Explore 7 Luxury Hotels in Chesapeake

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Best Luxury Hotels in Chesapeake

Comfort Suites Chesapeake - Norfolk

1550 Crossways Blvd Chesapeake VA

Fully refundableReserve now, pay when you stay

$93 nightly

$109 total

Apr 13 - Apr 14

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! (1,007 reviews)

The breakfast was very good with a large variety to chose from

Reviewed on Mar 15, 2026

Aloft Chesapeake

1454 Crossways Boulevard Chesapeake VA

Fully refundableReserve now, pay when you stay

$95 nightly

$111 total

Mar 29 - Mar 30

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! (1,004 reviews)

We paid the extra $6 for breakfast vouchers & it was WELL Worth it!!

Reviewed on Mar 15, 2026

Hyatt Place Chesapeake

709 Eden Way N Chesapeake VA

Fully refundableReserve now, pay when you stay

$99 nightly

$116 total

Apr 5 - Apr 6

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)

The room is a little smaller than I thought, but it was still nice. The only issue I had is the people upstairs had kids and they were running around making noises until about 11 PM which was a little aggravating other than that my stay was OK

Reviewed on Mar 15, 2026

Courtyard by Marriott Chesapeake

1562 Crossways Blvd Chesapeake VA

Fully refundableReserve now, pay when you stay

$101 nightly

$118 total

Mar 22 - Mar 23

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! (613 reviews)

Lovely just lovely

Reviewed on Mar 10, 2026

Red Roof Inn Chesapeake Conference Center

724 Woodlake Dr Chesapeake VA

Fully refundableReserve now, pay when you stay

$71 nightly

$84 total

Mar 19 - Mar 20

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! (1,005 reviews)

Dirty disgusting room. No heat available for water or hvac system so froze all night. 1/10 with the 1 being generous.

Reviewed on Mar 13, 2026

Extended Stay America Suites Chesapeake Crossways Blvd

1540 Crossways Blvd Chesapeake VA

Fully refundableReserve now, pay when you stay

$92 nightly

$108 total

Mar 22 - Mar 23

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)

The staff is very helpful. But the rooms need to be updated. Handles falling off of drawers. Doors coming off of cabinets. An room had odor of smoke.

Reviewed on Mar 16, 2026

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.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More 4 star hotels in Chesapeake

The Inn at Four Eleven York

411 W York St Norfolk VA

$299 nightly

$346 total

Mar 18 - Mar 19

Total with taxes and fees

10/10 Exceptional! (102 reviews)

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	3,457 hotels
Lowest Price	$84
Highest Price	$403
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

Hilton Vacation Club Oceanaire Virginia Beach

5 out of 5

Posted 3 hours ago

Travelocity Verified Review

"Great "

A verified traveler stayed at Hilton Vacation Club Oceanaire Virginia Beach

Moxy Virginia Beach Oceanfront

2 out of 5

Posted 14 hours ago

Travelocity Verified Review

"We chose Moxy as we had stayed at the one in Richmond, Va that was phenomenal. Unfortunately, Moxy in Virginia Beach was not the same experience. We were very disappointed in this property and we had convinced paying friends to come too. The lobby was filthy, there was no coffee and forced to wait for extended periods of time every morning until it was made. It was full of grinds. The bar staff was horribly rude and inattentive as we had to chase them down for a drink. Our tv didn’t work until someone finally helped us the 2nd day. The sink mirror was hanging on by barely a bolt and the light didn’t work. Lastly, we were really annoyed when we found out we didn’t have a fridge in our room but our friends next store who paid the same did. We aren’t picky people and very reasonable but felt like the ball was definitely dropped at this location. "

A verified traveler stayed at Moxy Virginia Beach Oceanfront