Deals on vacations and trips to Benson

Save when you book Benson package deals

Choose two or more items and save on your trip:

Benson flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $862, price is now $713 per person
$713
per person
Sep 27 - Oct 2
found 5 hours ago
Roundtrip flight included
Philadelphia (PHL) to Rutland (RUT)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A grocery/convenience store, a computer station, and laundry facilities are also on offer.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,118, price is now $929 per person
$929
per person
Oct 2 - Oct 5
found 4 hours ago
Roundtrip flight included
Philadelphia (PHL) to Rutland (RUT)
This resort features a restaurant, an outdoor tennis court, and a bar/lounge. A business center, a lobby fireplace, and a picnic area are also on offer.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,096, price is now $953 per person
$953
per person
Oct 2 - Oct 5
found 4 hours ago
Roundtrip flight included
Philadelphia (PHL) to Rutland (RUT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.
The Landgrove

The Landgrove

3.5 out of 5
Price was $994, price is now $894 per person
$894
per person
Oct 2 - Oct 5
found 4 hours ago
Roundtrip flight included
Philadelphia (PHL) to Rutland (RUT)
This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. Families will appreciate the playground and onsite laundry facilities. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $1,103, price is now $1,016 per person
$1,016
per person
Oct 2 - Oct 5
found 4 hours ago
Roundtrip flight included
Philadelphia (PHL) to Rutland (RUT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.

Top Benson hotels deals

Ultimate relaxing vacation

Ultimate relaxing vacation

Orwell VT
Get rates
This cabin features barbecue grills.
Kitchen
Outdoor Space
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $186 total per night
$186 total
Aug 25 - Aug 26
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A business center, a terrace, and a lobby fireplace are also on offer.
Spa
Parking included
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Free Cancellation
$113 nightly
The price is $124 total per night
$124 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Waterfront Home on Lake George w/ Boat Dock!

Waterfront Home on Lake George w/ Boat Dock!

3 out of 5
Queensbury NY
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Parking included
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $167 total per night
$167 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and a snack bar/deli are also offered.
Parking included
Free WiFi
Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center

2 out of 5
87 Silver Bay Rd Silver Bay NY
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $221 total per night
$221 total
Sep 13 - Sep 14
Total with taxes and fees
A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A lobby fireplace, a library, and luggage storage are also on offer.
On private beach
Breakfast included
Don't see what you're looking for?
See all available properties in Benson
View all properties
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.
See properties

Frequently asked questions

How much are vacation packages to Benson?
With vacation packages on offer for only $713, it's not necessary to max out the credit card to travel to Benson. Travelocity is here to help. Bundle up experiences, flights and hotels into a convenient package and land some excellent discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Benson?
Your dream vacation can be booked through Travelocity. With access to 400 airlines and at least 1,000,000 hotels around the world, selecting the ultimate Benson package deal couldn't be easier.
Why should I purchase my Benson vacation package with Travelocity?
You'll not only save lots, but you'll also have access to our round-the-clock support, quality service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover hidden gems and make unforgettable memories — we'll take care of the important details.
Can I save on my Benson car rental if I combine it with hotels and flights?
With a Benson vacation package, you can bundle your car, hotel and flight bookings and save tons. If you're in the mood to discover the best of this awesome city, why not check out The Egg? This top sight is 75 mi from Benson. With a rental car, you'll be there soon enough.
Which airport is best for Benson?
Burlington Intl. Airport (BTV) is one of the most popular airports in Benson. It's roughly 55 mi north of the downtown area. Your other choices are Lebanon Municipal Airport (LEB) (50 mi away from central Benson) and Rutland Southern Vermont Regional Airport (RUT) (20 mi away from central Benson).
Where should I stay when visiting Benson?
The Ultimate relaxing vacation is popular with many visitors. Book as soon as possible to avoid missing out.

Photos of local treasures

Browse Benson vacation photos for more inspiration