Greenwood, VA

Travel Guide

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

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
$96 nightly
The price is $110 total per night from Nov 22 to Nov 23
$110 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
English Inn of Charlottesville
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 from Nov 16 to Nov 17
$70 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this motel in Staunton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Motel 6 Staunton, VA
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd Charlottesville VA
$152 nightly
The price is $174 total per night from Nov 22 to Nov 23
$174 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Charlottesville. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful ...
Omni Charlottesville Hotel
See all 1,652 properties in Greenwood
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.
Isolated cottage with good view close to many winery and Brewers.

Isolated cottage with good view close to many winery and Brewers.

Greenwood VA
Stay at this cottage in Greenwood. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pollak Vineyards and Chiles Peach Orchard are located ...
Isolated cottage with good view close to many winery and Brewers.
Valley Extended Suites

Valley Extended Suites

3 out of 5
399 Mule Academy Rd Fishersville VA
Stay at this apartment in Fishersville. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
Valley Extended Suites
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

3 out of 5
45 Royal Oaks Ln Lyndhurst VA
Stay at this cabin in Lyndhurst. Enjoy free WiFi, free parking, and a garden. Popular attractions Wintergreen Resort and Reids Gap Trailhead are located ...
9.6/10 Exceptional! (29 reviews)
"We had a great overnight stay. Loved exploring the wooded grounds, watched a beautiful sunset at 5 min drive overlook on the Blue Ridge parkway, had marshmallows toasted over a fire & did some stargazing from right outside our cabin, then hiked in the area the next morning. Loved meeting the sweet ..."

Reviewed on Nov 3, 2026

Love Ridge Mountain Lodging
See all properties in Greenwood
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.
See properties

Things to do

Shenandoah Lake

Blue Ridge Parkway Virginia Self-Guided Audio Tour

$13
per traveler
Blue Ridge Parkway Virginia Self-Guided Audio Tour
See all activities in Greenwood

Frequently asked questions

Is Greenwood worth visiting?
Greenwood is worth visiting for its local dining scene, with options ranging from North American to Italian cuisine. Travelers can also explore standout attractions, including Pollak Vineyards, offering a unique experience for those interested in local flavors and activities.
When is the best time to visit Greenwood?
The best time to visit Greenwood is from May through September, when the weather is generally pleasant for exploring. For travelers seeking fewer crowds and better value, the quieter months of November through February offer cooler temperatures and a more relaxed experience.
What is a good itinerary length for Greenwood?
A good itinerary length for Greenwood is one to two days to explore Pollak Vineyards and enjoy the local dining scene, which features North American, Italian, and Latin American cuisine. An extended stay of three days allows for a more leisurely pace to savor the area's offerings.
What are the top things to do in and around Greenwood?
In Greenwood, travelers can visit Pollak Vineyards, a local landmark and vineyard.
What cuisines can you find in Greenwood?
In Greenwood you can find New American cuisine, featuring dishes like gourmet burgers, artisanal pizzas, and creative seasonal entrees. Travelers can also enjoy Italian, Mexican, and various Asian options including Chinese, Japanese, and Indian dishes, alongside fresh seafood.
Can I book a refundable hotel in Greenwood?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Greenwood by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Greenwood with Expedia?
Expedia makes it easier to plan your Greenwood trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Greenwood?
The best choice depends on your travel style. Hotels in Greenwood can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Greenwood trip on Expedia?
Once you've booked your Greenwood trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Greenwood trip?
Expedia offers customer support before, during, and after your Greenwood trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Greenwood?
If it's your first trip to Greenwood, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Greenwood hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Greenwood hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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