Rupert Vacation Packages
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Your Rupert Vacation
Our Rupert vacation packages offer endless opportunities to indulge in new sights, sounds and experiences. And with all of the travel arrangements taken care of, you can chill out and enjoy your city adventure without a care in the world. If seeing the sights is a priority during your trip to Rupert, make sure you check out well-known attractions like Dorset Playhouse and Merck Forest Farmland Center. A few quick clicks is all it takes to create a customized Rupert vacation on Expedia.
Top Rupert Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Mountaineer Inn
Price was CA $1,854, price is now CA $1,601 per person
CA $1,601
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip flight included
Grande Prairie (YQU) to Springfield (VSF)
8.8/10 Excellent! (501 reviews)
Easy in and out. All transactions with this property are handled online; there was no person-to-person interaction while on the site. The rooms and bathrooms were clean, and the beds were comfortable. We'd consider this again in the future.
Reviewed on Aug. 23, 2025
Deerfield Valley Inn
Price was CA $4,245, price is now CA $3,227 per person
CA $3,227
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip flight included
Grande Prairie (YQU) to Springfield (VSF)
9.6/10 Exceptional! (62 reviews)
Oz was a wonderful host. He was attentive and a delight to chat with. The room was very nice and we slept well. The shower is tiny, but this was not an inconvenience. We did have a bit of a problem with dining in the area. So many restaurants are closed on days during the week. We were told this is because right now there isn't enough business for them to be open because this area is really built around the skiing season. We enjoyed ourselves. Thanks, Oz!
Reviewed on Aug. 30, 2025
Killington Mountain Lodge, Tapestry Collection by Hilton
Price was CA $2,335, price is now CA $1,985 per person
CA $1,985
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip flight included
Grande Prairie (YQU) to Rutland (RUT)
7.4/10 Good! (1,000 reviews)
Very friendly staff! Jess the receptionist allowed us to check in at 10am rather than 4pm! The ladies working the bar and strabucks counter were super friendly and helpful. The property manager accommodated myself and kids even though the hot tub was out of service, jets didn’t work and it wasn’t hot, she brought us new towels and allowed us to stay in the pool.
Reviewed on Aug. 26, 2025
The Vermont Inn
Price was CA $2,194, price is now CA $1,871 per person
CA $1,871
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip flight included
Grande Prairie (YQU) to Rutland (RUT)
9.2/10 Wonderful! (407 reviews)
Was a wonderful little bed and breakfast. Will stay here again.
Reviewed on Jul. 23, 2025
North Star Lodge and Resort
Price was CA $2,068, price is now CA $1,810 per person
CA $1,810
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
8.6/10 Excellent! (1,006 reviews)
The Inn is located in the Green Mountains at Killington so at night you can open the windows and breathe the mountain air.
Reviewed on Aug. 26, 2025
Rupert Hotel Deals
The Equinox Golf Resort & Spa
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Sep 2 to Sep 3
CA $145
CA $233 total
Sep 2 - Sep 3
includes taxes & fees
7.2/10 Good! (520 reviews)
"Historical Landmark. The building is full of history. The service and amenities are wonderful especially considering the history of the building. Beautiful place to stay, relax, and unwind. Mountain views are spectacular. Restaurants are wonderful. Everything is convenient. Staff are friendly and ..."
Reviewed on Aug. 27, 2025
Kimpton Taconic Hotel by IHG
3835 Main St., Manchester, VT
Fully refundable
The price is CA $251 per night from Sep 7 to Sep 8
CA $251
CA $330 total
Sep 7 - Sep 8
includes taxes & fees
Hampton Inn and Suites Manchester
4519 Main St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Sep 7 to Sep 8
CA $186
CA $204 total
Sep 7 - Sep 8
includes taxes & fees
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.