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$127 per night from 9 Dec to 10 Dec
AU$127
9 Dec - 10 Dec
includes taxes & fees
9.2/10 Wonderful! (3,196 reviews)
"Great breakfast. Staff was meh. Nice location. Room was okay."

Reviewed on 11 Nov 2026

English Inn of Charlottesville
Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
Fully refundableReserve now, pay when you stay
The price is AU$101 per night from 24 Nov to 25 Nov
AU$101
24 Nov - 25 Nov
includes taxes & fees
8.2/10 Very good! (1,051 reviews)
"it was fair, for a 2 night stay, easy parking spot, just not the most updated"

Reviewed on 10 Nov 2026

Motel 6 Staunton, VA
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$258 per night from 24 Nov to 25 Nov
AU$258
24 Nov - 25 Nov
includes taxes & fees
Omni Charlottesville Hotel
See all 1,652 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

Stay near popular Greenwood attractions

Pollak Vineyards

You can enjoy a tasting or tour at Pollak Vineyards during your travels to Greenwood. Discover the mountain views in this vibrant area.
See properties

What to do in Greenwood

Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

AU$24
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$35
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Shenandoah Lake

Blue Ridge Parkway Virginia Self-Guided Audio Tour

AU$19
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.