
JaLiylah M.
The price is AED 826
AED 1,756 total
includes taxes & fees
13 Jul - 14 Jul
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, (74 reviews)
"We love this little quiet beach house "
United States
Annie N.
The price is AED 951
AED 1,599 total
includes taxes & fees
16 Jun - 17 Jun
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 AED 2,013
AED 3,825 total
includes taxes & fees
17 Jun - 18 Jun
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Exterior

Spacious 2 BR Townhouse Walking Distance to the Beach and Boardwalk (410B)

Spacious 2 BR Townhouse Walking Distance to the Beach and Boardwalk (410B)
Northeast Virginia Beach
9.4 out of 10, Exceptional, (66 reviews)
"Great townhouse in a convenient location. It was the perfect place for weekend family getaway."
United States
Anonymous traveler
The price is AED 1,563
AED 3,940 total
includes taxes & fees
16 Jun - 17 Jun
Spacious 2 BR Townhouse Walking Distance to the Beach and Boardwalk (410B)
Property grounds

2 BR, 2 Story Townhouse by the Beach (410A)

2 BR, 2 Story Townhouse by the Beach (410A)
Northeast Virginia Beach
9.4 out of 10, Exceptional, (72 reviews)
"The place was very clean, close to shops, gas stations, and the beach! We absolutely loved our stay here definitely would stay here again. The owners was nice to communicate back and forth with and answered instantly with anything you may need! Definitely a very clean and nice house to stay in!"
United States
Caitlyn W.
The price is AED 1,901
AED 4,288 total
includes taxes & fees
23 Jun - 24 Jun
2 BR, 2 Story Townhouse by the Beach (410A)
Property grounds

Upstairs 1BR Beach Apartment in the Heart of the Vibe District - 5 Minute Stroll to Beach (508B)

Upstairs 1BR Beach Apartment in the Heart of the Vibe District - 5 Minute Stroll to Beach (508B)
Northeast Virginia Beach
9.2 out of 10, Wonderful, (39 reviews)
"This was a cute house. It was in a great location for our needs. There were plenty of restaurants and shops within walking distance as well as the beach. "
United States
Lisa P.
The price is AED 1,112
AED 2,782 total
includes taxes & fees
18 Jun - 19 Jun
Upstairs 1BR Beach Apartment in the Heart of the Vibe District - 5 Minute Stroll to Beach (508B)
Outdoor dining

Ground Floor 2 BR Cottage Walking to Everything!

Ground Floor 2 BR Cottage Walking to Everything!
Northeast Virginia Beach
9.2 out of 10, Wonderful, (63 reviews)
"Great stay "
United States
Brendan M.
The price is AED 1,283
AED 3,181 total
includes taxes & fees
28 Jun - 29 Jun
Ground Floor 2 BR Cottage Walking to Everything!
Property grounds

VB Townhouse 2BR • Pet‑Friendly • Short Walk to Beach & Boardwalk (406B)

VB Townhouse 2BR • Pet‑Friendly • Short Walk to Beach & Boardwalk (406B)
Northeast Virginia Beach
9.6 out of 10, Exceptional, (118 reviews)
"We enjoyed our stay. The townhouse was clean and comfortable. Easy walking distance to restaurants and boardwalk."
United States
Deborah S.
The price is AED 1,594
AED 3,987 total
includes taxes & fees
16 Jun - 17 Jun
VB Townhouse 2BR • Pet‑Friendly • Short Walk to Beach & Boardwalk (406B)
Exterior

Newly Refreshed 2 BR Townhouse Walking Distance to the Beach and Boardwalk (406A)

Newly Refreshed 2 BR Townhouse Walking Distance to the Beach and Boardwalk (406A)
Northeast Virginia Beach
9.4 out of 10, Exceptional, (73 reviews)
"Great location"
United States
Josh M.
The price is AED 1,660
AED 4,076 total
includes taxes & fees
16 Jun - 17 Jun
Newly Refreshed 2 BR Townhouse Walking Distance to the Beach and Boardwalk (406A)
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 AED 804
AED 1,431 total
includes taxes & fees
18 Jun - 19 Jun
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

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

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

10/10 Excellent
"Room was clean. Breakfast was good. Had no issues with my stay. Tv menu options is limited but now a days most people stream on their devices so no problem for me. In all, it was a good 2 days stay. "
Kingsley 3-night trip
Posted 4 hours ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

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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 Lake Drummond. 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 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 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.