Pioneer Vacations from $217

Book a Hotel + Flight or Car together to unlock savings

The Latest Pioneer vacation packages

Price found within the past 48 hours. Click for updated prices.
Stay Inn

Stay Inn

1.5 out of 5
Price was $263, price is now $217 per person
$217
per person
Nov 12 - Nov 15
found 12 hours ago
Roundtrip flight included
Charlotte (CLT) to Toledo (TOL)
7.4/10 Good! (646 reviews)
The staff was friendly and accommodating however the room was dated but clean.

Reviewed on Oct 4, 2025

South Beach Resort Hotel

South Beach Resort Hotel

2.5 out of 5
Price was $368, price is now $299 per person
$299
per person
Nov 12 - Nov 15
found 12 hours ago
Roundtrip flight included
Charlotte (CLT) to Toledo (TOL)
7.8/10 Good! (521 reviews)
Clean room but no refrigerator or microwave. They are working on it though!

Reviewed on Oct 10, 2025

Quality Inn Milan - Sandusky

Quality Inn Milan - Sandusky

2.5 out of 5
Price was $256, price is now $227 per person
$227
per person
Nov 12 - Nov 15
found 12 hours ago
Roundtrip flight included
Charlotte (CLT) to Toledo (TOL)
7.2/10 Good! (1,005 reviews)
Had to go to front desk to find out how to use TV as it had some type of password.

Reviewed on Oct 10, 2025

Sleep Inn & Suites Port Clinton

Sleep Inn & Suites Port Clinton

2.5 out of 5
Price was $273, price is now $244 per person
$244
per person
Nov 12 - Nov 15
found 12 hours ago
Roundtrip flight included
Charlotte (CLT) to Toledo (TOL)
8.2/10 Very Good! (1,009 reviews)
Very reasonable. Clean and confortable.

Reviewed on Oct 11, 2025

The Fountain Inn

The Fountain Inn

2 out of 5
Price was $272, price is now $246 per person
$246
per person
Nov 12 - Nov 15
found 12 hours ago
Roundtrip flight included
Charlotte (CLT) to Toledo (TOL)
8/10 Very Good! (30 reviews)
Such a quaint little town. Beautiful cottages.

Reviewed on Oct 10, 2025

Don't see what you're looking for?
See all available trips from Columbus to Pioneer
View all trips

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
$98 nightly
The price is $104 total per night from Oct 15 to Oct 16
$104 total
Oct 15 - Oct 16
Total with taxes and fees
7.2/10 Good! (769 reviews)
"The very first days inn that was clean and staff were friendly. I would definitely book again."

Reviewed on Oct 6, 2025

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
$91 nightly
The price is $102 total per night from Oct 19 to Oct 20
$102 total
Oct 19 - Oct 20
Total with taxes and fees
7.8/10 Good! (733 reviews)
"Everything was very clean."

Reviewed on Oct 9, 2025

Best Western Fremont/Angola I-80/90 Toll Road
Quality Inn Montpelier

Quality Inn Montpelier

2.5 out of 5
I-80/90 Exit 13 at St Rt 15, 13508 State Route 15, Montpelier, OH
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from Oct 19 to Oct 20
$85 total
Oct 19 - Oct 20
Total with taxes and fees
7.6/10 Good! (585 reviews)
"We checked in lay about 11:30 pm local time. I waited about 15 min at the front desk, no bell to ring or buzzer. Two employees were chatting about their weekend plans. Finally I said knock knock and someone came out. Bed was very bouncy. Felt like sitting on a waterbed. Couldn’t sleep at all. Breakfast ..."

Reviewed on Oct 5, 2025

Quality Inn Montpelier
See all 181 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.

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Pioneer vacation package cost?
You'll find cheap prices from $217 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.