Benson Vacations from $600

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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.
The Mountain Top Inn & Resort
Mountain Green Resort
The Suites at Killington Center
Mt Green 1-d09 in Killington
Mt Green 3-f04 in Killington
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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 Feb 9 to Feb 10
$179 total
Feb 9 - Feb 10
Total with taxes and fees
9.6/10 Exceptional! (218 reviews)
We had a great time!! I can't wait to go back in the summer!!

Reviewed on Jan 21, 2026

Ultimate relaxing vacation
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
$152 nightly
The price is $167 total per night from Feb 5 to Feb 6
$167 total
Feb 5 - Feb 6
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
Great staff, clean hotel very happy :)

Reviewed on Feb 2, 2026

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
$1,247 nightly
The price is $1,385 total per night from Mar 7 to Mar 8
$1,385 total
Mar 7 - Mar 8
Total with taxes and fees
9.8/10 Exceptional! (16 reviews)
We loved our visit here. John and Yvonne were wonderful. The space was clean, quiet, and truly magical. The views were second to none and the castle and other buildings are truly worth experiencing. We loved learning about the history of this place and we will certainly be back.

Reviewed on Jan 18, 2026

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, offers a delightful escape for outdoor enthusiasts and couples seeking romance. Visitors can enjoy recreational areas perfect for picnics and relaxation, as well as explore local shopping centers and malls. Whether you're planning a beach vacation or looking for the best activities and itineraries, Benson provides a charming backdrop for memorable experiences amidst its scenic beauty.

Shopping

Benson offers unique shopping at Bulwagga Books & Gallery, a charming store 12 miles away. If you're up for a drive, check out Diamond Run Mall, 19 miles away, for a lively shopping experience, or head to the Outlets at Lake George, located 31 miles away, for great deals and entertainment.

Recreation

At Prospect Bay Country Club, enjoy a day of golfing surrounded by lush landscapes, only 7 miles from Benson. For a unique experience, head to Brandon Music, 14 miles away, where you can indulge in live performances that blend relaxation and entertainment. Neshobe Golf Club, also 14 miles from Benson, offers another excellent golfing opportunity with scenic views.

Adventure

Experience thrilling ziplining at Adirondack Extreme Adventure Course, located 20 miles from Benson. Engage in family-friendly fun at the Green Mountain Rock Climbing Center, 19 miles away. For a serene outdoor escape, camp at Little Gourd Island, situated 17 miles from town.

Nightlife

Benson, Vermont, offers a quaint nightlife with cozy spots like The Benson Village Inn for relaxed dining and drinks. For a more lively atmosphere, check out local taverns where you can enjoy live music and friendly conversations with locals, making for an unforgettable evening.

*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 perfect for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore scenic lakes, historic forts, and nearby state parks, offering eco-friendly and adventurous experiences. With beachfront convenience and the charm of a Bahamas vacation in mind, Benson provides a delightful escape into nature and history for all types of travelers.

  • Fort Ticonderoga: Immerse yourself in history at Fort Ticonderoga, a meticulously restored 18th-century fort that offers a glimpse into America's past. Located 10 miles from Benson, visitors can explore historic reenactments, exhibits, and breathtaking views of Lake Champlain, making it a cultural treasure.
  • Lake Bomoseen: Enjoy a romantic escape at Lake Bomoseen, just 6 miles away. This picturesque lake features sandy beaches and stunning scenery, perfect for sunbathing, picnicking, or taking a leisurely stroll along the shore, offering a serene outdoor experience.
  • Bomoseen State Park: Adventure awaits at Bomoseen State Park, located 4 miles from Benson. With hiking trails, fishing spots, and vibrant wildlife, this national park is perfect for outdoor enthusiasts looking to explore nature's beauty and enjoy recreational activities.

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 cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.1°F (-6.6°C)Light RainMostly CloudyAverageAverage
February22.3°F (-5.4°C)Light RainMostly CloudyLowAverage
March30.6°F (-0.8°C)Light RainMostly CloudyHighSlightly Low
April43.0°F (6.1°C)Light RainMostly CloudyHighSlightly 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 RainMostly CloudyAverageAverage
November36.5°F (2.5°C)Light RainMostly SunnyLowSlightly Low
December27.1°F (-2.7°C)Light RainMostly CloudyLowAverage

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 $600 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.