Rutland Vacation Packages
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Your Rutland Vacation
Pick a Rutland vacation package and focus on what counts — having fun. This means no more planning headaches, just lots more time to immerse yourself in the delights of this interesting city, such as its laid-back lifestyle and spectacular views. A trip to Rutland is a great opportunity to take in the sights. Be sure to stop by big-name attractions such as Paramount Theater, Vermont State Fairgrounds and Rutland Country Club. Don't put off your visit to this destination any longer. Your ultimate Rutland vacation is only a few clicks away with Expedia.
Top Rutland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pointe at Castle Hill Resort
Price was CA $1,316, price is now CA $1,247 per person
CA $1,247
per person
Jun 24 - Jun 28
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.8/10 Excellent! (1,002 reviews)
Hotel is not near any resturants and it had no on-premisis restaurant for breakfast.
Reviewed on May 17, 2026
Golden Stage Inn B&B
Price was CA $1,760, price is now CA $1,571 per person
CA $1,571
per person
Jun 24 - Jun 28
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
10/10 Exceptional! (44 reviews)
We stayed for the weekend and went skiing at Okemo. It was a 10 min drive away. The staff was very accommodating, welcoming and friendly. The food provided was delicious. We will definitely be back!
Reviewed on Mar 8, 2026
Castle Hill Resort And Spa
Price was CA $1,733, price is now CA $1,630 per person
CA $1,630
per person
Jun 24 - Jun 28
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9/10 Wonderful! (118 reviews)
This was our second time staying here and it never disappoints! I booked this trip during our kids' spring break for a quick getaway and to use the amazing heated outdoor pool. It's a great location convenient to all the amazing sites Vermont has to offer. Would love to go back again in the fall!
Reviewed on Apr 19, 2026
The Upper Pass Lodge at Magic Mountain
Price was CA $1,615, price is now CA $1,529 per person
CA $1,529
per person
Jun 24 - Jun 28
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.2/10 Very Good! (700 reviews)
Charming rustic inn. Staff were delightful and food was great.
Reviewed on Apr 3, 2026
Rutland Hotel Deals
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from May 27 to May 28
CA $170
CA $188 total
May 27 - May 28
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"bosy cream and mouthwash would be nice..there used to be lemon water in the lobby. ty"
Reviewed on May 18, 2026
Hampton Inn Rutland
47 Farrell Rd Rutland VT
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jun 7 to Jun 8
CA $197
CA $217 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Great hotel clean and very few people we had the pool to ourselves."
Reviewed on May 18, 2026
Days Inn by Wyndham Rutland/Killington Area
401 US-7 Rutland VT
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from May 25 to May 26
CA $178
CA $196 total
May 25 - May 26
includes taxes & fees
6.6/10 (1,015 reviews)
"Everything was good, plenty of parking .the room was clean and the heater worked great.staff staff was very helpful."
Reviewed on May 20, 2026
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.
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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.
