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.
Mount Snow Grand Summit Resort
Price was CA $1,084, price is now CA $994 per person
CA $994
per person
May 6 - May 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.8/10 Excellent! (242 reviews)
Staff was great, location terrific, restaurant/bar very nice, room was really nice, kitchen well equipped
Reviewed on Jan 19, 2026
The Quechee Inn at Marshland Farm
Price was CA $1,126, price is now CA $1,032 per person
CA $1,032
per person
May 6 - May 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9/10 Wonderful! (1,000 reviews)
A taste of the old life. Wonderful experience during our stay. Very cool old venue. Very clean and comfortable room, with great public space. Staff were courteous and attentive to all of our needs. The restaurant is amazing. The bartender brings great life and vibrance to the experience. Wednesday night prix fixe option was well worth it (along with live music in the bar area that apparently has been going for 20 full years). Great combination of locals and people staying at the Inn at the restaurant/bar each night.
Reviewed on Feb 13, 2026
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 $147 per night from Feb 24 to Feb 25
CA $147
CA $234 total
Feb 24 - Feb 25
includes taxes & fees
7.2/10 Good! (595 reviews)
.
Reviewed on Feb 2, 2026
The Palmer House Resort, an Ascend Collection Hotel
5383 Main St Manchester Center VT
Fully refundable
The price is CA $141 per night from Mar 10 to Mar 11
CA $141
CA $178 total
Mar 10 - Mar 11
includes taxes & fees
8.2/10 Very Good! (891 reviews)
The people were great! The room was quite large and comfortable. It was relatively quiet! Very clean! Nice stay! Again thanks o the staff for making it a nice stay.
Reviewed on Feb 8, 2026
The Manchester View
77 High Meadow Way & VT-7A Manchester Center VT
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (809 reviews)
Everything was perfect 👌
Reviewed on Feb 10, 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.
