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
$110 nightly
The price is $129 total per night from Oct 5 to Oct 6
$129 total
Oct 5 - Oct 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! (1,005 reviews)
"I liked that the property was clean. Well kept the surrounding of the hotel looks safe and it was walkable for shopping. but on the other hand what I didn’t like was when I checked in the front desk person was a little on the rude side but other than him, everyone was very nice and pleasant but I ..."

Reviewed on Sep 19, 2025

Opens in a new windowHyatt Place Chesapeake
Aloft Chesapeake

Aloft Chesapeake

1454 Crossways Boulevard, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $120 total per night from Oct 5 to Oct 6
$120 total
Oct 5 - Oct 6
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! (1,011 reviews)
"Needs update"

Reviewed on Sep 14, 2025

Opens in a new windowAloft Chesapeake
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

1550 Crossways Blvd, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $92 total per night from Oct 26 to Oct 27
$92 total
Oct 26 - Oct 27
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 ...
8.2/10 Very Good! (1,014 reviews)
"It is the best comfort suites property we have ever stayed at. I appreciated the quick check in with Mya, the awesome interactions with all the housekeeping. We will highly recommend this hotel to all of our cruising friends leaving from Norfolk!"

Reviewed on Sep 21, 2025

Opens in a new windowComfort Suites Chesapeake - Norfolk
Courtyard by Marriott Chesapeake

Courtyard by Marriott Chesapeake

1562 Crossways Blvd, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $138 total per night from Oct 4 to Oct 5
$138 total
Oct 4 - Oct 5
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! (574 reviews)
"The staff is very friendly and attentive. Thank you for a great stay!"

Reviewed on Sep 9, 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
$85 nightly
The price is $99 total per night from Oct 1 to Oct 2
$99 total
Oct 1 - Oct 2
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 (1,004 reviews)
"It was sufficient"

Reviewed on Sep 1, 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 Oct 5 to Oct 6
$92 total
Oct 5 - Oct 6
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 (1,006 reviews)
"Amazing place to stay. Staff is extremely nice and helpful. Manager was amazing!"

Reviewed on Sep 5, 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 (645 reviews)
"I loved how quiet and nice the inside of the room was, very clean, and very useful with the kitchen. However, i didn’t like that housekeeping knocks on your door then just opens it, also the area around the suites is not super safe but when your in the room or near it it’s safe. They have a laundry ..."

Reviewed on Sep 2, 2025

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

The Inn at Four Eleven York

The Inn at Four Eleven York

411 W York St, Norfolk, VA
$258 nightly
The price is $300 total per night from Sep 29 to Sep 30
$300 total
Sep 29 - Sep 30
Total with taxes and fees
9.8/10 Exceptional! (96 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
3,412 hotels
Lowest Price
$92
Highest Price
$300
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

5 Stars Luxury stays in Chesapeake
Hotels 5 Stars
Hotels 5 Stars
Luxury stays in Chesapeake with spa
Hotels with Spa
Hotels with Spa

Recent Chesapeake Hotel Reviews By Fellow Wanderers

Schooner Inn

Schooner Inn

5 out of 5
Posted 22 hours ago
Travelocity Verified Review
"Room was excellent and so was the staff. Nothing to complain about. First time to Virginia beach and have already booked another stay here. highly recommend."
A verified traveler stayed at Schooner Inn
Schooner Inn
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