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Chesapeake Hotel Guide - Romantic Hotels in Chesapeake, Virginia

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Check availability on Chesapeake Romantic Hotels

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Chesapeake romantic hotels

Lounge
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, (1003)
"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 €85
includes taxes & fees
4 Jan - 5 Jan 2026
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, (917)
"pleasant staff, clean room and the breakfast beyond my expectations."
United States
Albert
The price is €95
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Suffolk Riverfront
Breakfast and dinner served
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, (805)
"The staff was very nice and professional. Room very clean comfortable bed."
United States
Lynette
The price is €91
includes taxes & fees
7 Jan - 8 Jan 2026
Courtyard by Marriott Suffolk Chesapeake
Indoor pool, seasonal outdoor pool, pool loungers
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront
3.0 star property
Northeast Virginia Beach
7.8 out of 10, Good, (1780)
"Great hotel"
United States
Linwood
The price is €81
includes taxes & fees
30 Dec - 31 Dec
Wyndham Virginia Beach Oceanfront
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)
"Super nice and attentive staff at main desk and especially the restaurant. "
United States
Thomas
The price is €117
includes taxes & fees
1 Jan - 2 Jan 2026
The Westin Virginia Beach Town Center
Courtyard
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)
"We had a great time"
United States
CHAU
The price is €105
includes taxes & fees
1 Jan - 2 Jan 2026
The Founders Inn and Spa, Tapestry Collection by Hilton
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, (1001)
"Staff at desk very courteous and room was very clean. "
United States
Alice
The price is €94
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Newport News - Hampton by IHG
Lobby
Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center
3.5 star property
Coliseum Central
8.6 out of 10, Excellent, (1170)
"Staff was courteous, room was clean, good amenities "
United States
Debra R
The price is €89
includes taxes & fees
29 Dec - 30 Dec
Embassy Suites by Hilton Hampton Convention Center
Lobby
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, (1005)
"Clean room, amazing, friendly and attentive staff. Would stay again anytime"
United States
Renee
The price is €94
includes taxes & fees
27 Dec - 28 Dec
Doubletree by Hilton Hotel Norfolk Airport
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 €51
includes taxes & fees
23 Jan - 24 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

Hilton Vacation Club Oceanaire Virginia Beach

Hilton Vacation Club Oceanaire Virginia Beach

10/10 Excellent
"Excellent place . Bed room is small and not a lot of space for clothes but I would recommend this place. "
Carmalita 4-night trip
Posted 11 hours ago
Hilton Vacation Club Oceanaire Virginia Beach

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.