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.
The Anderson Cottage Bed & Breakfast

The Anderson Cottage Bed & Breakfast

3 out of 5
Price was $1,026, price is now $902 per person
$902
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Weyers Cave (SHD)
This smoke-free bed & breakfast's full-service spa and hot springs are among the highlights. Business travelers can take advantage of the free WiFi in public areas. Enjoy the outdoor pool and free perks like full breakfast and free self parking.
Sauna dog Friendly Amazing Views to ski Slopes

Sauna dog Friendly Amazing Views to ski Slopes

2 out of 5
Price was $2,402, price is now $2,129 per person
$2,129
per person
May 14 - May 16
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
Free WiFi in public areas is available at this apartment.
Condo at Wintergreen Walk to Slope Pool Access

Condo at Wintergreen Walk to Slope Pool Access

2 out of 5
Price was $2,063, price is now $1,838 per person
$1,838
per person
May 14 - May 16
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
Free WiFi in public areas is available at this apartment.
111 Hickory Springs in Wintergreen Resort

111 Hickory Springs in Wintergreen Resort

2 out of 5
Price was $2,196, price is now $1,964 per person
$1,964
per person
May 14 - May 16
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
This vacation home includes free WiFi in public areas and barbecue grills.
Retreat at Wintergreen Pool Access Grill

Retreat at Wintergreen Pool Access Grill

2 out of 5
Deer Springs
Price was $2,331, price is now $2,093 per person
$2,093
per person
May 14 - May 16
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
This vacation home features free WiFi in public areas, a garden, and barbecue grills.

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
$106 nightly
The price is $121 total per night
$121 total
Feb 28 - Mar 1
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
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd Charlottesville VA
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $182 total per night
$182 total
Mar 1 - Mar 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
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
1309 W Main St Charlottesville VA
Free Cancellation
$118 nightly
The price is $135 total per night
$135 total
Mar 8 - Mar 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.
Pet friendly
Free WiFi
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

3 out of 5
1600 Emmet Street Charlottesville VA
Free Cancellation
$105 nightly
The price is $120 total per night
$120 total
Mar 22 - Mar 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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
$82 nightly
The price is $94 total per night
$94 total
Mar 20 - Mar 21
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
Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
540 Massie Road Charlottesville VA
Free Cancellation
$179 nightly
The price is $205 total per night
$205 total
Mar 3 - Mar 4
Total with taxes and fees
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.
Pet friendly
Free WiFi
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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

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?
$902 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

Great wine and great people. Cheers.
Great wine and great people. Cheers.