Deals on vacations and trips to Benson

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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 $630, price is now $520 per person
$520
per person
Nov 3 - Nov 7
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Sweet Life in Pittsfield

Sweet Life in Pittsfield

2 out of 5
Price was $1,353, price is now $1,286 per person
$1,286
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A full-service spa is also provided.
Beechwood Home in Mendon

Beechwood Home in Mendon

2 out of 5
Price was $1,461, price is now $1,399 per person
$1,399
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $690, price is now $670 per person
$670
per person
Oct 27 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and conveniences like express check-out and laundry facilities.

Top Benson hotels deals

Ultimate relaxing vacation

Ultimate relaxing vacation

$160 nightly
The price is $179 total per night
$179 total
Sep 29 - Sep 30
Total with taxes and fees
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
Reserve now, pay when you stay
$118 nightly
The price is $130 total per night
$130 total
Oct 21 - Oct 22
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
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
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $202 total per night
$202 total
Sep 29 - Sep 30
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
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
19 Skyline Drive, PO Box 269, Bolton Landing, NY
Get rates
This castle doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace is also provided.
Parking included
Free WiFi
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $114 total per night
$114 total
Oct 21 - Oct 22
Total with taxes and fees
A restaurant and an indoor pool are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the sauna and free perks like on-the-go breakfast and free self parking.
Pool
Breakfast included
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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.

Popular places to visit

Bomoseen State Park

You can take time to visit Bomoseen State Park during your travels to Fair Haven. Amble around the area's parks or visit its shops.

Bomoseen State Park

Half Moon State Park

4.5/5(4 reviews)

You can take time to visit Half Moon State Park during your travels to Hubbardton. Wander the parks or discover the area's mountain views.

Half Moon State Park

Perch Pond

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

Perch Pond

Frequently asked questions

How much are vacation packages to Benson?
With vacation packages on offer for only $520, 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

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