Greenwood Holidays

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Your Greenwood Holiday

Skip the hassle of organising your next great adventure with a Greenwood holiday package. Whether you've come for its food, history, art or other highlights, there's an inexhaustible array of experiences to be had. You'll want to do a little exploring during your trip to Greenwood. Swing by famous attractions like Veritas Vineyard and Winery, Afton Mountain Vineyards and King Family Vineyards. Your ultimate Greenwood holiday is a couple of clicks away. Search hotels, airfares and more on Expedia for a trip that's tailored to suit your travel style.

Greenwood Holiday

Greenwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Charlottesville-Albemarle Airport (CHO)
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Veritas Vineyard and Winery, Pippin Hill Farm & Vineyards and King Family Vineyards

Our pick of the best Greenwood Hotel Deals

English Inn of Charlottesville
English Inn of Charlottesville
3 out of 5
2000 Morton Drive, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 15 July to 16 July
AU$176
15 July - 16 July
includes taxes & fees
9/10 Wonderful! (2,311 reviews)
Great!
"Everything was wonderful. It exceeded my expectations. 2 negatives...the pillows are too fluffy and there was no soap for the shower. Other than that, it was great, and will definitely stay again, since I have to be in that area alot."

Reviewed on 11 Jul. 2025

English Inn of Charlottesville
Omni Charlottesville Hotel
Omni Charlottesville Hotel
4 out of 5
212 Ridge McIntire Rd, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is AU$263 per night from 30 July to 31 July
AU$263
30 July - 31 July
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Wonderful staff"

Reviewed on 8 Jul. 2025

Omni Charlottesville Hotel
Sleep Inn Staunton
Sleep Inn Staunton
2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 3 Aug to 4 Aug
AU$158
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (1,197 reviews)
"Staff was great, room was super clean."

Reviewed on 10 Jul. 2025

Sleep Inn Staunton
See all 1,459 properties in Greenwood
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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

What to do in Greenwood

Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

AU$26
per traveller
100% of travellers recommend
Shenandoah National Park Self-Guided Driving Audio Tour
Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

AU$37
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Sharp Top Mountain

Blue Ridge Parkway Virginia Self-Guided Audio Tour

AU$20
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
See all activities in Greenwood

Frequently asked questions

How much does a Greenwood holiday package cost?
You'll find cheap prices on Expedia for your Greenwood getaway. However, a range of factors like the hotel choice, length of stay and season will determine how much your holiday to Greenwood costs.
What are the cheapest months to go to Greenwood?
Plan your getaway for the low season and you're likely to score cheap Greenwood holiday packages. Keep in mind that school holiday periods and local events and festivals can have an impact on prices, so do a little research before you go.
How many days is enough for Greenwood?
Usually, a handful of days is enough to explore the top attractions during your Greenwood holiday. But if you prefer to have more time to chill out or go on day trips, consider extending your trip.
How to find the best Greenwood package deals?
Use Expedia's filter tool to find some tempting Greenwood package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Greenwood package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Greenwood holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the freedom to create a customised Greenwood holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Greenwood?
If you're considering an impromptu Greenwood holiday, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Greenwood?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Greenwood.
  2. Set a budget: Consider expenses such as flights, transportation and food when working out how much to set aside for your trip to Greenwood. Then, select a property that suits your budget, whether that's an affordable stay or a lavish getaway.
  3. Decide how long to go for: Now that you know more about Greenwood, you can figure out the perfect length of your break. Create a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your accommodation and airfare: Once you've settled on your dates and duration, book the perfect Greenwood holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.