Pioneer Vacations from $517

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The Latest Pioneer vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Van Wert

Comfort Inn Van Wert

2.5 out of 5
Price was $554, price is now $517 per person
$517
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Toledo (TOL)
9/10 Wonderful! (247 reviews)
Staff was very friendly

Reviewed on Dec 21, 2025

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Pioneer Hotel Deals

Days Inn by Wyndham Hillsdale

Days Inn by Wyndham Hillsdale

2 out of 5
3241 W Carleton Rd Hillsdale MI
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $100 total per night from Jan 18 to Jan 19
$100 total
Jan 18 - Jan 19
Total with taxes and fees
7.2/10 Good! (799 reviews)
Good staff

Reviewed on Jan 10, 2026

Days Inn by Wyndham Hillsdale
Best Western Fremont/Angola I-80/90 Toll Road

Best Western Fremont/Angola I-80/90 Toll Road

2.5 out of 5
6245 N Old 27 Fremont IN
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $84 total per night from Jan 25 to Jan 26
$84 total
Jan 25 - Jan 26
Total with taxes and fees
7.8/10 Good! (777 reviews)
The staff is friendly and room was clean. The mattress on the king bed was in need of replacement. This was my 3rd. time staying there in the past year; the prior stays the beds were very comfortable. The hotel is quiet.

Reviewed on Dec 30, 2025

Best Western Fremont/Angola I-80/90 Toll Road
NEW Lake James, Indiana Waterfront Rental

NEW Lake James, Indiana Waterfront Rental

Angola IN
10/10 Exceptional! (78 reviews)
Excellent property, location, cleanliness, amenities and communications with owner. 5 star rating and recommendation.

Reviewed on Sep 16, 2025

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NEW Lake James, Indiana Waterfront Rental
See all 188 properties in Pioneer
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.

Find the Best Pioneer Vacation Packages

Pioneer Essential Information

Language
English
Currency
U.S dollars
Population
1,400
Top Sights
Harrison Lake State Park, Stoney Ridge Winery and Williams County Fairgrounds

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Frequently asked questions

How much does a Pioneer vacation package cost?
You'll find cheap prices from $517 on Expedia for your Pioneer escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Pioneer costs.
What are the cheapest months to go to Pioneer?
December, January and February are the best times to look for cheap Pioneer vacation packages. Traveling in less busy periods means you can usually find better prices on flights and hotels.
How many days is enough for Pioneer?
Generally, a handful of days is enough to tick off the main sights during your Pioneer vacation. But if you prefer to have time to kick back or go on day tours, think about extending your itinerary.
How to find the best Pioneer package deals?
Use Expedia's filters to find some of the best Pioneer package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Pioneer package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Pioneer vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still get the flexibility to create a customized Pioneer vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Pioneer?
If you've got your Pioneer vacation dates confirmed, book early to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Pioneer vacation packages?
Secure your dream escape to Pioneer with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for your next paycheck — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.