Greenwood Holidays

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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$129 per night from 21 Jul to 22 Jul
S$129
21 Jul - 22 Jul
includes taxes & fees
9.2/10 Wonderful! (2,930 reviews)
"Scott and his team do a fantastic job maintaining and presenting the English Inn as a beautiful, welcoming place to stay. I thoroughly enjoyed my visit and am already looking forward to returning. Unfortunately, the pool was closed for maintenance during my stay, but it looked beautiful, and I can’t ..."

Reviewed on 8 Jul, 2026

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 S$212 per night from 19 Jul to 20 Jul
S$212
19 Jul - 20 Jul
includes taxes & fees
9.4/10 Exceptional! (1,054 reviews)
"My stay was fine until I wanted to check out. I wanted to get some ice in my tumblers so I went to the ice machine on my floor but it wasn’t working. I called the front desk and they said they would send some ice to my room. But after waiting 15 minutes I gave up and left."

Reviewed on 7 Jul, 2026

Omni Charlottesville Hotel
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 13 Jul to 14 Jul
S$153
13 Jul - 14 Jul
includes taxes & fees
9.4/10 Exceptional! (1,183 reviews)
"The location is wonderful, just steps away from the Black Friar's Theater, Mary Baldwin University, and several good restaurants and shops. Just as wonderful is the staff - everyone was welcoming and helpful. We also enjoyed breakfast at the hotel's Magnolia South Restaurant. Service couldn't have ..."

Reviewed on 6 Jul, 2026

Hotel 24 South
See all 1,681 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.

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

Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

S$31
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
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.

Explore a world of travel with Expedia

* 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.