Greenville Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Greenville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Massanutten Resort by Tripforth

Massanutten Resort by Tripforth

3 out of 5
Price was CA $995, price is now CA $947 per person
CA $947
per person
Sep 9 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Weyers Cave (SHD)
7.8/10 Good! (163 reviews)
The room visible pest and the whole unit smelled like urine. Very bad experience for a vacation.

Reviewed on Jul 6, 2026

Hotel 24 South

Hotel 24 South

3 out of 5
Price was CA $1,315, price is now CA $1,145 per person
CA $1,145
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Weyers Cave (SHD)
9.6/10 Exceptional! (1,171 reviews)

The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

3.5 out of 5
Price was CA $1,520, price is now CA $1,405 per person
CA $1,405
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Weyers Cave (SHD)
9.2/10 Wonderful! (1,005 reviews)

Frederick House

Frederick House

3.5 out of 5
Price was CA $1,515, price is now CA $1,434 per person
CA $1,434
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Weyers Cave (SHD)
9.4/10 Exceptional! (459 reviews)
Room was clean and comfortable. Staff was very helpful and breakfast was delicious!!

Reviewed on Jul 4, 2026

Spark by Hilton Staunton

Spark by Hilton Staunton

2.5 out of 5
Price was CA $1,263, price is now CA $1,211 per person
CA $1,211
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Weyers Cave (SHD)
8.4/10 Very good! (7 reviews)
Everything was great, no notes

Reviewed on Jul 9, 2026

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Greenville Hotel Deals

Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Aug 12 to Aug 13
CA $149
CA $166 total
Aug 12 - Aug 13
includes taxes & fees
Hotel 24 South
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy Staunton VA
Fully refundable
The price is CA $136 per night from Aug 16 to Aug 17
CA $136
CA $151 total
Aug 16 - Aug 17
includes taxes & fees
9.2/10 Wonderful! (1,435 reviews)
"Nice and helpful staff"

Reviewed on Jul 10, 2026

Sleep Inn Staunton
Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington

2 out of 5
2836 North Lee Highway Lexington VA
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Jul 29 to Jul 30
CA $84
CA $96 total
Jul 29 - Jul 30
includes taxes & fees
8.2/10 Very good! (1,371 reviews)
"Aging hotel that is being modernized gradually. With that in mind, everything this hotel is doing is fantastic. Situated with great vistas of blue mountains, pet friendly (noticed many guests this way). Fantastic swim area and play park area."

Reviewed on Jul 15, 2026

Howard Johnson by Wyndham Lexington
See all 1,424 properties in Greenville
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.
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Frequently asked questions

How much does a Greenville vacation package cost?
Offering great value package deals from CA $947 on Expedia, you'll be thrilled with how little a vacation to Greenville costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Greenville?
January, February and November are great times to look for cheap Greenville vacation packages. Travelling in less busy months means you'll typically find better prices on accommodations and flights.
How many days is enough for Greenville?
The ideal length for your Greenville vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to visit all the top sights and discover some hidden gems along the way.
How to find the best Greenville package deals?
Landing a cheap Greenville package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Greenville package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Greenville vacation as a package?
You can enjoy significant savings on your Greenville escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Greenville?
If you're considering an impromptu Greenville trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Greenville?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to vacation in Greenville.
  2. Set your budget: Consider costs such as flights, food and transportation when working out how much to save for your trip to Greenville. Then, choose a property that matches your budget, whether that's an affordable option or a more upscale getaway.
  3. Determine how many days away: Start by listing all the attractions and activities you want to experience in Greenville. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Greenville vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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