Rupert Holidays from AU$1,121
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Your Rupert Holiday
Our holiday packages to Rupert allow you to create your own adventure. Tailor your getaway to your needs and interests and make the most of your time in this fantastic city. Every good trip to Rupert should include some sightseeing. Where to check out first? Dorset Playhouse and Merck Forest Farmland Centre are leading attractions. Your Rupert holiday is a few clicks away. Explore hotels, airfares and more on Expedia for a getaway that's tailored just for you.
The Latest Rupert Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Upper Pass Lodge at Magic Mountain
Price was AU$1,205, price is now AU$1,121 per person
AU$1,121
per person
11 Oct - 13 Oct
found 13 hours ago
Return direct flight included
Los Angeles (LAX) to Rutland (RUT)
8.4/10 Very Good! (655 reviews)
room was clean, a/c worked well. had dinner there at The Red Slate Restaurant - waited over an hour for 2 hot sandwiches. would not recommend eating there.
Reviewed on 30 Aug. 2025
Deerfield Valley Inn
Price was AU$2,083, price is now AU$1,730 per person
AU$1,730
per person
11 Oct - 13 Oct
found 13 hours ago
Return direct flight included
Los Angeles (LAX) 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 30 Aug. 2025
Mountaineer Inn
Price was AU$1,243, price is now AU$1,129 per person
AU$1,129
per person
11 Oct - 13 Oct
found 13 hours ago
Return direct flight included
Los Angeles (LAX) 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 23 Aug. 2025
North Star Lodge and Resort
Price was AU$1,580, price is now AU$1,439 per person
AU$1,439
per person
11 Oct - 13 Oct
found 13 hours ago
Return direct flight included
Los Angeles (LAX) 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 26 Aug. 2025
Rupert Holiday
Rupert Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rutland Southern Vermont Regional Airport (RUT) |
Population | 700 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Dorset Playhouse, Emerald Lake State Park and Lye Brook Falls |
Our pick of the best 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 AU$263 per night from 2 Sept to 3 Sept
AU$263
2 Sept - 3 Sept
includes taxes & fees
Kimpton Taconic Hotel by IHG
3835 Main St., Manchester, VT
Fully refundable
The price is AU$367 per night from 7 Sept to 8 Sept
AU$367
7 Sept - 8 Sept
includes taxes & fees
Hampton Inn and Suites Manchester
4519 Main St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
The price is AU$227 per night from 7 Sept to 8 Sept
AU$227
7 Sept - 8 Sept
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.
Discover the most popular places to visit in Rupert
Merck Forest Farmland Center
Enjoy the mountain views and explore Merck Forest Farmland Center, a lovely green space in Rupert. Discover the spas in this quaint area or seek out its hiking trails.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.