Book Exclusive Benson Vacation Packages
Benson flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Lake Bomoseen Lodge
Price was CA $1,253, price is now CA $1,128 per person
CA $1,128
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
Book a stay at this beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.
The Mountain Top Inn & Resort
Price was CA $1,760, price is now CA $1,530 per person
CA $1,530
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
Book a stay at this beach resort in Chittenden. Enjoy an outdoor pool, a private beach, and breakfast (surcharge). Popular attractions Lefferts Pond and Proctor-Pittsford Country Club are located nearby.
Bentley House Bed and Breakfast
Price was CA $1,270, price is now CA $1,198 per person
CA $1,198
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
Book a stay at this golf B&B in Poultney. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Poultney Public Library and Slate Quarry Park are located nearby.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was CA $1,557, price is now CA $1,492 per person
CA $1,492
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I are located nearby.
The Landgrove
Price was CA $1,206, price is now CA $1,164 per person
CA $1,164
per person
Nov 6 - Nov 8
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
Book a stay at this family-friendly inn in Londonderry. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bromley Mountain Ski Resort and Hapgood Pond are located nearby.
Top Benson hotels deals
Ultimate relaxing vacation
Orwell VT
Stay at this cabin in Fair Haven. Enjoy patios and an in-room coffeemaker. Popular attractions Perch Pond and Doughty Pond are located nearby.
Kitchen
Outdoor space
Middlebury Inn
14 Court Square Middlebury VT
The price is CA $251 per night
CA $251
CA $276 total
Sep 30 - Oct 1
includes taxes & fees
Book a stay at this spa hotel in Middlebury. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Town Hall Theater and National Museum of the Morgan Horse are located nearby.
Emrose Luxury Cabins
1246 Franklin Street Brandon VT
The price is CA $229 per night
CA $229
CA $259 total
Sep 30 - Oct 1
includes taxes & fees
Book a stay at this family-friendly hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Stephen A Douglas Birthplace and Judith Reilly Gallery are located nearby.
Pool
Hot tub
Brandon Inn
20 Park Street Brandon VT
The price is CA $178 per night
CA $178
CA $195 total
Oct 22 - Oct 23
includes taxes & fees
Stay at this hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stephen A Douglas Birthplace and Judith Reilly Gallery are located nearby.
Pool
Breakfast included
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Free cancellation
The price is CA $158 per night
CA $158
CA $174 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vermont State Fairgrounds and Green Mountain Shopping Plaza are located nearby.
Super 8 by Wyndham Ticonderoga
1144 Wicker St Ticonderoga NY
Free cancellation
Reserve now, pay when you stay
The price is CA $120 per night
CA $120
CA $136 total
Oct 22 - Oct 23
includes taxes & fees
Stay at this motel in Ticonderoga. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Ticonderoga Historical Society and Ticonderoga Heritage Museum are located nearby.
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
Benson Vacations
A little planning can mean the difference between an average vacation and an outstanding one! Wander wisely in Benson by learning the essentials about it before you get there.
380 miles (612 kilometers) to the southwest of Benson is Washington, the nation's capital. Notable areas nearby include Rutland, 18 miles (29 kilometers) to the east.
This area of Central Vermont- Killington is home to nearly 300 people.
Places to visit in Benson
Spending time in nature is proven to enhance both your physical and spiritual well-being. Visit Halfmoon Pond State Park and feel the benefits of connecting with the natural environment. Need more options? Time spent amongst nature is proven to positively affect both your spiritual and physical well-being. Visit Half Moon State Park and experience the rewards of reconnecting with our natural environment. But there's more. If you've got cash to splash, The Book Shed is worth investigating. Riffle through the sales racks and see if you can find something that appeals to you.Where do you fly into for Benson?
Touching down at Rutland Southern Vermont Regional Airport (RUT)? Once you jump off the plane, central Benson is approximately 20 miles (32 kilometers) away. Wave down a cab and enjoy the drive — your vacation has just started!Frequently asked questions
Photos of local treasures
Browse Benson vacation photos for more inspiration
