Explore 7 Luxury Hotels in Chesapeake

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Best Luxury Hotels in Chesapeake

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

1550 Crossways Blvd Chesapeake VA
Fully refundable
$117 nightly
The price is $137 total per night from May 10 to May 11
$137 total
May 10 - May 11
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
8.8/10 Excellent! (1,004 reviews)
Great

Reviewed on Apr 25, 2026

Opens in a new windowComfort Suites Chesapeake - Norfolk
Aloft Chesapeake

Aloft Chesapeake

1454 Crossways Boulevard Chesapeake VA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $139 total per night from May 10 to May 11
$139 total
May 10 - May 11
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, ...
8.6/10 Excellent! (1,005 reviews)
I really enjoyed the property, the location is fantastic, with lots of shops and restaurants close by. My only concern was that the thermostat didn’t seem to work correctly.

Reviewed on Apr 27, 2026

Opens in a new windowAloft Chesapeake
Hyatt Place Chesapeake

Hyatt Place Chesapeake

709 Eden Way N Chesapeake VA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $148 total per night from May 3 to May 4
$148 total
May 3 - May 4
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)
It was a nice place. Located near some restaurants. Breakfast was good.

Reviewed on Apr 26, 2026

Opens in a new windowHyatt Place Chesapeake
Courtyard by Marriott Chesapeake

Courtyard by Marriott Chesapeake

1562 Crossways Blvd Chesapeake VA
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $134 total per night from May 3 to May 4
$134 total
May 3 - May 4
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 ...
7.4/10 Good! (624 reviews)
The room was nice!

Reviewed on Apr 10, 2026

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
$71 nightly
The price is $84 total per night from Apr 30 to May 1
$84 total
Apr 30 - May 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock ...
7/10 Good! (1,007 reviews)
Check IN with virtual assistant was not expected. Would help if the attendant spoke louder and better English. Also, with new system helpful in giving pre and post expectations (ie Check out procedure). A/C fan ran all night even with warmer temp selection. Began to get cold in the early morning ...

Reviewed on Apr 26, 2026

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
$89 nightly
The price is $104 total per night from Apr 28 to Apr 29
$104 total
Apr 28 - Apr 29
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 (1,002 reviews)
Floor had pistachio shells on it? The shower did not warm up and the ac did not work below 68 degrees…

Reviewed on Apr 20, 2026

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 (658 reviews)
N/a

Reviewed on Apr 16, 2026

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
3,484 hotels
Lowest Price
$84
Highest Price
$302
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

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