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.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $509, price is now $433 per person
$433
per person
Nov 12 - Nov 15
found 9 hours ago
Roundtrip flight included
Raleigh (RDU) to Rutland (RUT)
A private beach and a restaurant are featured at this smoke-free lodge. Enjoy the seasonal outdoor pool and perks like free self parking. There's a bar/lounge on site, and a terrace and barbecue grills are also provided.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,664, price is now $1,353 per person
$1,353
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Houston (HOU) to Rutland (RUT)
An outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. Concierge services, barbecue grills, and a virtual front desk are also on offer.
The Landgrove

The Landgrove

3.5 out of 5
Price was $621, price is now $518 per person
$518
per person
Nov 12 - Nov 15
found 9 hours ago
Roundtrip flight included
Raleigh (RDU) 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.
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $740, price is now $655 per person
$655
per person
Nov 12 - Nov 15
found 9 hours ago
Roundtrip flight included
Raleigh (RDU) to Rutland (RUT)
This smoke-free guesthouse features a full-service spa and a restaurant. A convenience store and wedding services are also provided.
Summit Lodge

Summit Lodge

3 out of 5
Price was $1,099, price is now $979 per person
$979
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Houston (HOU) to Rutland (RUT)
This smoke-free hotel features 2 outdoor pools, a hot tub, and a restaurant. Enjoy the seasonal outdoor pool and free perks like full breakfast and free self parking. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Top Benson hotels deals

Ultimate relaxing vacation

Ultimate relaxing vacation

Orwell VT
Get rates
This cabin features barbecue grills.
Kitchen
Outdoor Space
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Free Cancellation
$123 nightly
The price is $136 total per night
$136 total
Nov 1 - Nov 2
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
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $144 total per night
$144 total
Nov 1 - Nov 2
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
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
1246 Franklin Street Brandon VT
$192 nightly
The price is $210 total per night
$210 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel's 8 hot tubs and 24-hour gym are among the featured amenities. Families will appreciate the arcade/game room and picnic area. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Pool
Hot Tub
Trout House Village Resort

Trout House Village Resort

3 out of 5
9117 Lake Shore Dr Hague NY
$153 nightly
The price is $170 total per night
$170 total
Oct 20 - Oct 21
Total with taxes and fees
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and laundry facilities are also on offer.
Parking included
Free WiFi
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street Brandon VT
$118 nightly
The price is $130 total per night
$130 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an outdoor pool and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.
Pool
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

Perch Pond

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

Frequently asked questions

How much are vacation packages to Benson?
With vacation packages on offer for only $433, 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