Explore 7 Luxury Hotels in Chesapeake

Name: InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd
Rating: 5.4

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Best Luxury Hotels in Chesapeake

Comfort Suites Chesapeake - Norfolk

1550 Crossways Blvd Chesapeake VA

Fully refundable

$128 nightly

$150 total

Jun 14 - Jun 15

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! (1,024 reviews)

Reviewed on Jun 11, 2026

Aloft by Marriott Chesapeake

1454 Crossways Boulevard Chesapeake VA

$127 nightly

$148 total

Jun 28 - Jun 29

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! (1,006 reviews)

"The towels and bedding smelled like burned oil."

Reviewed on Jun 8, 2026

Hyatt Place Chesapeake

709 Eden Way N Chesapeake VA

Fully refundableReserve now, pay when you stay

$135 nightly

$157 total

Jun 28 - Jun 29

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! (1,011 reviews)

"The staff is great. They must have kept my notes from a prior stay, they put me in a corner room/ top floor which was surprisingly quiet and peaceful. Bed linens impeccably clean. Interior of the room clean and well maintained. That said, cosmetically speaking, the property is showing signs of wear, ..."

Reviewed on Jun 9, 2026

Courtyard by Marriott Chesapeake

1562 Crossways Blvd Chesapeake VA

Fully refundableReserve now, pay when you stay

$115 nightly

$134 total

Jun 21 - Jun 22

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! (635 reviews)

"We stayed here while traveling to a family event. Staff was super friendly and the breakfast cafe was very good. My son lived the pool."

Reviewed on Jun 5, 2026

Red Roof Inn Chesapeake Conference Center

724 Woodlake Dr Chesapeake VA

Fully refundableReserve now, pay when you stay

$71 nightly

$84 total

Jun 15 - Jun 16

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! (1,009 reviews)

"Dirty sticky floors and walls, hair in bed under the sheets and in bathtub upon arrival. Toilet leaked and often did not flush. TV turned on but most channels just showed an error. Had an interaction with the hotel attendant after calling the 800 number to voice a complaint. He stated that they tried ..."

Reviewed on Jun 10, 2026

Extended Stay America Suites Chesapeake Crossways Blvd

1540 Crossways Blvd Chesapeake VA

Fully refundableReserve now, pay when you stay

$102 nightly

$119 total

Jun 21 - Jun 22

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)

"The stairwell was filled with trashcans that were woverflowing and trash was scattered about the area. The shower didnt work and there are cockroaches."

Reviewed on Jun 8, 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.

5.4/10 (659 reviews)

"Booked premium and it was desperately needing to be updated besides being dirty. Food stains on kitchen walls, dirty floors, and hair allower tun, flooring, beds, and vanity. The pics online dont match reality Catfished. They state housekeepin once a week and again thats not true. No housekeeping ..."

Reviewed on May 16, 2026

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More 4 star hotels in Chesapeake

The Inn at Four Eleven York

411 W York St Norfolk VA

$273 nightly

$316 total

Jun 15 - Jun 16

Total with taxes and fees

10/10 Exceptional! (109 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	3,455 hotels
Lowest Price	$84
Highest Price	$612
Popular hotels	Aloft by Marriott 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

Schooner Inn

5 out of 5

Posted 3 hours ago

Travelocity Verified Review

"Had a wonderful stay at your location"

A verified traveler stayed at Schooner Inn

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

5 out of 5

Posted 17 hours ago

Travelocity Verified Review

"We really enjoyed our stay. The room was spacious and clean. Shower had good water pressure. Fridge and microwave in room. Daily breakfast is quite good, lots of variety and seating. View from our room was beautiful and the beach is very well maintained with lifeguards. Staff is friendly and accommodating. My only complaint is the TV. Hardly any of the channels work and the ones that do are religious or shopping channels. I’d love to see an updated system which allows us to login to our streaming services. Lots of other hotels have that. There are lots of shops and kitschy tourist things to do along the beach strip and a walking path behind the building at the beach. Overall, it’s been a wonderful stay!"

A verified traveler stayed at Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Comfort Suites Chesapeake - Norfolk

4 out of 5

Posted 2 days ago

Travelocity Verified Review

"I recently stayed at Comfort Inn with my daughter and niece and overall had a positive experience, rating it a 4 out of 5. The highlight of our stay was definitely the breakfast—it was fresh, well-stocked, and had a good variety of options to start the day. We also really enjoyed having access to the pool and were able to get a nice swim in together, which made the trip even more fun and relaxing. The only downside was that the ice machine near the front desk wasn’t working during our visit, which was a bit inconvenient. However, aside from that minor issue, everything else met expectations. Overall, it was a comfortable and enjoyable stay for us, and I would consider staying here again."

A verified traveler stayed at Comfort Suites Chesapeake - Norfolk