Benson Vacations from $752

Book a Hotel + Flight or Car together to unlock savings

Your Benson Vacation

Food, history, entertainment and more … There's so much to experience with a Benson vacation package. And with the ability to easily customize your city getaway, you know it'll be one you won't forget. Like to explore? Bomoseen State Park, Halfmoon Pond State Park and Half Moon State Park are just a few of the top places to visit during your trip to Benson. A few quick clicks is all it takes to craft the ideal Benson vacation on Expedia.

The Latest Benson vacation packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Rutland/Killington Area
North Star Lodge and Resort
Mt Green 2-e06 in Killington
Summit Lodge
Mountain Green Resort By Killington VR - 3 Bedrooms
Don't see what you're looking for?
See all available trips from Columbus to Benson
View all trips

Discover the most popular places to visit in Benson

Benson Hotel Deals

Ultimate relaxing vacation

Ultimate relaxing vacation

Orwell
$160 nightly
The price is $179 total per night from Nov 11 to Nov 12
$179 total
Nov 11 - Nov 12
Total with taxes and fees
9.6/10 Exceptional! (208 reviews)
It is always pleasure to come to Vermont every year for foliage and stay in "our home away from home". We never missed an opportunity to stay in our favorite cabin on Perch Pond. Thanks a lot!

Reviewed on Oct 27, 2025

Ultimate relaxing vacation
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $121 total per night from Nov 5 to Nov 6
$121 total
Nov 5 - Nov 6
Total with taxes and fees
8/10 Very Good! (1,013 reviews)
Quiet and low key.

Reviewed on Nov 2, 2025

Comfort Inn Rutland - Killington
Waterfront Home on Lake George w/ Boat Dock!

Waterfront Home on Lake George w/ Boat Dock!

3 out of 5
Queensbury
Waterfront Home on Lake George w/ Boat Dock!
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 Benson Vacation Packages

Benson Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Population
310

More vacations you might like

Frequently asked questions

How much does a Benson vacation package cost?
You'll find cheap prices from $752 on Expedia for your Benson escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Benson costs.
What are the cheapest months to go to Benson?
If you're hoping to snag a cheap Benson vacation package, consider planning a trip in October, November and December. You'll typically find lower rates on hotels and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Benson?
Typically, a handful of days is enough to visit the main sights during your Benson vacation. However, if you prefer to have some time to rest or take day trips, consider extending your itinerary.
How to find the best Benson package deals?
Use Expedia's filters to help you find some of the best Benson package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Benson package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Benson vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Benson vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Benson?
If you're planning a spur-of-the-moment Benson adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Benson vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Benson vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.

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.