Benson Vacations from $638

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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.
Emrose Luxury Cabins
Killington Mountain Lodge, Tapestry Collection by Hilton
The Quechee Inn at Marshland Farm
Days Inn by Wyndham Rutland/Killington Area
The Suites at Killington Center
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Discover the most popular places to visit in Benson

Benson Hotel Deals

Ultimate relaxing vacation

Ultimate relaxing vacation

Orwell VT
$160 nightly
The price is $179 total per night from Dec 23 to Dec 24
$179 total
Dec 23 - Dec 24
Total with taxes and fees
9.6/10 Exceptional! (214 reviews)
The cabin was absolutely amazing. We will be coming back.

Reviewed on Dec 11, 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
$144 nightly
The price is $158 total per night from Jan 4 to Jan 5
$158 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Clean rooms and polite workers. Try to stay there every time we go to Vermont.

Reviewed on Dec 15, 2025

Comfort Inn Rutland - Killington
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
19 Skyline Drive Bolton Landing NY
$1,232 nightly
The price is $1,368 total per night from Jan 6 to Jan 7
$1,368 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
9.8/10 Exceptional! (15 reviews)
Amazing stay!!
This was more than just another place to stay, it was a great experience. We stayed in the cottage and it was better than described. It was a perfect place to spend time relaxing. The view from the terrace is breathtaking. The beds are comfortable. The kitchen provided everything we needed. The entire ...

Reviewed on Jul 27, 2025

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
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

Things to do near Benson

Benson, Vermont, is perfect for outdoor enthusiasts and those seeking a romantic getaway. Visitors can enjoy a variety of activities, including skiing and exploring scenic recreational areas. The town offers beautiful picnic spots for a leisurely day outdoors, as well as opportunities for beach vacations nearby. Whether you're crafting a vacation itinerary or searching for the best activities, Benson provides a charming backdrop for a memorable trip.

Shopping

Benson offers a charming shopping experience at Bulwagga Books & Gallery, perfect for unique gifts. If you're up for a drive, visit Diamond Run Mall for a variety of stores, or head to the Outlets at Lake George for even more shopping options.

Recreation

At Prospect Bay Country Club, enjoy a round of golf surrounded by serene landscapes, just a short drive from Benson. Neshobe Golf Club offers a similar outdoor experience for golf enthusiasts. For a touch of entertainment, head to Brandon Music for live concerts that uplift the spirit.

Adventure

Experience exhilarating fun at the Adirondack Extreme Adventure Course, a thrilling zipline and ropes course located 20 miles from Benson. For family-friendly excitement, visit the Green Mountain Rock Climbing Center, an arcade and adventure zone 19 miles away. Enjoy camping and outdoor vibes at Little Gourd Island, situated 17 miles from Benson.

Nightlife

Benson, Vermont, offers a cozy nightlife with local taverns and charming pubs. Enjoy live music at venues like the Benson Village Pub, where friendly locals gather. For a more relaxed evening, unwind at a lakeside bar, savoring craft beers and regional wines while soaking in the scenic views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Benson

Benson, Vermont, is a charming destination perfect for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore scenic lakes, historic forts, and nearby state parks that offer eco-friendly experiences. Ideal for those who appreciate nature, Benson invites travelers to enjoy its picturesque landscapes while also considering optional beach vacation experiences for added convenience.

  • Fort Ticonderoga: Immerse yourself in history at Fort Ticonderoga, a pivotal site in the American Revolutionary War located 10 miles from Benson. Explore its well-preserved fortifications, engaging exhibits, and reenactments that bring the past to life, offering a unique cultural experience.
  • Lake Bomoseen: A serene retreat 6 miles away, Lake Bomoseen boasts beautiful beaches and stunning scenery. Enjoy outdoor activities like swimming, kayaking, or simply relaxing by the water, making it a perfect romantic getaway for couples.
  • Bomoseen State Park: Located 4 miles from Benson, Bomoseen State Park offers adventure amidst nature. Hike scenic trails, enjoy picnicking, and take part in various outdoor activities while soaking in the breathtaking landscapes.

Best time to go to Benson

The best time to visit Benson can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Benson falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Benson falls in January, visitor numbers are average and weather is mostly with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.1°F (-6.6°C)Light RainMostlyAverageAverage
February22.3°F (-5.4°C)Light RainMostlyLowAverage
March30.6°F (-0.8°C)Light RainMostlyHighSlightly Low
April43.0°F (6.1°C)Light RainMostlyHighSlightly Low
May56.1°F (13.4°C)Light RainMostly SunnyHighAverage
June63.5°F (17.5°C)Light RainMostly SunnyAverageAverage
July69.6°F (20.9°C)Light RainMostly SunnyAverageSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyAverageSlightly High
September60.6°F (15.9°C)Light RainMostly SunnyAverageSlightly High
October48.9°F (9.4°C)Light RainMostlyAverageAverage
November36.5°F (2.5°C)Light RainMostly SunnyLowSlightly Low
December27.1°F (-2.7°C)Light RainMostlyLowAverage

Tips to save on your trip to Benson

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically March to April and November) for more affordable package holidays to Benson.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Benson Essential Information

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

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Frequently asked questions

How much does a Benson vacation package cost?
You'll find cheap prices from $638 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.

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