Benson Vacations from $722

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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 Landgrove

$722

per person

Dec 17 - Dec 21

found 3 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Rutland (RUT)

8.6/10 Excellent! (7 reviews)

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

$1,055

per person

Dec 24 - Dec 29

found 13 hours ago

Roundtrip non-stop flight included

New York (JFK) to Rutland (RUT)

9/10 Wonderful! (884 reviews)

Ij kii it

Reviewed on Oct 16, 2026

Mountain Green Resort

Save 100% on your flight

$3,606

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Miami (MIA) to Rutland (RUT)

4/10 (2 reviews)

I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.

Reviewed on Jan 28, 2026

Chateau Rooms

$946

per person

Nov 26 - Nov 30

found 15 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Rutland (RUT)

9.2/10 Wonderful! (78 reviews)

Beautiful setting on Lake George. I chose The Chateau because I was going to a conference at Sagamore Resort. The Chateau is less expensive and a short 5 minute drive away. The room is lovely and the bed is very comfortable. The gas 'fireplace' was very cozy. I used the iron and ironing board. I appreciated the complimentary sparkling water. I wish the privacy blinds on the French doors were on the inside of the room because the balcony is shared with another room. (Another guest could potentially open the blinds and peer into this room.) The summer season was over in October during my stay. The staffing shortages meant I could not reach anybody by phone or website chat before my stay even though I left voicemail and my personal email. Everything worked out ok and I was able to 'check in' myself.

Reviewed on Oct 14, 2026

The Suites at Killington Center

$1,395

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Rutland (RUT)

No reviews

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Stay near popular Benson attractions

Sunset Lake

Commune with nature and explore the great outdoors at Sunset Lake during your travels in Benson.

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Perch Pond

Commune with nature and explore the great outdoors at Perch Pond during your travels in Benson.

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Strong Swamp

Commune with nature and explore the great outdoors at Strong Swamp during your travels in Benson.

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Doughty Pond

Commune with nature and explore the great outdoors at Doughty Pond during your travels in Benson.

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Benson Museum

You can spend time exploring the galleries in Benson Museum in Benson.

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Benson Public Library

After visiting Benson Public Library, make a plan to see the other sights and activities in Benson.

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Pond Woods Wildlife Management Area

Explore the great outdoors at Pond Woods Wildlife Management Area, a lovely green space in Benson.

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Benson Hotel Deals

Ultimate relaxing vacation

Orwell VT

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Comfort Inn Rutland - Killington

19 Allen St Rutland VT

Fully refundable

$118 nightly

$130 total

Oct 25 - Oct 26

Total with taxes and fees

8/10 Very Good! (1,002 reviews)

"It was the busiest time of the season and was a last minute opening, we got a room and the daytime front desk manager was awesome! I had a prior bad night and she was so kind. Thank you!"

Reviewed on Oct 16, 2026

Middlebury Inn

14 Court Square Middlebury VT

Fully refundableReserve now, pay when you stay

$154 nightly

$169 total

Nov 1 - Nov 2

Total with taxes and fees

9/10 Wonderful! (1,003 reviews)

"The location is a great launch point to see smaller towns nearby. Middlebury is a nice town, the inn is charming with friendly staff and a great restaurant. The only downside is the restaurant closes at 8:30 pm however, much of Vermont seems to close down between 5:00 pm and 8:30 pm."

Reviewed on Oct 16, 2026

See all 803 properties in Benson

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	20.1°F (-6.6°C)	Light Rain	Mostly Cloudy	Average	Average
February	22.3°F (-5.4°C)	Light Rain	Mostly Cloudy	Low	Average
March	30.6°F (-0.8°C)	Light Rain	Mostly Cloudy	High	Slightly Low
April	43.0°F (6.1°C)	Light Rain	Mostly Cloudy	High	Slightly Low
May	56.1°F (13.4°C)	Light Rain	Mostly Sunny	High	Average
June	63.5°F (17.5°C)	Light Rain	Mostly Sunny	Average	Average
July	69.6°F (20.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
August	67.8°F (19.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	60.6°F (15.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	48.9°F (9.4°C)	Light Rain	Mostly Cloudy	Average	Average
November	36.5°F (2.5°C)	Light Rain	Mostly Sunny	Low	Slightly Low
December	27.1°F (-2.7°C)	Light Rain	Mostly Cloudy	Low	Average

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

What are the top things to do in Benson?

Benson is an outdoor and nature destination, offering scenic views and various activities for your Benson vacation:Browse and book things to do in Benson on Expedia.

How can I save money on a Benson vacation package?

When you bundle, you can save up to 30%*. To save money on a Benson package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

Do you need to rent a car in Benson, or is public transport enough?

A rental car is generally recommended for a Benson vacation package. This allows you to easily explore the various outdoor attractions and scenic areas around Benson. While some hotels may offer shuttle services, having your own vehicle provides the most flexibility for day trips to places like Fort Ticonderoga or the many lakes such as Lake Bomoseen. For Benson vacation packages with flights, you'll likely arrive at Albany International Airport (ALB) or Burlington International Airport (BTV), and a rental car can be picked up directly from there. Many accommodations in this outdoor setting also provide on-site dining and activities, so you won't need a car for every daily need.

Can I change or cancel my Benson vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Benson vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Benson vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Benson vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Benson?

To find last-minute vacation packages to Benson, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Benson vacation packages?

Free cancellation on a Benson vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Benson vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Benson getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Benson vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.

Benson Vacations from $722

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Benson Vacation

The Latest Benson vacation packages

The Landgrove

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Mountain Green Resort

Chateau Rooms

The Suites at Killington Center

Stay near popular Benson attractions

Sunset Lake

Perch Pond

Strong Swamp

Doughty Pond

Benson Museum

Benson Public Library

Pond Woods Wildlife Management Area

Benson Hotel Deals

Ultimate relaxing vacation

Comfort Inn Rutland - Killington

Middlebury Inn

Find the Best Benson Vacation Packages

Things to do near Benson

Find the best attractions near Benson

Best time to go to Benson

Tips to save on your trip to Benson

Benson Essential Information

More vacations you might like

Frequently asked questions

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