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

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Check availability on Chesapeake Romantic Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Chesapeake romantic hotels

1. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
United States
Cozy
AED 335
AED 393 total
includes taxes & fees
1 Nov - 2 Nov
Aloft by Marriott Chesapeake

2. Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
Western Branch North
United States
Harold R
AED 312
AED 366 total
includes taxes & fees
1 Nov - 2 Nov
Candlewood Suites Chesapeake/Suffolk by IHG

3. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
United States
ada
AED 372
AED 435 total
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott Chesapeake Greenbrier

4. Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
United States
Isis
AED 477
AED 556 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Chesapeake Greenbrier

5. Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel
Portsmouth
United States
Jeanice
AED 482
AED 565 total
includes taxes & fees
1 Nov - 2 Nov
Renaissance Portsmouth-Norfolk Waterfront Hotel

6. Fairfield Inn & Suites by Marriott Virginia Beach Town Center

Fairfield Inn & Suites by Marriott Virginia Beach Town Center
North Central
United States
Desmund
AED 436
AED 509 total
includes taxes & fees
11 Oct - 12 Oct
Fairfield Inn & Suites by Marriott Virginia Beach Town Center

7. SpringHill Suites by Marriott Norfolk Virginia Beach

SpringHill Suites by Marriott Norfolk Virginia Beach
Norfolk
United States
Vanessa
AED 335
AED 396 total
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott Norfolk Virginia Beach

8. The Founders Inn and Spa, Tapestry Collection by Hilton

The Founders Inn and Spa, Tapestry Collection by Hilton
Virginia Beach
United States
Miriam
AED 372
AED 435 total
includes taxes & fees
2 Nov - 3 Nov
The Founders Inn and Spa, Tapestry Collection by Hilton

9. Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG
Northwest
United States
Bryanna
AED 275
AED 324 total
includes taxes & fees
2 Nov - 3 Nov
Crowne Plaza Virginia Beach Town Center by IHG

10. Residence Inn by Marriott Norfolk Airport

Residence Inn by Marriott Norfolk Airport
Norfolk
United States
Tim
AED 419
AED 493 total
includes taxes & fees
26 Oct - 27 Oct
Residence Inn by Marriott Norfolk Airport
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Top Chesapeake Hotel Reviews

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent
"Absolutely loved it and had a amazing view!"
Joyce 2-night trip
Posted less than an hour ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Ocean Resort

Ocean Resort

8/10 Good
"A great value - a clean, quiet room on the Virginia Beach boardwalk."
Robert 1-night trip
Posted less than an hour ago
Ocean Resort
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

8/10 Good
"Staff was very friendly and helpful. However, the room was very dated & a bit shabby. Run down tables, curtains, and walls. Peeling paint & wallpaper. Rusty nails & exposed wall coverings. However, for a quick family getaway, it was fine. The inside pool was freezing, but the hot tub was great. Elevators were good. There was a class reunion holding an event there, so it was a bit busier than expected for the offseason. The restaurant was a bit of a disappointment. We never had an opportunity to eat there because no one came over to seat us. They were opened & the sign said to “wait to be seated.” We waited for nearly 10 minutes & were ignored. Two servers stood at the bar, chatting away & never even glanced up at us. So, we ended up ordering DoorDash & eating in the room."
Helen 2-night trip
Posted less than an hour ago
Wyndham Virginia Beach Oceanfront
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

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

8/10 Good
"Floor in bathroom looked clean but not mopped clean"
Laurie 2-night trip
Posted 4 hours ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Schooner Inn

Schooner Inn

8/10 Good
"Nice location at the end of the boardwalk. The climate control system would not allow us to increase the temperature to a comfortable level for the evening. It would not go over 68.5 degrees. Otherwise very pleased with the stay."
Sam 3-night trip
Posted 15 hours ago
Schooner Inn
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

10/10 Excellent
"I would book again nice clean stay"
Tonya 1-night trip
Posted 17 hours ago
Holiday Inn & Suites Virginia Beach North Beach by IHG

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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