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.

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Rupert Hotel Deals

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 $336 per night from Jul 27 to Jul 28
CA $336
CA $429 total
Jul 27 - Jul 28
includes taxes & fees
9.4/10 Exceptional! (854 reviews)
"The hotel was beautiful very tranquil. Lots to see and do. The staff were friendly and attentive to the guests. The food in the restaurant was amazing. The staff there were also friendly. It was so peaceful in the mountains and the hotel grounds were beautiful."

Reviewed on Jun 29, 2026

Kimpton Taconic Hotel by IHG
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Fully refundable
The price is CA $177 per night from Jul 23 to Jul 24
CA $177
CA $218 total
Jul 23 - Jul 24
includes taxes & fees
8.2/10 Very good! (964 reviews)
"They noticed i had a 13 year old daughter and 9 year old son in toe. The upgrade to a suíte was complimentary and close to the pool. Definitely suggest this place. Breakfast was good and everything is close. We really enjoyed our stay."

Reviewed on Jul 8, 2026

The Palmer House Resort, an Ascend Collection Hotel
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 $185 per night from Jul 26 to Jul 27
CA $185
CA $203 total
Jul 26 - Jul 27
includes taxes & fees
9.6/10 Exceptional! (1,007 reviews)
"I traveled with my family, including young children. We all had a nice, comfortable stay. The pool and hot tub were great, and we all enjoyed them. The room was clean and cozy. We will happily stay here again."

Reviewed on Jul 9, 2026

Hampton Inn and Suites Manchester
See all 1,196 properties in Rupert
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Family Vacations

Stay near popular Rupert attractions

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.
See properties

Frequently asked questions

How much does a Rupert vacation package cost?
You'll find cheap prices on Expedia for your Rupert getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Rupert costs.
What are the cheapest months to go to Rupert?
January, February and March are the best times to search for cheap Rupert vacation packages. Travelling in quieter months means you can usually find lower prices on hotels and flights.
How many days is enough for Rupert?
With a well-planned itinerary, you can easily hit the most popular Rupert attractions in a handful of days. But if you want to explore off the beaten track or go on day trips, think about booking your Rupert vacation for longer.
How to find the best Rupert package deals?
Start your search for a Rupert package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Rupert package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Rupert getaway off to a flying start.
Is it cheaper to book a Rupert vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can personalize your Rupert trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Rupert?
Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Rupert getaway.
How to plan a trip to Rupert?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Rupert.
  2. Set a budget: Consider costs such as food, flights and transportation when working out how much to save for your trip to Rupert. Then, pick a property that suits your budget, whether that's an economical option or a lavish getaway.
  3. Decide how long to go away for: Now that you're more familiar with Rupert, you can work out the right length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Rupert vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.