Photo by Sarah Chiricosta

Chesapeake Hotel Guide - Romantic Hotels in Chesapeake, Virginia

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Romantic Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Chesapeake romantic hotels

View from property
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)
"Great stay"
United States
Chris
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, (921)
"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
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, (807)
"The staff was very nice and professional. Room very clean comfortable bed."
United States
Lynette
The price is €91
includes taxes & fees
1 Jan - 2 Jan 2026
Courtyard by Marriott Suffolk Chesapeake
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)
"was an excellent place to stay with our pets"
United States
Letty L
The price is €105
includes taxes & fees
9 Jan - 10 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 €95
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Newport News - Hampton by IHG
Lobby
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, (1781)
"Great hotel"
United States
Linwood
The price is €81
includes taxes & fees
4 Jan - 5 Jan 2026
Wyndham Virginia Beach Oceanfront
Exterior
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, (1185)
"Staff was very polite and helpful, clean room, delicious food"
United States
Catherine
The price is €89
includes taxes & fees
5 Jan - 6 Jan 2026
Embassy Suites by Hilton Hampton Convention Center
Fridge, microwave, oven, stovetop
Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (279)
"Held my daughter’s sweet 16 slumber party here the girls loved it awesome time and the host family is awesome!"
United States
Merinda F.
The price is €349
includes taxes & fees
30 Dec - 31 Dec
Norfolk Beach Cottage Rental
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, (1001)
"Clean room, amazing, friendly and attentive staff. Would stay again anytime"
United States
Renee
The price is €94
includes taxes & fees
2 Jan - 3 Jan 2026
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
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.
View all properties

Top Chesapeake Hotel Reviews

La Quinta Inn & Suites by Wyndham Virginia Beach

La Quinta Inn & Suites by Wyndham Virginia Beach

10/10 Excellent
"Ok"
Rey 2-night trip
Posted 13 hours ago
La Quinta Inn & Suites by Wyndham 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 Bowlero Chesapeake. 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 Bowlero Chesapeake 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.