Benson Vacations from $798
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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
- Days Inn by Wyndham Rutland/Killington Area
Dec 25 - Dec 31Days Inn by Wyndham Rutland/Killington Area + Flight
Rutland6 nights2.5 star property7.0/10 - Good (1,001 reviews)Roundtrip • Boston (BOS) - Rutland (RUT)BOS - RUT • Nonstop RUT - BOS • Nonstop$1,017$798found 7 hours agoper traveler - The Suites at Killington Center
Dec 25 - Dec 31The Suites at Killington Center + Flight
Killington6 nights3.5 star propertyRoundtrip • Boston (BOS) - Rutland (RUT)BOS - RUT • Nonstop RUT - BOS • Nonstop$3,576$2,620found 7 hours agoper traveler - Mountain Green Resort
Jan 14 - Jan 17Mountain Green Resort + Flight
Killington3 nights4.0 star property4.0/10 - (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 January 28, 2026Roundtrip • Greenville (GSP) - Rutland (RUT)GSP - ALB • 1 stop ALB - GSP • 1 stop$2,299$1,714found 20 hours agoper traveler - Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Dec 25 - Dec 31Holiday Inn Club Vacations Mount Ascutney Resort by IHG + Flight
Brownsville6 nights3.0 star property9.0/10 - Wonderful (898 reviews)Roundtrip • Boston (BOS) - Rutland (RUT)BOS - LEB • Nonstop LEB - BOS • Nonstop$1,205$922found 1 day agoper traveler - Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Dec 22 - Dec 28Ski in & out Spruce Glen Townhomes on Great Eastern Trail + Flight
Killington6 nights3.0 star property9.0/10 - Wonderful (70 reviews)"It is a wonderful place to stay at any time for coming foliage or ski. The location is excellent, quiet and very clean inside. We felt like at home, We will stay again when we visit woodstook area next time."Reviewed October 15, 2026Roundtrip • Dallas (DFW) - Rutland (RUT)DFW - RUT • 1 stop RUT - DFW • 1 stop$3,809$3,071found 1 day agoper traveler
Discover the most popular places to visit in Benson
Benson Hotel Deals
"Lovely staff, great views"
Best Western Plus Ticonderoga Inn & Suites
Best Western Plus Ticonderoga Inn & Suites
Silver Bay YMCA Inn and Conference Center
Silver Bay YMCA Inn and Conference Center
Find out more about Benson
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.
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.
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.
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.