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Chesapeake Hotel Guide - Romantic Hotels in Chesapeake, Virginia

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Check availability on Chesapeake Romantic Hotels

Our top choices for Chesapeake romantic hotels

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Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
3.5 star property
Chesapeake
8.6 out of 10, Excellent, (1004)
"The staff were super friendly, the salad i ate at the bar was fresh and tasty. My room was very comfortable, bed and shower excellent. "
United States
Victoria
The price is €90
includes taxes & fees
28 Dec - 29 Dec
Delta Hotels by Marriott Chesapeake Norfolk
Exterior
Hilton Garden Inn Suffolk Riverfront

Hilton Garden Inn Suffolk Riverfront

Hilton Garden Inn Suffolk Riverfront
3.0 star property
Suffolk
8.6 out of 10, Excellent, (910)
"Very clean, very quiet, excellent hotel. "
United States
James
The price is €94
includes taxes & fees
16 Dec - 17 Dec
Hilton Garden Inn Suffolk Riverfront
View from property
Courtyard by Marriott Suffolk Chesapeake

Courtyard by Marriott Suffolk Chesapeake

Courtyard by Marriott Suffolk Chesapeake
3.0 star property
Suffolk
8.8 out of 10, Excellent, (802)
"Great hotel for th"
United States
kyra
The price is €86
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Suffolk Chesapeake
Exterior
Holiday Inn Newport News - Hampton by IHG

Holiday Inn Newport News - Hampton by IHG

Holiday Inn Newport News - Hampton by IHG
3.5 star property
Central Newport News
8.6 out of 10, Excellent, (1000)
"Staff at desk very courteous and room was very clean. "
United States
Alice
The price is €78
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Newport News - Hampton by IHG
On the beach
Beach Side HideAway - Pet Friendly, WiFi, Smart TV, Central Heat/AC, Parking

Beach Side HideAway - Pet Friendly, WiFi, Smart TV, Central Heat/AC, Parking

Beach Side HideAway - Pet Friendly, WiFi, Smart TV, Central Heat/AC, Parking
Cottage Line
9.4 out of 10, Exceptional, (28)
"Good stay"
United States
Steve R.
The price is €177
includes taxes & fees
1 Jan - 2 Jan 2026
Beach Side HideAway - Pet Friendly, WiFi, Smart TV, Central Heat/AC, Parking
Lobby
The Founders Inn and Spa, Tapestry Collection by Hilton

The Founders Inn and Spa, Tapestry Collection by Hilton

The Founders Inn and Spa, Tapestry Collection by Hilton
4.0 star property
Virginia Beach
8.4 out of 10, Very good, (1001)
"Nice clean room and convenient parking! We enjoyed the restaurant and beautiful decorations for Christmas."
United States
peta
The price is €101
includes taxes & fees
16 Dec - 17 Dec
The Founders Inn and Spa, Tapestry Collection by Hilton
Lobby
The Westin Virginia Beach Town Center

The Westin Virginia Beach Town Center

The Westin Virginia Beach Town Center
4.0 star property
Virginia Beach Town Center
8.8 out of 10, Excellent, (1001)
"Clean room, great restaurant and hospitality!"
United States
Gary
The price is €112
includes taxes & fees
26 Dec - 27 Dec
The Westin Virginia Beach Town Center
Premium bedding, down duvets, in-room safe, desk
Doubletree by Hilton Hotel Norfolk Airport

Doubletree by Hilton Hotel Norfolk Airport

Doubletree by Hilton Hotel Norfolk Airport
4.0 star property
Norfolk
7.8 out of 10, Good, (1004)
"Fabulous Staff! Rooms were clean and comfortable!"
United States
Carley
The price is €79
includes taxes & fees
4 Jan - 5 Jan 2026
Doubletree by Hilton Hotel Norfolk Airport
On the beach
Beach Side Studio #2 - Pet Friendly, WiFi, Off-Street Parking, Large Smart TV

Beach Side Studio #2 - Pet Friendly, WiFi, Off-Street Parking, Large Smart TV

Beach Side Studio #2 - Pet Friendly, WiFi, Off-Street Parking, Large Smart TV
Cottage Line
8.4 out of 10, Very good, (16)
"Very comfy vibe. Had a great time staying here!"
United States
Paola G.
The price is €133
includes taxes & fees
6 Jan - 7 Jan 2026
Beach Side Studio #2 - Pet Friendly, WiFi, Off-Street Parking, Large Smart TV
Exterior
The Teacherage

The Teacherage

The Teacherage
2.5 star property
Sunbury
7.4 out of 10, Good, (56)
"Difficult to find at night. Would have liked lamp At bedside "
United States
Anonymous traveller
The price is €52
includes taxes & fees
10 Jan - 11 Jan 2026
The Teacherage
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

Schooner Inn

Schooner Inn

10/10 Excellent
"Best water pressure in the showers anywhere. Clean rooms and a great view. One word of caution. Pool view means opposite side of the hotel, not facing the beach. Be warned. It is a westward view with a gorgeous sunset over Va Beach and fighter jet takeoffs. "
Eric 2-night trip
Posted 2 days ago
Schooner Inn

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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 Portlock Galleries at SoNo. 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 Portlock Galleries at SoNo 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.