Greenbrier East Holidays

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Your Greenbrier East Holiday

Discovering everything Greenbrier East has to offer is simple when you book a Greenbrier East holiday package. Known for its golfing and more, this captivating neighbourhood is calling your name. Eager to head out and see the sights during your trip to Greenbrier East? Make sure you stop by nearby attractions such as Chesapeake City Park, Chesapeake Arboretum and Jillians Billiards. Whatever your ideal Greenbrier East holiday may look like, you can turn it into reality with Expedia.

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
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Deep Creek South

1 out of top 10 points of interest in this area

While visiting Deep Creek South, you might make a stop by sights like Deep Creek Park and The Crossings at Deep Creek Shopping Center.

Find hotels in Deep Creek South

Top hotels in Greenbrier East

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

2.5 out of 5
1570 CROSSWAYS BLVD Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is £101 per night from 28 May to 29 May
£101
28 May - 29 May
includes taxes & fees
8.6/10 Excellent! (466 reviews)
"The room was clean. Staff were friendly and helpful. Breakfast was good, nice selection."

Reviewed on 20 May 2026

TRU by Hilton Chesapeake, VA
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave Virginia Beach VA
Fully refundableReserve now, pay when you stay
The price is £90 per night from 31 May to 1 Jun
£90
31 May - 1 Jun
includes taxes & fees
7.8/10 Good! (1,830 reviews)
"Stayed in the Jr. Executive Suite and loved the additional space the room offered. There are few photos but the 2nd floor suite (there are only 2 but the 2nd floor is the one I stayed in) has 2 separate balconies, ocean view, party over patio area, view is basically dead center of hotel with panoramic ..."

Reviewed on 24 May 2026

Wyndham Virginia Beach Oceanfront
Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront

3 out of 5
3601 ATLANTIC AVENUE Virginia Beach VA
Fully refundableReserve now, pay when you stay
The price is £172 per night from 31 May to 1 Jun
£172
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (2,282 reviews)
"It was perfect , clean and beautifull"

Reviewed on 23 May 2026

Hyatt Place Virginia Beach / Oceanfront
See all 3,017 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 Holidays
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Greenbrier East travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Greenbrier East from just . And the more you bundle, the more money you save. The holiday of your dreams has never been more affordable.
If I'm not able to travel, can I cancel my Greenbrier East travel package?
We understand — life sometimes gets in the way of your plans. If you've booked a Greenbrier East travel package and need to cancel or amend it, we can help. It's always worth checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been longer than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Greenbrier East?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got everything you need. Pick a combination that suits your style and watch your savings grow. Of course, a travel package is never a one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 properties throughout the world, which lets you customize your Greenbrier East getaway.
Does Expedia offer Book Now, Pay Later Greenbrier East holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply select the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Don't forget to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's convenient monthly instalment plans. If paying bite-sized amounts each month works for you, pick this option at checkout.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan with Klarna.

Where should I stay in Greenbrier East?
With so much to do in Greenbrier East, it makes sense to stay close to its attractions. Greenbrier Mall, Chesapeake City Park and Chesapeake Arboretum are some fascinating ones to put on your itinerary.
What are the top hotels in Greenbrier East?
If it's your very first time in Greenbrier East, lock in a room at Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel or Red Roof Inn Chesapeake Conference Centre. Both offer comfy beds and are top options with lots of travellers.
How far in advance should I book my Greenbrier East holiday?
Reserving your spot early with Expedia means one less thing to worry about. Many air carriers display prices up to 12 months in advance. This is usually the cheapest time to book. If circumstances have left you booking late, discount tickets to Greenbrier East sometimes become available just a few weeks before departure.
What does an Expedia Greenbrier East travel package include?
With Expedia, you can choose any combination of car rentals, hotels and flights to build your perfect Greenbrier East package. Once you've made your booking, you can add on fun stuff like day tours and activities. Don't forget, the more you bundle, the more you'll save!
What should I know before booking a Greenbrier East travel package?
An Expedia travel package can be tailored to your budget and is a terrific way to stretch your hard-earned dollars. How much you include is your call. Rental cars, hotels and flights — come up with a combination that suits your style.
Can I choose my airline with a Greenbrier East Expedia travel package?
With a travel package, you're in control. Whether you'd prefer to fly to Greenbrier East in economy or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners globally.

Popular places to visit

Greenbrier Mall

Greenbrier Mall

You can search for that perfect souvenir at Greenbrier Mall during your visit to Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.

Greenbrier Mall
A bald cypress tree in Lake Drummond in the Great Dismal Swamp Wildlife Refuge, Virginia

Lake Drummond

Commune with nature and explore the great outdoors at Lake Drummond during your travels in Chesapeake. Stroll along the beautiful beaches in this romantic area or visit its top-notch restaurants.

Lake Drummond

Things to do

View of the water and the Spirit of Norfolk Dinner Cruise ship

City Cruises Norfolk: Signature Dinner Cruise

£62
per adult
76% of travellers recommend
City Cruises Norfolk: Signature Dinner Cruise
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

£31
per adult
100% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
Visit Norfolk's Perk Up Pass

Visit Norfolk's Perk Up Pass

£12
per adult
80% of travellers recommend
Visit Norfolk's Perk Up Pass
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. Flight-inclusive packages are ATOL protected.