Greenwood Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Karyn Leary

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Greenwood Holiday

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 NZ$194 per night from 12 Aug to 13 Aug
NZ$194
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (2,396 reviews)
"The facilities were extremely clean and well maintained. The staff was very friendly and helpful. The breakfast buffet was one of the best we have had."

Reviewed on 9 Aug. 2025

English Inn of Charlottesville
Extended Stay America Premier Suites - Charlottesville

Extended Stay America Premier Suites - Charlottesville

2.5 out of 5
3400 Berkmar Drive, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is NZ$138 per night from 12 Aug to 13 Aug
NZ$138
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (173 reviews)
"Stayed in Room 103 and the Air Conditioner made a rattling noise when not on Fan. Luckily it was cool during my stay."

Reviewed on 9 Aug. 2025

Extended Stay America Premier Suites - Charlottesville
DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

4 out of 5
990 Hilton Heights Rd, Charlottesville, VA
The price is NZ$179 per night from 17 Aug to 18 Aug
NZ$179
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"The property was excellent in every way and we had a great stay!!"

Reviewed on 5 Aug. 2025

DoubleTree by Hilton Hotel Charlottesville
See all 1,479 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.

What to do in Greenwood

Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

NZ$40
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Sharp Top Mountain

Blue Ridge Parkway Virginia Self-Guided Audio Tour

NZ$22
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
Old Rag Mountain

Shenandoah National Park Self-Guided Audio Tour

NZ$27
per traveller
Shenandoah National Park 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.