Greenbrier East Vacations from $296

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Your Greenbrier East Vacation

Leap into your next big travel adventure with one of our Greenbrier East vacation packages. Spend your time getting to know this neighborhood's many delights, including its golfing. Begin your trip to Greenbrier East by visiting nearby attractions such as Greenbrier Mall, Chesapeake City Park and Chesapeake Arboretum. No matter what your dream Greenbrier East vacation may look like, you can make it a reality with Expedia.

The Latest Greenbrier East Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $440, price is now $296 per person
$296
per person
Nov 8 - Nov 12
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,006 reviews)
The staff members were really kind. It was clean . I would definitely stay here again. I enjoyed my stay.

Reviewed on Aug 24, 2025

Beach Quarters Resort

Beach Quarters Resort

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $468, price is now $309 per person
$309
per person
Nov 8 - Nov 12
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.2/10 Very Good! (1,661 reviews)
Very beautiful space, very thin walls

Reviewed on Aug 26, 2025

The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $932, price is now $681 per person
$681
per person
Nov 1 - Nov 4
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
8.8/10 Excellent! (502 reviews)
Great adult property

Reviewed on Aug 24, 2025

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3 out of 5
Northeast Virginia Beach
Price was $548, price is now $401 per person
$401
per person
Nov 8 - Nov 12
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.2/10 Very Good! (1,123 reviews)
The room is not updated. Took some pictures of issues with the room immediately and went to the front desk with them. Toilet paper roll holder was missing, dented refrigerator. Found that the jets on the tub did not work, and the room wasn’t very clean. View was great.

Reviewed on Aug 23, 2025

The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Save 100% on your flight
Price was $1,018, price is now $756 per person
$756
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
9.6/10 Exceptional! (26 reviews)
This property is absolutely beautiful. The views, the balconies, the town are all just amazing. It was by far the cleanest place I have ever stayed and the rooms are spacious and lovely.

Reviewed on Jul 3, 2022

Where to stay in Greenbrier East

Find the best Greenbrier East areas and neighborhoods for the activities you enjoy most. Learn more about Greenbrier East
Greenbrier Mall

Greenbrier

3 out of top 10 points of interest in this area

If you're spending some time in Greenbrier, Greenbrier Mall and Chesapeake Arboretum are top sights worth seeing.

Find hotels in Greenbrier

Greenbrier East Hotel Deals

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $93 total per night from Sep 7 to Sep 8
$93 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (1,009 reviews)
"It was great"

Reviewed on Aug 24, 2025

Comfort Suites Chesapeake - Norfolk
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

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

3 out of 5
1801 Atlantic Ave, Virginia Beach, VA
$128 nightly
The price is $149 total per night from Sep 1 to Sep 2
$149 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (2,267 reviews)
"Amazing stay. We have a special needs child and staff was very understanding and kind."

Reviewed on Aug 25, 2025

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

3 out of 5
1101 Atlantic Ave, Virginia Beach, VA
$101 nightly
The price is $118 total per night from Sep 14 to Sep 15
$118 total
Sep 14 - Sep 15
Total with taxes and fees
8.2/10 Very Good! (1,089 reviews)
Pleasant stay
"I really enjoyed myself at this hotel. It was very clean. The staff was very friendly and very knowledgeable. I will be returning back soon."

Reviewed on Aug 24, 2025

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
See all 2,897 properties in Greenbrier East
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Greenbrier East

Greenbrier Mall

Greenbrier Mall

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.

Greenbrier Mall
Chesapeake Square Mall

Chesapeake Square Mall

You can find the perfect gifts to bring home at Chesapeake Square Mall during your trip to Chesapeake. Discover the top-notch restaurants and acclaimed theater scene in this family-friendly area.

Chesapeake Square Mall
Chesapeake Conference Center

Chesapeake Conference Center

After visiting Chesapeake Conference Center, make a plan to see the other sights and activities in Chesapeake. Experience the area's great live music and acclaimed theater scene.

Chesapeake Conference Center

Things to do

Deck area aboard the Spirit of Norfolk Dinner Cruise in Virginia

Spirit of Norfolk Signature Dinner Cruise

$139
per adult
72% of travellers recommend
Spirit of Norfolk Signature Dinner Cruise
Picture 15 for Activity Virginia Beach: Neptune Ghosts Haunted Walking Tour

Buried Beneath the Boardwalk: Neptune Ghouls and Ghost Tours

$24
per adult
Buried Beneath the Boardwalk: Neptune Ghouls and Ghost Tours
Virginia Zoo

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

$40
per adult
80% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
See all activities in Chesapeake
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.