A golf course, a large building complex, and a marina by a river.

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Check availability on Chesapeake Romantic Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Chesapeake romantic hotels

1. Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
United States
Anonymous traveler
AED 643
AED 1,536 total
includes taxes & fees
18 Oct - 19 Oct
Norfolk Beach Cottage Rental

2. 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
Norfolk
United States
Mary W.
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

3. 2BR ViBe cottage near beach, dining, and Atlantic Park

2BR ViBe cottage near beach, dining, and Atlantic Park
Northeast Virginia Beach
United States
Toni K.
AED 492
AED 2,060 total
includes taxes & fees
19 Oct - 20 Oct
2BR ViBe cottage near beach, dining, and Atlantic Park

4. Penthouse By The Sea | Huge Home w/ Amazing Views

Penthouse By The Sea | Huge Home w/ Amazing Views
Sandbridge
United States
Dana H.
Penthouse By The Sea | Huge Home w/ Amazing Views
View all properties

Top Chesapeake Hotel Reviews

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

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

10/10 Excellent
"Great place"
Sam 1-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

10/10 Excellent
"My husband and I stayed for 2 nights and had a great visit. The hotel is close to the highway, Mount Trashmore and Town Center making very convenient for visitors. The staff was very pleasant and helpful. They have a restaurant in the hotel where we both enjoyed dinner one evening. The room was clean and the bed was more comfortable than we expected, which was a pleasant surprise. There were only two things I would alert others to before booking. We didn’t pay attention that there was not a microwave in the room while booking. This wasn’t a big deal for us but might be for others. And our room faced the highway so if you’re a light sleeper you might want to ask for a room on the opposite side. Neither were deal breakers for us. I would definitely recommend this hotel."
Amy 3-night trip
Posted 11 hours ago
Crowne Plaza Virginia Beach Town Center by IHG
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

10/10 Excellent
"Liked that room was clean & had fridge & microwave, large bathroom with middle area that did not steam over so could see visibly, comfortable chair with slide table as well as desk & chair separate. Had plenty of room & hangers for hanging clothes. Loved had 2 spots for our luggage to keep off floor, usually that’s where my husband has to keep his. Only negative was out of ice on first 2 floors."
Mathew 1-night trip
Posted 14 hours ago
Comfort Inn & Suites Hampton near Coliseum
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

8/10 Good
"Overall a good stay for the one night that was booked. Getting out of the parking lot was horrible."
Evelyn 1-night trip
Posted 15 hours ago
Hilton Vacation Club Ocean Beach Club Virginia Beach
Sundial Inn

Sundial Inn

8/10 Good
"Good"
Mukuram 12-night trip
Posted 15 hours ago
Sundial Inn
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

8/10 Good
"The staff is wonderful. Friendly, helpful and engaged"
Jill 2-night trip
Posted 18 hours ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake

10/10 Excellent
"First hotel that had live music was very impress food cooked was fantastic bar workers was very friendly"
Vernon 1-night trip
Posted 21 hours ago
Aloft by Marriott Chesapeake
Marjac Suites Virginia Beach Oceanfront

Marjac Suites Virginia Beach Oceanfront

10/10 Excellent
"D"
Wilson 1-night trip
Posted 2 days ago
Marjac Suites Virginia Beach Oceanfront

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 Chesapeake Veterans' Memorial. 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 Chesapeake Veterans' Memorial 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.

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