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.
The Landgrove
Price was CA $1,210, price is now CA $1,099 per person
CA $1,099
per person
Aug 27 - Aug 30
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
10/10 Exceptional! (1 review)
Tammy, the assistant inn keeper and restaurant manager was fantastic. She was attentive to every need. The restaurant staff was phenomenal as well highly recommend, it’s a little hidden gem off the beaten path. I will definitely return. Had a fabulous time.
Reviewed on Jun 27, 2026
Emrose Luxury Cabins
Price was CA $1,407, price is now CA $1,313 per person
CA $1,313
per person
Aug 27 - Aug 30
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
9/10 Wonderful! (99 reviews)
The lock situation on the door to my cabin was concerning. The key was required to lock it from both the inside and the outside (presenting a hazard if I needed to escape quickly), and there was no deadbolt. There was another lock that had a keyhole on both the inside and outside, but my key did not work on it. As a single woman staying on the property entirely alone in the off season, I felt the need to barricade my door each night to ensure nobody could get in, since I couldn't deadbolt it.
Reviewed on Jun 18, 2026
The Mountain Inn at Killington
Price was CA $1,256, price is now CA $1,177 per person
CA $1,177
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
9.2/10 Wonderful! (1,002 reviews)
Staff were great. Very dog friendly. Rooms were spotless. Continental breakfast included. Only slight minus was the people/ kids ( elephants😎) above us running around at 11 pm. But even with that I would highly recommend this hotel.
Reviewed on Jul 5, 2026
Castle Hill Resort And Spa
Price was CA $1,737, price is now CA $1,631 per person
CA $1,631
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) 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
Rutland Hotel Deals
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundable
The price is CA $189 per night from Aug 2 to Aug 3
CA $189
CA $208 total
Aug 2 - Aug 3
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
"The staff are helpful. The building seems old. Some areas need maintenance. The breakfast is is nothing to rave about. Generally reasonable stay."
Reviewed on Jul 5, 2026
Hampton Inn Rutland
47 Farrell Rd Rutland VT
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Jul 12 to Jul 13
CA $185
CA $204 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Upon arrival, there were two males at the front desk, Mike was checking other guests in and the other just sat there (he never so much as greeted me). Mike was annoyed that I wanted to change my credit card for payment and then huffed “I only have rooms on the 3rd floor available.” After the less ..."
Reviewed on Jul 5, 2026
Best Western Inn & Suites Rutland-Killington
5 Best Western Place Rutland VT
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Jul 9 to Jul 10
CA $215
CA $236 total
Jul 9 - Jul 10
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"There were many tiny ants in the bathroom. The bathroom door did not shut properly. The carpet in the room was damp."
Reviewed on Jun 27, 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.
