Deals on vacations and trips to Rupert

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Rupert flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Deerfield Valley Inn

Deerfield Valley Inn

2 out of 5
Price was $830, price is now $723 per person
$723
per person
Oct 15 - Oct 18
found 19 hours ago
Roundtrip flight included
Minneapolis (MSP) to Springfield (VSF)
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. A free bus station shuttle is offered as well. A 24-hour business center, a garden, and a lobby fireplace are also on offer.
Inn At Mount Snow

Inn At Mount Snow

2 out of 5
Price was $1,747, price is now $1,416 per person
$1,416
per person
Oct 15 - Oct 18
found 19 hours ago
Roundtrip flight included
Minneapolis (MSP) to Springfield (VSF)
This hotel features free WiFi in public areas, wedding services, and free self parking. Enjoy the free ski shuttle and onsite ski storage. Enjoy the free continental breakfast each morning.
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
Price was $965, price is now $837 per person
$837
per person
Sep 25 - Sep 29
found 19 hours ago
Roundtrip non-stop flight included
Asheville (AVL) to Rutland (RUT)
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and a picnic area are also provided.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $960, price is now $838 per person
$838
per person
Sep 25 - Sep 28
found 23 hours ago
Roundtrip non-stop flight included
Asheville (AVL) to Rutland (RUT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.
Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $904, price is now $799 per person
$799
per person
Oct 15 - Oct 18
found 19 hours ago
Roundtrip flight included
Minneapolis (MSP) to Rutland (RUT)
This hotel features free WiFi in public areas, concierge services, and free self parking. Free continental breakfast is served. A garden, a lobby fireplace, and a library are also on offer.

Top Rupert hotels deals

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
$250 nightly
The price is $275 total per night
$275 total
Sep 9 - Sep 10
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 Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Free Cancellation
Reserve now, pay when you stay
$198 nightly
The price is $217 total per night
$217 total
Aug 24 - Aug 25
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
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
$133 nightly
The price is $146 total per night
$146 total
Sep 2 - Sep 3
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
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
$155 nightly
The price is $170 total per night
$170 total
Aug 23 - Aug 24
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
Brittany Motel

Brittany Motel

2 out of 5
1056 Main Street/Historic Route 7A Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $100 total per night
$100 total
Aug 24 - Aug 25
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a snack bar/deli, and a library are also on offer.
Pet friendly
Parking included
Bromley View Inn

Bromley View Inn

3.5 out of 5
522 VT Route 30 Bondville VT
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $93 total per night
$93 total
Aug 16 - Aug 17
Total with taxes and fees
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a lobby fireplace, and express check-out are also on offer.
Breakfast included
Pet friendly
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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 $723. 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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