Deals on vacations and trips to Greenwood

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Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $715, price is now $574 per person
$574
per person
Dec 18 - Dec 21
found 22 hours ago
Roundtrip flight included
New York (LGA) 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 $1,008, price is now $803 per person
$803
per person
Dec 18 - Dec 21
found 22 hours ago
Roundtrip flight included
New York (LGA) 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.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $731, price is now $593 per person
$593
per person
Dec 18 - Dec 21
found 22 hours ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the sauna and conveniences like a 24-hour front desk and concierge services.
Comfort Inn & Suites Staunton

Comfort Inn & Suites Staunton

2.5 out of 5
Price was $802, price is now $652 per person
$652
per person
Nov 4 - Nov 11
found 16 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Weyers Cave (SHD)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public areas. A computer station and a safe deposit box are also provided.
Boar's Head Resort

Boar's Head Resort

4 out of 5
Ednam
Price was $762, price is now $634 per person
$634
per person
Dec 18 - Dec 21
found 19 hours ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
This luxury hotel features a golf course, a full-service spa, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and perks like free self parking and free WiFi.

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 $108 total per night
$108 total
Oct 14 - Oct 15
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
$159 nightly
The price is $182 total per night
$182 total
Oct 26 - Oct 27
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. You'll appreciate the gym, bar/lounge, and concierge services.
Pool
Hot Tub
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
$117 nightly
The price is $131 total per night
$131 total
Oct 13 - Oct 14
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
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy Staunton VA
Free Cancellation
$101 nightly
The price is $113 total per night
$113 total
Oct 25 - Oct 26
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
Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

3 out of 5
2017 Ivy Road Charlottesville VA
$142 nightly
The price is $162 total per night
$162 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a snack bar/deli are also on offer.
Free WiFi
Restaurant
Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
$63 nightly
The price is $70 total per night
$70 total
Oct 13 - Oct 14
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli, express check-out, and dry cleaning are also on offer.
Pet friendly
Parking included
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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?
$574 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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A body of water reflecting sunlight with clouds in the sky.