Rupert Holidays

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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.

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

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
The price is AU$421 per night from 11 Aug to 12 Aug
AU$421
11 Aug - 12 Aug
includes taxes & fees
9.4/10 Exceptional! (856 reviews)
"The staff are exceptionally helpful, welcoming, and accommodating. The entire grounds has a resort like feel with beautiful flowers everywhere. The pool is a wonderful amenity. Everything is well maintained and clean. I’ve come back multiple times and I anticipate coming back again. I don’t have ..."

Reviewed on 21 July 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 AU$242 per night from 23 July to 24 July
AU$242
23 July - 24 July
includes taxes & fees
8.2/10 Very good! (970 reviews)
"Was not what we expected from $250/night even thought we were just there to shower and sleep. Breakfast was out of bagels and toast. Cuppucino tasted just like brown water ."

Reviewed on 21 July 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 AU$244 per night from 18 Aug to 19 Aug
AU$244
18 Aug - 19 Aug
includes taxes & fees
Hampton Inn and Suites Manchester
See all 1,185 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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 holiday package cost?
You'll find cheap prices on Expedia for your Rupert getaway. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Rupert costs.
What are the cheapest months to go to Rupert?
If you're hoping to snag a cheap Rupert holiday package, consider visiting in January, February and March. You'll typically find lower rates on flights and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Rupert?
With a well-organised itinerary, you can easily hit the most popular Rupert attractions in a handful of days. But if you'd like to discover hidden gems or go on day trips, think about booking your Rupert holiday 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 select some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Rupert package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Rupert escape underway.
Is it cheaper to book a Rupert holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customised Rupert holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Rupert?
If you're considering a spur-of-the-moment Rupert holiday, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Rupert?

  1. Pick your travel dates: What you'd like to do in Rupert and your favourite season can help you decide when to get away.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to set aside for your trip to Rupert. Then, select a property that fits your budget, whether that's a wallet-friendly stay or a lavish retreat.
  3. Work out your trip length: Consider how much time you want to spend discovering Rupert. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customised Rupert holiday package.

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