Chesapeake Luxury Hotels
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Featured Chesapeake Luxury Hotels

Aloft Chesapeake
1454 Crossways Boulevard Chesapeake VA
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $101 total per night
$101 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
At Aloft Chesapeake, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. The 24-hour front desk has staff standing by to help with luggage storage, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a 24-hour business center, and express check-in.
Pool
Pet friendly

Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr Chesapeake VA
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $88 total per night
$88 total
Dec 29 - Dec 30
Total with taxes and fees
Guests of Red Roof Inn Chesapeake Conference Center enjoy free WiFi in public areas, coffee in a common area, and a vending machine. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready.
Pet friendly
Parking included

Hyatt Place Chesapeake
709 Eden Way N Chesapeake VA
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $103 total per night
$103 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Hyatt Place Chesapeake have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included

Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $79 total per night
$79 total
Dec 28 - Dec 29
Total with taxes and fees
Guests of Comfort Suites Chesapeake - Norfolk enjoy a 24-hour gym, free WiFi in public areas, and conference space. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Pool
Breakfast included

Extended Stay America Suites Chesapeake Crossways Blvd
1540 Crossways Blvd Chesapeake VA
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $95 total per night
$95 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
At Extended Stay America Suites Chesapeake Crossways Blvd, guests have access to free WiFi in public areas, coffee in a common area, and laundry facilities. If you decide to drive, there's free parking. Front-desk staff can help secure valuables, and provide local restaurant recommendations. This smoke-free hotel also has a vending machine.
Breakfast included
Pet friendly

InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd
1520 Crossways Blvd Chesapeake VA
At InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd, guests have access to features like laundry facilities. There's free parking if you drive. This smoke-free hotel also has a vending machine.
Parking included
Air conditioning

Courtyard by Marriott Chesapeake
1562 Crossways Blvd Chesapeake VA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $109 total per night
$109 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At Courtyard by Marriott Chesapeake, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. If you plan to drive, free parking is available. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Parking included
Free WiFi
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.
Chesapeake hotels essential information
Accommodation | 3,401 hotels |
|---|---|
Lowest Price | $79 |
Highest Price | $109 |
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 |
Recent Luxury Hotels Reviews

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
5/5 Excellent
"
Enjoyed our visit and great view from our balcony. "
A verified traveler stayed at Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Posted 5 days ago
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