Deals on vacations and trips to Rupert

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Price found within the past 48 hours. Click for updated prices.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,044, price is now $825 per person
$825
per person
Nov 11 - Nov 17
found 20 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
A private beach and a restaurant are featured at this smoke-free lodge. Enjoy the seasonal outdoor pool and perks like free self parking. There's a bar/lounge on site, and a terrace and barbecue grills are also provided.
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
Price was $1,063, price is now $833 per person
$833
per person
Nov 11 - Nov 17
found 20 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,649, price is now $1,292 per person
$1,292
per person
Nov 11 - Nov 17
found 20 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $1,084, price is now $905 per person
$905
per person
Nov 11 - Nov 17
found 20 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $1,018, price is now $874 per person
$874
per person
Nov 11 - Nov 17
found 20 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and conveniences like express check-out and laundry facilities.

Top Rupert hotels deals

Aspen At Manchester

Aspen At Manchester

2.5 out of 5
5669 Main Street Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $160 total per night
$160 total
Oct 25 - Oct 26
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace are also on offer.
Pool
Pet friendly
The Manchester View

The Manchester View

2.5 out of 5
77 High Meadow Way & VT-7A Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $134 total per night
$134 total
Oct 27 - Oct 28
Total with taxes and fees
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Pool
Breakfast included
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

4.5 out of 5
3567 Main Street Manchester VT
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $224 total per night
$224 total
Oct 27 - Oct 28
Total with taxes and fees
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Pool
Hot Tub
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $170 total per night
$170 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
$291 nightly
The price is $320 total per night
$320 total
Oct 29 - Oct 30
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Pet friendly
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
Free Cancellation
$125 nightly
The price is $137 total per night
$137 total
Oct 19 - Oct 20
Total with taxes and fees
This smoke-free hotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and free newspapers.
Pool
Hot Tub
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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.

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.
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Frequently asked questions

How much are vacation packages to Rupert?
Adventure calls in Rupert, with Travelocity vacation packages starting as low as $825. Providing both hotels and flights, these incredible deals are a simple way to see every corner of the globe.
How long should my Rupert vacation be?
There's no hard and fast rule when it comes to how long you should spend in Rupert, but most people stay around 3 nights. Got some leeway with your travel dates? Extend your vacation by a few extra nights. Then you'll have sufficient time to check out the nearby areas too.
Where can I get the best vacation package deals for Rupert?
No matter how you like to travel, Travelocity can help you snap up an unbeatable Rupert package deal. The only thing you have to do is pick and choose between our 400 airlines and 1,000,000 properties worldwide.
Why should I purchase my Rupert vacation bundle via Travelocity?
Fantastic savings, an abundance of exciting destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.
Can I save on my Rupert car rental if I bundle it with my hotel or flight?
You most certainly can — combine your car, hotel and flight into a Rupert vacation package and you'll save a handsome sum. With so much to see and do in Rupert, that set of wheels will make exploring a joy. Once you've settled into the driver's seat, put the stereo on and head toward Harvard Square, an unmissable attraction approximately 120 mi from Rupert.
Which airport is best for Rupert?
Albany Intl. Airport (ALB) is one of the most popular airports in Rupert. It's located 45 mi southwest of the buzzing city center. Other options available to you are Lebanon Municipal Airport (LEB) (50 mi away from central Rupert) and Rutland Southern Vermont Regional Airport (RUT) (25 mi away from central Rupert).
What is there to do in Rupert?
Merck Forest Farmland Center is just one of the outstanding sights that make Rupert such a tourist hot spot. But allow some extra time to discover the city's lesser-known attractions too. This is sometimes where the best memories are made.
Where should I stay when visiting Rupert?
The Family Farmhouse Retreat is the first choice of many visitors. Book now to avoid missing out.

Photos of local treasures

Browse Rupert vacation photos for more inspiration

A rural landscape with a barn on a hill, surrounded by autumn-colored trees.

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