Greenwood Holidays

Photo by Karyn Leary

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Top hotels in Greenwood

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 S$144 per night from 25 Sept to 26 Sept
S$144
25 Sept - 26 Sept
includes taxes & fees
9/10 Wonderful! (2,431 reviews)
"the front desk was so pleasant , and it was perfect location. the breakfast was really good and some of the best grits we ever had. highly recommend"

Reviewed on 25 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 S$116 per night from 28 Aug to 29 Aug
S$116
28 Aug - 29 Aug
includes taxes & fees
9/10 Wonderful! (206 reviews)
Welcoming front desk staff
"The front desk manager for this hotel is very accommodating and helpful, providing cooking essentials for those who are staying for extended times. The rooms are comfortable and clean in this hotel, which is brand new as of a few months. We stayed there overnight in the middle of a cross town ..."

Reviewed on 24 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
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 3 Sept to 4 Sept
S$143
3 Sept - 4 Sept
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"This hotel is located in a nice area. My only complaints are the gentleman who checked me in, wasn’t very pleasant on arrival and the initial room he gave us also had cigarette burns on the carpet. He did allow us to switch rooms, but seemed slightly annoyed at the request."

Reviewed on 21 Aug, 2025

DoubleTree by Hilton Hotel Charlottesville
See all 1,469 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

S$31
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Sharp Top Mountain

Blue Ridge Parkway Virginia Self-Guided Audio Tour

S$17
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

S$22
per traveller
100% of travellers recommend
Shenandoah National Park Self-Guided Driving 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.