Cliffside 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 Cliffside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Greenville

Days Inn by Wyndham Greenville

2 out of 5
Price was CA $1,079, price is now CA $926 per person
CA $926
per person
Dec 1 - Dec 8
just found
Roundtrip non-stop flight included
Toronto (YTO) to Greenville (GSP)
5.6/10 (1,004 reviews)

Hilton Greenville

Hilton Greenville

3.5 out of 5
Price was CA $1,541, price is now CA $1,277 per person
CA $1,277
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greenville (GSP)
8.4/10 Very good! (1,047 reviews)
Dated hotel. Expensive for the quality.

Reviewed on Oct 31, 2026

Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

3.5 out of 5
Price was CA $1,337, price is now CA $1,118 per person
CA $1,118
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greenville (GSP)
8.6/10 Excellent! (1,000 reviews)

Holiday Inn Greenville - Woodruff Road by IHG

Holiday Inn Greenville - Woodruff Road by IHG

3 out of 5
Price was CA $1,325, price is now CA $1,122 per person
CA $1,122
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greenville (GSP)
8.6/10 Excellent! (733 reviews)
FYI it’s more expensive to stay here than Hotels.com tells you. The hotel its self was very nice, but I felt like my family of 6 was an inconvenience. We stayed for 3 nights and our beds didn’t get made, we only got new towels once. (only by request) There was also swimming lessons in the pool so my kids had to share a pool with 8 people giving swimming lessons. Great location, but not family friendly.

Reviewed on Oct 28, 2026

Grand Bohemian Lodge Greenville, Autograph Collection

Grand Bohemian Lodge Greenville, Autograph Collection

4 out of 5
Greenville Downtown
Price was CA $3,593, price is now CA $3,096 per person
CA $3,096
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Greenville (GSP)
9.6/10 Exceptional! (564 reviews)

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Cliffside Hotel Deals

Charming House near Gardner Webb

Charming House near Gardner Webb

Cliffside NC
9.8/10 Exceptional! (90 reviews)
"It's an old cottage home that has been completely gutted and modernized. No street side or driveway parking. You park via a multi use back road behind the house. Arriving after dark made finding the side street and the correct backside of the house (of a handful) tricky. Comfortable beds, nice water ..."

Reviewed on Oct 25, 2026

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Charming House near Gardner Webb
Country Inn & Suites by Radisson, Shelby, NC

Country Inn & Suites by Radisson, Shelby, NC

2.5 out of 5
2001 E Dixon Blvd Shelby NC
Fully refundable
The price is CA $145 per night from Nov 27 to Nov 28
CA $145
CA $168 total
Nov 27 - Nov 28
includes taxes & fees
Country Inn & Suites by Radisson, Shelby, NC
Holiday Inn Express Hotel & Suites Spartanburg-North by IHG

Holiday Inn Express Hotel & Suites Spartanburg-North by IHG

2.5 out of 5
161 Sha Lane Spartanburg SC
Fully refundable
The price is CA $155 per night from Nov 29 to Nov 30
CA $155
CA $172 total
Nov 29 - Nov 30
includes taxes & fees
Holiday Inn Express Hotel & Suites Spartanburg-North by IHG
See all 288 properties in Cliffside
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 Cliffside vacation package cost?
Offering great value package deals from CA $926 on Expedia, you'll be pleasantly surprised at how much a vacation to Cliffside costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Cliffside?
You can usually find lower prices and greater availability in January, February and March. Explore our cheap Cliffside vacation packages and you could score some excellent off-season deals.
How many days is enough for Cliffside?
The ideal length of your Cliffside vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to check out all the leading sights and discover some hidden spots along the way.
How to find the best Cliffside package deals?
Begin your search for a Cliffside package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Cliffside package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cliffside adventure underway.
Is it cheaper to book a Cliffside vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can tailor your Cliffside escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Cliffside?
If you're considering a spontaneous Cliffside adventure, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Cliffside?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to escape to Cliffside.
  2. Calculate your budget: Make sure you have enough money to cover everything from food and transportation to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Cliffside.
  3. Decide how long to go for: Now that you're up to speed on Cliffside, you can work out the right length of your vacation. Pull together a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Cliffside vacation package that brings all your bookings together.

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