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Check availability on Chesapeake 4 Star Hotels

Our top choices for Chesapeake 4-star hotels

Seasonal outdoor pool
Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites
4.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (1465)
"Friendly staff and excellent facilities!"
United States
William
The price is 3.051.612 ₫
3.561.969 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Delta Hotels by Marriott Virginia Beach Waterfront Suites
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, (1006)
"Clean room, amazing, friendly and attentive staff. Would stay again anytime"
United States
Renee
The price is 2.567.037 ₫
3.031.012 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Doubletree by Hilton Hotel Norfolk Airport
Indoor pool, outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas
Marriott Virginia Beach Oceanfront Resort

Marriott Virginia Beach Oceanfront Resort

Marriott Virginia Beach Oceanfront Resort
4.0 star property
Northeast Virginia Beach
8.8 out of 10, Excellent, (1001)
"Very clean room and beautiful hotel "
United States
Tamekka
The price is 3.108.172 ₫
4.634.839 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Marriott Virginia Beach Oceanfront Resort
Breakfast, lunch and dinner served
DoubleTree by Hilton Virginia Beach Oceanfront South

DoubleTree by Hilton Virginia Beach Oceanfront South

DoubleTree by Hilton Virginia Beach Oceanfront South
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1006)
"Always a nice stay. "
United States
Teresa
The price is 2.459.178 ₫
2.880.668 ₫ total
includes taxes & fees
15 Dec - 16 Dec
DoubleTree by Hilton Virginia Beach Oceanfront South
Property entrance
The Historic Cavalier Hotel and Beach Club, Autograph Collection

The Historic Cavalier Hotel and Beach Club, Autograph Collection

The Historic Cavalier Hotel and Beach Club, Autograph Collection
4.0 star property
Northeast Virginia Beach
9.4 out of 10, Exceptional, (344)
"My home in VB!"
United States
Emily
The price is 6.287.373 ₫
8.756.416 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Historic Cavalier Hotel and Beach Club, Autograph Collection
Exterior
DoubleTree by Hilton Virginia Beach

DoubleTree by Hilton Virginia Beach

DoubleTree by Hilton Virginia Beach
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1005)
"We enjoyed our stay and the staff were very friendly "
United States
Rebecca
The price is 2.696.468 ₫
3.153.552 ₫ total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Virginia Beach
Exterior
Hilton Norfolk The Main

Hilton Norfolk The Main

Hilton Norfolk The Main
4.0 star property
Downtown Norfolk
9.0 out of 10, Wonderful, (1003)
"Staff and accomoidations were excellent"
United States
Linda
The price is 4.508.494 ₫
5.331.316 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Hilton Norfolk The Main
Breakfast, lunch, dinner served; beach views
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront
4.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (1073)
"Beautiful place to stay at the oceanfront!"
United States
Steven
The price is 2.610.181 ₫
3.080.627 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hilton 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, (1002)
"Clean room, great restaurant and hospitality!"
United States
Gary
The price is 2.925.338 ₫
3.416.752 ₫ total
includes taxes & fees
19 Dec - 20 Dec
The Westin Virginia Beach Town Center
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, (1002)
"was an excellent place to stay with our pets"
United States
Letty L
The price is 2.631.752 ₫
3.079.130 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Founders Inn and Spa, Tapestry Collection by Hilton
Indoor pool
Four Sails Resort

Four Sails Resort

Four Sails Resort
4.0 star property
Northeast Virginia Beach
7.6 out of 10, Good, (53)
"Sweet little spot for the price. Easy parking"
United States
Jon
Four Sails Resort
Front of property
The Inn at Four Eleven York

The Inn at Four Eleven York

The Inn at Four Eleven York
4.0 star property
West Freemason
10.0 out of 10, Exceptional, (100)
"Loved our stay at the Inn. Super comfortable bed with top quality linens. Staff was very friendly and accommodating. Convenient to all the wedding activities that we were in town for. Breakfast was delicious. "
United States
cheryl
The Inn at Four Eleven York
House, 3 Bedrooms | Property grounds
Water Front Delight On The Bay 3 Bedroom Home by RedAwning

Water Front Delight On The Bay 3 Bedroom Home by RedAwning

Water Front Delight On The Bay 3 Bedroom Home by RedAwning
4.0 star property
Willoughby Spit
Water Front Delight On The Bay 3 Bedroom Home by RedAwning
Full-sized fridge, microwave, stovetop, dishwasher
408 B The Lynnhaven House

408 B The Lynnhaven House

408 B The Lynnhaven House
4.5 star property
Northeast Virginia Beach
408 B The Lynnhaven House
Romantic Room | Individually decorated, individually furnished, blackout curtains
The Pinner House

The Pinner House

The Pinner House
4.5 star property
Suffolk
The Pinner House
Property grounds
Beach Spa Bed and Breakfast

Beach Spa Bed and Breakfast

Beach Spa Bed and Breakfast
4.0 star property
Northeast Virginia Beach
9.0 out of 10, Wonderful, (258)
"Literally needed a police escort to leave this place due to a situation with a fight that led to some drunk friend of the innkeeper following us to our Suite screaming at us. We had to lock ourselves in the room... We never met the actual innkeeper Tina. She was nowhere to be found. We met Kyle who PORTRAYED himself as the innkeeper. During our entire stay, there were constantly random people coming in and out of the innkeeper's apartment at all hours of the day. And on the last night of our...
United States
Jessica
Beach Spa Bed and Breakfast
Family dining
Wiseacre

Wiseacre

Wiseacre
4.0 star property
Norfolk
Wiseacre
Family Townhome, 1 Bedroom | Terrace/patio
410 A The Jetty House

410 A The Jetty House

410 A The Jetty House
4.0 star property
Northeast Virginia Beach
410 A The Jetty House
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Learn more about Chesapeake

Explore the Great Dismal Swamp's boardwalk trails where kayakers glide past cypress trees and wildlife thrives. The Chesapeake Arboretum's 48 acres of forests and gardens offer peaceful hiking, while nearby waterfront restaurants serve the bay's famous blue crabs.

See all hotels in Chesapeake
Hidden Gems. #trovember #chesapeake #virginia #november #fall #golden #hiddengems
Photo by Sarah Chiricosta
Open Photo by Sarah Chiricosta

Top Chesapeake Hotel Reviews

Frequently asked questions

What are the best 4-star hotels in Chesapeake?
If you're searching for upscale comfort and plenty of amenities on your Chesapeake adventure, check out Hilton Norfolk The Main. This leading 4-star hotel offers a rooftop terrace and a pillow menu. The Founders Inn and Spa, Tapestry Collection by Hilton also gets rave reviews from Expedia travellers. Beauty services and a tennis court are among its conveniences.
How much does it cost to stay in a 4-star hotel in Chesapeake?
To lock in a 4-star hotel in Chesapeake that's within your budget, make use of Expedia's filters. Check out what's available during your getaway dates and use our pricing filter to set your maximum rate. You can also sort your results by the most budget-friendly property first.

  • Search for the lowest price from 2.880.668 ₫

What's the difference between 5-star and 4-star hotels in Chesapeake?
Treat yourself to luxury living during your Chesapeake escape by choosing a 4-star hotel. As well as featuring upmarket accommodation, these properties are usually packed with amenities like bathrobes, large beds and more. A 5-star hotel will go above and beyond to make your trip an even more lavish and memorable one. Concierge assistance, elegant furnishings and gourmet dining are just the start of the superior conveniences and services you'll likely have access to.

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