Greenwood Vacation Packages

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Your Greenwood Vacation

Amazing adventures await when you reserve a vacation package to Greenwood. Whether you're a foodie, art buff or just a traveler who appreciates new places, there's something for everyone in this lively city. You'll want to do some exploring during your trip to Greenwood. Carve out some time for famous attractions like Veritas Vineyard and Winery, King Family Vineyards and Afton Mountain Vineyards. Don't delay exploring this city any longer. The perfect Greenwood vacation is just a few clicks away with Expedia.

Ready to book your vacation to Greenwood?

 

Choose your dates

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 CA $119 per night from Aug 25 to Aug 26
CA $119
CA $141 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (2,346 reviews)
"Nice place to stay"

Reviewed on Jul. 23, 2025

English Inn of 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 CA $134 per night from Aug 3 to Aug 4
CA $134
CA $153 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,015 reviews)
"Quick and convenient"

Reviewed on Jul. 24, 2025

DoubleTree by Hilton Hotel 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 CA $207 per night from Aug 4 to Aug 5
CA $207
CA $237 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (1,017 reviews)
"The whole time was perfect except for my car being vandalized by a local vagrant who was trespassing in the parking garage. The place was very clean, very professional, and very appropriate for a multitude of events."

Reviewed on Jul. 24, 2025

Omni Charlottesville Hotel
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

Frequently asked questions

How much does a Greenwood vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Greenwood costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Greenwood?
Plan your getaway for the low season and you're likely to find cheap Greenwood vacation packages. Remember that public holidays and major local events can have an impact on prices, so do a little research before booking.
How many days is enough for Greenwood?
To fully enjoy your Greenwood vacation, we suggest staying for 3 days. Divide your time between discovering Afton Mountain Vineyards, Valley Road Vineyards and other must-see attractions, as well as exploring neighbourhoods like Wayland Park and Western Ridge. If you've got some spare time, add a day trip or tour to your Greenwood vacation itinerary.
How to find the best Greenwood package deals?
Begin your search for a Greenwood package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Greenwood package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Greenwood escape underway.
Is it cheaper to book a Greenwood vacation as a package?
You can enjoy significant savings on your next Greenwood break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Greenwood?
If you've got your Greenwood travel dates finalized, book as early as you can to grab some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Greenwood?

  1. Choose when to get away: Check your schedule and get your bags packed. Your favourite season and the available activities will also help you decide when to vacation in Greenwood.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to activities and flights. Your hotel will likely be the biggest expense during your trip to Greenwood.
  3. Work out your trip length: Consider how long you'd like to spend discovering Greenwood. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Greenwood vacation package that brings all your bookings together.

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