Greenbrier Vacations from $635
Book a Hotel + Flight or Car together to unlock savings
Photo by Kaylee Spinhirn
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Greenbrier Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Sea Ranch Resort
Save 100% on your flight
Price was $1,054, price is now $635 per person
$635
per person
May 21 - May 27
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,001 reviews)
Sofa was quite old and uncomfortable. Adequate common area. Nice indoor pool
Reviewed on Apr 10, 2026
Ocean 27
Northeast Virginia Beach
Save 100% on your flight
Price was $1,934, price is now $1,314 per person
$1,314
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
6.4/10 (1,059 reviews)
Close to beach. Ground level beach access rooms. Grounds need to be picked-up a bit. Centrally located along boardwalk.
Reviewed on Oct 13, 2025
The Ocean Key Virginia Beach Resort
Northeast Virginia Beach
Save 100% on your flight
Price was $1,529, price is now $1,065 per person
$1,065
per person
Jun 22 - Jun 29
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to Norfolk (ORF)
7.8/10 Good! (1,484 reviews)
Love the stay and very comfortable and cleaned. Will definitely go back
Reviewed on Apr 7, 2026
Pamlico Station Edgecamp
South Rodanthe
Price was $1,427, price is now $997 per person
$997
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Norfolk (ORF)
9.4/10 Exceptional! (27 reviews)
We came out for our anniversary and had a wonderful time! The sauna and cold plunges were being repaired, which was disappointing, but understandable to service them in the off season. It was quiet and very relaxing and our text to the concierge was very quick!
Reviewed on Mar 30, 2026
Where to stay in Greenbrier
Find the best Greenbrier areas and neighborhoods for the activities you enjoy most. Learn more about Greenbrier
Greenbrier East
4/5(440 area reviews)
While visiting Greenbrier East, you might make a stop by sights like Greenbrier Mall and Jillian's Billiards.
Greenbrier Hotel Deals
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Fully refundable
$99 nightly
The price is $116 total per night from Apr 12 to Apr 13
$116 total
Apr 12 - Apr 13
Total with taxes and fees
8.8/10 Excellent! (1,010 reviews)
Need better breakfast. Bacon perhaps. Bolled eggs,
Reviewed on Apr 11, 2026
Aloft Chesapeake
1454 Crossways Boulevard Chesapeake VA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $116 total per night from Apr 26 to Apr 27
$116 total
Apr 26 - Apr 27
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Quiet stay. Place is very clean and staff very attentive. I will be staying again for a staycation used them during my relocation and couldn’t be happier
Reviewed on Apr 6, 2026
SpringHill Suites by Marriott Chesapeake Greenbrier
1446 Crossways Blvd Chesapeake VA
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $111 total per night from Apr 12 to Apr 13
$111 total
Apr 12 - Apr 13
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Clean room, comfy stay.
Reviewed on Apr 9, 2026
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.
Discover the most popular places to visit in Greenbrier
Greenbrier Mall
4/5(263 reviews)
You can browse for the perfect souvenirs at Greenbrier Mall during your visit to Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.
Chesapeake City Park
5/5(1 review)
Chesapeake City Park is just one of the places to see in Chesapeake, so why not enjoy the other things to explore during your travels? Stroll along the area's beautiful beaches or experience its acclaimed theater scene.
Oak Grove Lake Park
After visiting Oak Grove Lake Park, make a plan to see the other sights and activities in Chesapeake. Experience the area's acclaimed theater scene or attend a sporting event.
Things to do
City Cruises Norfolk: Signature Dinner Cruise
$94
per adult
76% of travellers recommend
City Cruises Norfolk: Signature Brunch Cruise
$87
per adult
88% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
$43
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.