Benson Holidays

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Top hotels in Benson

Ultimate relaxing vacation

Ultimate relaxing vacation

Orwell VT
9.8/10 Exceptional! (238 reviews)
"Very good."

Reviewed on 10 Jul 2026

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Ultimate relaxing vacation
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
The price is €131 per night from 27 Jul to 28 Jul
€131
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (1,015 reviews)
"Very nice property and within walking distance of restaurants and shops. Their restaurant was quite good with reasonably priced options and drinks. We sat outside on the deck, which was great. Room was very nice and bed was comfortable. Could use extra sleeping pillows. The bathroom could be upgraded ..."

Reviewed on 12 Jul 2026

Middlebury Inn
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Fully refundable
The price is €118 per night from 20 Jul to 21 Jul
€118
20 Jul - 21 Jul
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"Staff was very friendly. The room was very clean and the breakfast was very nice overall always a very pleasant stay"

Reviewed on 9 Jul 2026

Comfort Inn Rutland - Killington
See all 799 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.

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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Frequently asked questions

How much does a Benson holiday package cost?
You'll find cheap prices 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 holiday to Benson costs.
What are the cheapest months to go to Benson?
Plan your trip for the off-peak season and you're likely to get cheap Benson holiday packages. Remember that public holidays and local festivals and events can have an impact on prices, so do your research before you go.
How many days is enough for Benson?
Typically, a handful of days is enough to explore the major attractions during your Benson holiday. However, if you'd like to have more time to chill out or go on day tours, think about extending your trip.
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 holiday package well in advance.
Is it cheaper to book a Benson holiday as a package?
Expedia holiday 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 holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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.
How to plan a trip to Benson?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Benson.
  2. Budget wisely: As well as the price of your hotel, you should factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected costs that could arise during your trip to Benson.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to get to in Benson. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your airfare and accommodation: After you've settled on your trip dates and duration, book the ideal Benson holiday package for you.

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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.