Deals on vacations and trips to Greenwood

Save when you book Greenwood package deals

Choose two or more items and save on your trip:

Greenwood flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Clarion Pointe Harrisonburg

Clarion Pointe Harrisonburg

2.5 out of 5
Price was $991, price is now $959 per person
$959
per person
Jan 30 - Feb 1
found 4 hours ago
Roundtrip non-stop flight included
Lynchburg (LYH) to Weyers Cave (SHD)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $1,115, price is now $1,041 per person
$1,041
per person
Jan 30 - Feb 1
found 4 hours ago
Roundtrip non-stop flight included
Lynchburg (LYH) to Charlottesville (CHO)
This hotel features a restaurant, free WiFi in public areas, and a picnic area. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Express check-in and express check-out are also provided.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $1,020, price is now $983 per person
$983
per person
Jan 30 - Feb 1
found 4 hours ago
Roundtrip non-stop flight included
Lynchburg (LYH) to Charlottesville (CHO)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Waynesboro Home Near Wintergreen Charlottesville

Waynesboro Home Near Wintergreen Charlottesville

2 out of 5
Price was $1,478, price is now $1,433 per person
$1,433
per person
Jan 30 - Feb 1
found 4 hours ago
Roundtrip non-stop flight included
Lynchburg (LYH) to Weyers Cave (SHD)
This vacation home features free WiFi in public areas, a garden, and barbecue grills.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $1,114, price is now $1,080 per person
$1,080
per person
Jan 30 - Feb 1
found 4 hours ago
Roundtrip non-stop flight included
Lynchburg (LYH) to Charlottesville (CHO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Self parking, a coffee shop, and a terrace are also offered.

Top Greenwood hotels deals

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $109 total per night
$109 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd Charlottesville VA
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $174 total per night
$174 total
Dec 21 - Dec 22
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and valet parking. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $119 total per night
$119 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a 24-hour business center, and a lobby fireplace are also offered.
DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

4 out of 5
990 Hilton Heights Rd Charlottesville VA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
499 W Main Street Charlottesville VA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $136 total per night
$136 total
Dec 21 - Dec 22
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. A coffee shop, a terrace, and a picnic area are also on offer.
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy Staunton VA
Free Cancellation
$77 nightly
The price is $86 total per night
$86 total
Dec 21 - Dec 22
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage and a safe deposit box are also provided.
Don't see what you're looking for?
See all available properties in Greenwood
View all properties
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.

Popular places to visit

Great wine and great people. Cheers.

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.

Pollak Vineyards

Frequently asked questions

How much are vacation packages to Greenwood?
$959 is all you need to spend for a memorable break in Greenwood. Bundle your flights and hotel into a vacation package with Travelocity and watch the savings start to pile up. With such good prices, traveling has never been so accessible.
Where can I get the best vacation package deals for Greenwood?
You can lock in fantastic Greenwood package deals with Travelocity. Select from as many as 400 partner airlines and 1,000,000 worldwide properties and turn those travel fantasies into a reality.
Why should I book my Greenwood vacation package with Travelocity?
From incredible destinations to fun experiences, we have everything you need to satisfy your travel desires. Our friendly 24/7 customer support will also make sure you're being well taken care of before, during and after your getaway. And don't stress if you spot a cheaper price on your booking, we'll match it. That's our Price Match Guarantee.
Can I save on my Greenwood car rental if I book it with a hotel or flight?
You most certainly can — bundle your car, flight and hotel into a Greenwood vacation package and you'll save plenty. With so much to discover in and around Greenwood, that set of wheels will make exploring easy. Once you've settled into the driver's seat, turn up the stereo and make tracks to White House, a must-see sight around 110 mi from Greenwood.
Which airport is best for Greenwood?
Many people fly into Charlottesville-Albemarle Airport (CHO), 19 mi east of downtown Greenwood. Others prefer Lynchburg Regional Airport (LYH) (55 mi away from central Greenwood) or Shenandoah Valley Regional Airport (SHD) (16 mi away from central Greenwood).
Where should I stay when visiting Greenwood?
Many people opt to check in to the Isolated cottage with good view close to many winery and Brewers.. It's sure to be a good base for your Greenwood getaway.

Photos of local treasures

Browse Greenwood vacation photos for more inspiration

Photo by Karyn Leary
Photo by Karyn Leary