Wescliff Vacation Packages

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Your Wescliff Vacation

When a city adventure is calling your name, answer it with a Wescliff vacation package. With all your travel plans in order before you go, all you need to do here is focus on making unforgettable memories. If your trip to Wescliff includes a little sightseeing, visit well-known attractions like Richard Childress Vineyards, Weathervane Winery and The Candy Factory. Check out Expedia's wide range of travel options and begin planning your dream vacation to Wescliff today.

Top Wescliff Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was CA $4,265, price is now CA $1,356 per person
CA $1,356
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
10/10 Exceptional! (102 reviews)
The staff was very detailed and organized with my arrival being that I flew in from KY at midnight. The interior and exterior design is EXQUISITE! My communication with the staff was always very pleasant and professional via text. I will be booking another stay the next time I’m in NC.

Reviewed on Aug. 15, 2025

Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
Price was CA $2,381, price is now CA $1,692 per person
CA $1,692
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
8.2/10 Very Good! (1,000 reviews)
Very nice clean property with great rooms. Best value in town

Reviewed on Aug. 21, 2025

Wyndham Garden Greensboro

Wyndham Garden Greensboro

3 out of 5
Price was CA $2,546, price is now CA $1,881 per person
CA $1,881
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
7.6/10 Good! (1,015 reviews)
Great location great staff

Reviewed on Aug. 23, 2025

Hampton Inn Winston-Salem Hanes Mall

Hampton Inn Winston-Salem Hanes Mall

2.5 out of 5
Price was CA $3,059, price is now CA $2,314 per person
CA $2,314
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
9.2/10 Wonderful! (1,001 reviews)
This property is kept clean and all staff very friendly and helpful.

Reviewed on Aug. 14, 2025

O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was CA $2,111, price is now CA $1,608 per person
CA $1,608
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greensboro (GSO)
9.8/10 Exceptional! (687 reviews)
The design of the hotel and the special events like Jazz night and Tea in the afternoon were a delight.

Reviewed on Jul. 21, 2025

Ready to book your vacation to Wescliff?

 

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Wescliff Hotel Deals

Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
420 High St, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Aug 24 to Aug 25
CA $110
CA $124 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Very nice clean property with great rooms. Best value in town"

Reviewed on Aug. 21, 2025

Hawthorne Inn and Conference Center
Comfort Suites Hanes Mall

Comfort Suites Hanes Mall

2.5 out of 5
200 Capitol Lodging Ct, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Sep 7 to Sep 8
CA $127
CA $147 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"The property was nice and in good condition. The free breakfasts were great. The pool and pool area was nice and clean as well. The hotel was located just off the highway so you don't have to drive through congested city streets to get to it. It is also near a shopping mall and a number of ..."

Reviewed on Aug. 11, 2025

Comfort Suites Hanes Mall
Courtyard by Marriott Winston-Salem Hanes Mall

Courtyard by Marriott Winston-Salem Hanes Mall

3 out of 5
1600 Westbrook Plaza Drive, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Aug 31 to Sep 1
CA $138
CA $156 total
Aug 31 - Sep 1
includes taxes & fees
8.4/10 Very Good! (686 reviews)
"Courtyard Marriott’s are typically consistent to properties and staff service and this location was no exception. Very hard to beat for nice overnight accommodations."

Reviewed on Aug. 17, 2025

Courtyard by Marriott Winston-Salem Hanes Mall
See all 598 properties in Wescliff
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Discover the most popular places to visit in Wescliff

Boone's Cave Park

Boone's Cave Park

Explore the great outdoors at Boone's Cave Park, a lovely green space in Lexington. While in this family-friendly area, you can savor the wineries and restaurants.

Boone's Cave Park

Richard Childress Vineyards

You can enjoy a tasting or tour at Richard Childress Vineyards during your travels to Lexington. Stroll along this family-friendly area's lakeside, or simply enjoy its wineries.

Richard Childress Vineyards

Frequently asked questions

How much does a Wescliff vacation package cost?
You can pick up a vacation package to this top destination from CA $1,356 on Expedia. However, how much your vacation to Wescliff costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Wescliff?
January, February and March are the best times to look for cheap Wescliff vacation packages. Choosing to travel in quieter months means you can generally find better prices on flights and hotels.
How many days is enough for Wescliff?
When planning your Wescliff vacation, a handful of days will be enough to explore the best spots. Make sure to stop by Weathervane Winery — it's one of the leading sights in this destination. If you're looking for more adventure, think about basing yourself here and venturing off on some tours from Wescliff.
How to find the best Wescliff package deals?
Landing a cheap Wescliff package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Wescliff package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Wescliff vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Wescliff vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Wescliff?
If you've got your Wescliff travel dates confirmed, book as early as you can to grab some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Wescliff?

  1. Choose when to travel: Check your schedule and pack your bags. Your favourite season and the type of activities on offer will also help you decide when to vacation in Wescliff.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your hotel will probably be the largest expense during your trip to Wescliff.
  3. Decide how many days away: Start by compiling a list of the attractions you want to experience in Wescliff. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Wescliff vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.