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
Deerfield Valley Inn
Killington Mountain Lodge, Tapestry Collection by Hilton
The Vermont Inn
North Star Lodge and Resort

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Rupert Hotel Deals

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
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

The Equinox Golf Resort & Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
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
Kimpton Taconic Hotel by IHG
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
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
Hampton Inn and Suites Manchester
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.