Pioneer Vacations from $479
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The Latest Pioneer Vacation Packages
- River Terrace Resort & Convention Center
Sep 25 - Sep 28River Terrace Resort & Convention Center + Flight
Downtown Gatlinburg3 nights3.5 star property7.6/10 - Good (1,007 reviews)"Staff is helpful and very pleasant. Buildings are older but fairly well maintained."Reviewed July 23, 2026Roundtrip • Chicago (CHI) - Knoxville (TYS)ORD - TYS • Nonstop TYS - RFD • 1 stop$759$479found 1 day agoper traveler - Westgate Smoky Mountain Resort & Water Park
Oct 10 - Oct 14Westgate Smoky Mountain Resort & Water Park + Flight
Gatlinburg4 nights4.0 star property8.4/10 - Very Good (1,275 reviews)"Our stay was wonderful and staff were always there to help"Reviewed July 19, 2026Roundtrip • Dallas (DFW) - Knoxville (TYS)DFW - TYS • Nonstop TYS - DFW • Nonstop - Laurel Point Resort
Oct 6 - Oct 11Laurel Point Resort + Flight
Chalet Village5 nights2.5 star property9.0/10 - Wonderful (335 reviews)"Bears broke my door handle!"Reviewed July 24, 2026Roundtrip • Chicago (CHI) - Knoxville (TYS)ORD - TYS • Nonstop TYS - ORD • Nonstop - Wild Bear Inn
Sep 3 - Sep 7Wild Bear Inn + Flight
Pigeon Forge4 nights3.0 star property7.8/10 - Good (1,002 reviews)"We visited for 3 nights. We love visiting the Smoky Mountians. Check in was easy and check out was even better, just had to leave the room keys in the room when we left. No need to stop at the front desk which made in easy and very convient. We did go to the bar/ resturant after check in for something to eat. Did not know closing time was at 9pm which it was 845 when we arrived. The bartender/ server at that time maybe Justin was his name, seemed a little annoyed with us but we still ordered our..."Reviewed July 22, 2026Roundtrip • Chicago (CHI) - Knoxville (TYS)MDW - TYS • 1 stop TYS - MDW • 1 stop$714$503found 1 day agoper traveler - Reagan Resorts Inn
Oct 15 - Oct 19Reagan Resorts Inn + Flight
Downtown Gatlinburg4 nights2.0 star property8.6/10 - Excellent (1,725 reviews)"I walked in on a Monday evening. Room was moldy, wet, and disgusting. I walked down and politely said I could not stay in the room. No help, nothing, just take it up with expedia. Neither expedia nor the hotel would help in any way. I paid for an entire week, Mon to Fri and didn't even get a partial refund. I even booked the new hotel through expedia and nothing. I would give this hotel a 0 if I could. We couldn't breathe in the room. We could taste the mold in the room. Expedia will not help..."Reviewed July 25, 2026Roundtrip • Dallas (DFW) - Knoxville (TYS)DFW - TYS • 1 stop TYS - DFW • 1 stop$854$609found 1 day agoper traveler
Pioneer Hotel Deals
Holiday Inn Express & Suites, Caryville by IHG
Holiday Inn Express & Suites, Caryville by IHG
Hampton Inn Caryville-I-75/Cove Lake-State Park
Hampton Inn Caryville-I-75/Cove Lake-State Park
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State LineFrequently Asked Questions
How much does a Pioneer vacation package cost?
You'll find cheap prices from $479 on Expedia for your Pioneer escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Pioneer costs.
What are the cheapest months to go to Pioneer?
January, February and November are the best times to look for cheap Pioneer vacation packages. Choosing to travel in quieter months means you can usually find lower prices on flights and hotels.
How many days is enough for Pioneer?
The ideal length of your Pioneer vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to go to all the top attractions and discover some hidden gems along the way.
How to find the best Pioneer package deals?
Start your search for a Pioneer package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune 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 perfect Pioneer package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pioneer adventure underway.
Is it cheaper to book a Pioneer vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights separately. Better still, you can personalize your Pioneer getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Pioneer?
Score fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Pioneer adventure.
Does Expedia offer Book Now, Pay Later Pioneer vacation packages?
Your Pioneer trip is meant to be an escape from your busy life, not a reason for money worries. So to allow you more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.