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
$119 nightly
The price is $139 total per night from May 31 to Jun 1
$139 total
May 31 - Jun 1
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! (1,011 reviews)
Good breakfast and safe environment but best of all was the friendly smiling staff that checked me in at 2pm and out the next day at 11am. She also when we asked, gave us information about a restaurant we asked about. Based on her answer we went there to eat.

Reviewed on May 9, 2026

Opens in a new windowComfort Suites Chesapeake - Norfolk
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 17 to May 18
$148 total
May 17 - May 18
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! (1,006 reviews)
Staff was friendly and accommodating. The room I booked was a bit far for my husband who has limited mobility. They were nice enough to change it to a room on the first floor. The room was fairly clean except behind the toilet, which could have used a mop. Also it was set up kinda weird. They had ...

Reviewed on May 9, 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 17 to May 18
$134 total
May 17 - May 18
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! (627 reviews)
Staff was informative and friendly. Breakfast cafe wouldn’t take cash for some reason. Found a big spider in my room but otherwise the room was clean and the property as well. Close to shopping centers and restaurants.

Reviewed on Apr 28, 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
$76 nightly
The price is $89 total per night from May 14 to May 15
$89 total
May 14 - May 15
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! (1,013 reviews)
It was clean and quiet. Just a basic room to lay your head.

Reviewed on May 11, 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
$90 nightly
The price is $105 total per night from May 12 to May 13
$105 total
May 12 - May 13
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 (1,007 reviews)
I checked in pretty late.

Reviewed on May 9, 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
Aloft Chesapeake

Aloft Chesapeake

1454 Crossways Boulevard Chesapeake VA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $148 total per night from May 17 to May 18
$148 total
May 17 - May 18
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, ...
Opens in a new windowAloft Chesapeake
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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
3,433 hotels
Lowest Price
$89
Highest Price
$321
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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