Explore 7 Luxury Hotels in Chesapeake

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Best Luxury Hotels in Chesapeake

Hyatt Place Chesapeake

Hyatt Place Chesapeake

709 Eden Way N, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Nov 23 to Nov 24
$109 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
8.4/10 Very Good! (1,003 reviews)
Our room was clean. The breakfast was refilled constantly. Everything was fresh. The hotel is in great proximity to shopping and dinning. There is a small shopping area right across the street. This is my second stay at the hotel and will stay again.

Reviewed on Nov 9, 2025

Opens in a new windowHyatt Place Chesapeake
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

1550 Crossways Blvd, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $85 total per night from Nov 16 to Nov 17
$85 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business ...
8.4/10 Very Good! (1,005 reviews)
Extremely helpful at check-in. Thank you!

Reviewed on Nov 9, 2025

Opens in a new windowComfort Suites Chesapeake - Norfolk
Aloft Chesapeake

Aloft Chesapeake

1454 Crossways Boulevard, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $102 total per night from Nov 30 to Dec 1
$102 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A bar/lounge, ...
8.2/10 Very Good! (1,001 reviews)
Great rooms very clean

Reviewed on Nov 5, 2025

Opens in a new windowAloft Chesapeake
Courtyard by Marriott Chesapeake

Courtyard by Marriott Chesapeake

1562 Crossways Blvd, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $118 total per night from Nov 18 to Nov 19
$118 total
Nov 18 - Nov 19
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
7.2/10 Good! (591 reviews)
It was great

Reviewed on Nov 4, 2025

Opens in a new windowCourtyard by Marriott Chesapeake
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

724 Woodlake Dr, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $88 total per night from Nov 16 to Nov 17
$88 total
Nov 16 - Nov 17
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A snack bar/deli is also provided.
6.8/10 (1,000 reviews)
Amazing staff. Clean rooms. But other guest were smoking weed and you could smell it in our room all night.

Reviewed on Oct 26, 2025

Opens in a new windowRed Roof Inn Chesapeake Conference Center
Extended Stay America Suites Chesapeake Crossways Blvd

Extended Stay America Suites Chesapeake Crossways Blvd

1540 Crossways Blvd, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $92 total per night from Nov 24 to Nov 25
$92 total
Nov 24 - Nov 25
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A safe deposit box ...
6.4/10 (1,001 reviews)
The room we had was non-smoking, but immediately upon entry, you could tell people would smoke in there. The table drawer had leftover weed and wrap residue. The kitchen cabinet door fell off the hinges when it was opened. The front door looked as if there had been forced entry before, wouldn't really ...

Reviewed on Nov 7, 2025

Opens in a new windowExtended Stay America Suites Chesapeake Crossways Blvd
InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd

InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd

1520 Crossways Blvd, Chesapeake, VA
This hotel features laundry facilities. Take advantage of the free self parking.
5.4/10 (646 reviews)
Clean room friendly staff. Cleaning was a plus

Reviewed on Oct 24, 2025

Opens in a new windowInTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd
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More 4 star hotels in Chesapeake

Chesapeake Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Chesapeake luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Chesapeake to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Chesapeake will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Chesapeake, and plan your next opulent escape.


Chesapeake hotels essential information

Accommodation
3,396 hotels
Lowest Price
$85
Highest Price
$295
Popular hotels
Aloft Chesapeake, Red Roof Inn Chesapeake Conference Center, Hyatt Place Chesapeake, Comfort Suites Chesapeake - Norfolk, Extended Stay America Suites Chesapeake Crossways Blvd, InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd, Courtyard by Marriott Chesapeake

Popular Luxury Stays in Chesapeake

Recent Chesapeake Hotel Reviews By Fellow Wanderers

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