Deals on vacations and trips to Greenwood

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Greenwood flight + hotel vacation packages

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Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
Price was $838, price is now $725 per person
$725
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Weyers Cave (SHD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

3.5 out of 5
Price was $1,016, price is now $829 per person
$829
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Weyers Cave (SHD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.
Massanutten's Regal Vistas by Tripforth

Massanutten's Regal Vistas by Tripforth

3.5 out of 5
Price was $1,374, price is now $1,173 per person
$1,173
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Weyers Cave (SHD)
This vacation home features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. Multilingual staff can provide around-the-clock assistance and barbecue grills are on offer.
Massanuttens Shenandoah Villas by Tripforth

Massanuttens Shenandoah Villas by Tripforth

4 out of 5
Price was $1,142, price is now $981 per person
$981
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Weyers Cave (SHD)
This aparthotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. There's a picnic area and multilingual staff can provide around-the-clock assistance.
Frederick House

Frederick House

3.5 out of 5
Price was $980, price is now $851 per person
$851
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Weyers Cave (SHD)
This bed & breakfast features a terrace, concierge services, and free self parking. Enjoy the free local cuisine breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

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
$79 nightly
The price is $91 total per night
$91 total
Aug 10 - Aug 11
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
$151 nightly
The price is $173 total per night
$173 total
Jul 19 - Jul 20
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.
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
$114 nightly
The price is $130 total per night
$130 total
Aug 9 - Aug 10
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.
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $121 total per night
$121 total
Aug 10 - Aug 11
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.
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy Staunton VA
Free Cancellation
$93 nightly
The price is $103 total per night
$103 total
Jul 26 - Jul 27
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.
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
1309 W Main St Charlottesville VA
Free Cancellation
Reserve now, pay when you stay
$180 nightly
The price is $205 total per night
$205 total
Jul 22 - Jul 23
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.
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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.

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.
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Frequently asked questions

How much are vacation packages to Greenwood?
$725 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

A body of water reflecting sunlight with clouds in the sky.