Deals on vacations and trips to Greenwood

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Greenwood flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Round Hill Inn

Round Hill Inn

2.5 out of 5
Price was $1,094, price is now $1,009 per person
$1,009
per person
Jun 18 - Jun 21
found 9 hours ago
Roundtrip flight included
Kirksville (IRK) to Charlottesville (CHO)
This hotel features a 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 $1,191, price is now $1,052 per person
$1,052
per person
Jun 18 - Jun 21
found 9 hours ago
Roundtrip flight included
Kirksville (IRK) 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.
Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was $1,455, price is now $1,317 per person
$1,317
per person
Jun 18 - Jun 21
found 9 hours ago
Roundtrip flight included
Kirksville (IRK) to Charlottesville (CHO)
This bed & breakfast doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A terrace, concierge services, and wedding services are also on offer.
Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
UVA
Price was $1,472, price is now $1,341 per person
$1,341
per person
Jun 18 - Jun 21
found 9 hours ago
Roundtrip flight included
Kirksville (IRK) to Charlottesville (CHO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms on site, along with the valet parking and WiFi in public areas. A garden, a communal living room, and luggage storage are also on offer.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $1,145, price is now $1,044 per person
$1,044
per person
Jun 18 - Jun 21
found 9 hours ago
Roundtrip flight included
Kirksville (IRK) 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.

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
$109 nightly
The price is $125 total per night
$125 total
May 18 - May 19
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.
Pool
Breakfast included
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $123 total per night
$123 total
May 31 - Jun 1
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.
Pool
Pet friendly
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd Charlottesville VA
Free Cancellation
Reserve now, pay when you stay
$163 nightly
The price is $187 total per night
$187 total
Jun 1 - Jun 2
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
Holiday Inn Charlottesville-Univ Area by IHG

Holiday Inn Charlottesville-Univ Area by IHG

3 out of 5
1901 Emmet St N Charlottesville VA
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $108 total per night
$108 total
May 26 - May 27
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a picnic area are also offered.
Parking included
Free WiFi
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy Staunton VA
Free Cancellation
$97 nightly
The price is $108 total per night
$108 total
May 31 - Jun 1
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.
Breakfast included
Pet friendly
Holiday Inn Charlottesville-Monticello by IHG

Holiday Inn Charlottesville-Monticello by IHG

3 out of 5
1200 5th St. SW Charlottesville VA
Free Cancellation
$105 nightly
The price is $120 total per night
$120 total
May 26 - May 27
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
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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

Pollak Vineyards

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?
$1,009 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

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Greenwood