Deals on vacations and trips to Rupert

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Price found within the past 48 hours. Click for updated prices.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $638, price is now $539 per person
$539
per person
Aug 1 - Aug 4
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Springfield (VSF)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Save 100% on your flight
Price was $1,458, price is now $1,088 per person
$1,088
per person
Jul 15 - Jul 22
found 17 hours ago
Roundtrip non-stop flight included
Rochester (ROC) 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.
Chateau Rooms

Chateau Rooms

4.5 out of 5
Save 100% on your flight
Price was $3,093, price is now $2,539 per person
$2,539
per person
Jul 15 - Jul 22
found 17 hours ago
Roundtrip non-stop flight included
Rochester (ROC) to Rutland (RUT)
This smoke-free guesthouse features a full-service spa and a restaurant. A convenience store and wedding services are also provided.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $627, price is now $544 per person
$544
per person
Aug 1 - Aug 4
found 21 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $671, price is now $583 per person
$583
per person
Aug 1 - Aug 4
found 21 hours ago
Roundtrip flight included
Orlando (MCO) 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.

Top Rupert hotels deals

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
$157 nightly
The price is $173 total per night
$173 total
May 19 - May 20
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
$119 nightly
The price is $130 total per night
$130 total
May 17 - May 18
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
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $163 total per night
$163 total
May 24 - May 25
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
$75 nightly
The price is $83 total per night
$83 total
May 17 - May 18
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.
The Inn at Manchester

The Inn at Manchester

3.5 out of 5
3967 Route 7A Manchester VT
$155 nightly
The price is $171 total per night
$171 total
May 18 - May 19
Total with taxes and fees
This bed & breakfast features a seasonal outdoor pool and a bar/lounge. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
5669 Main Street Manchester Center VT
$127 nightly
The price is $139 total per night
$139 total
May 14 - May 15
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.
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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.

Popular places to visit

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.

Merck Forest Farmland Center

R. K. Kittay Public Library

After visiting R. K. Kittay Public Library, make a plan to see the other sights and activities in Rupert. Wander the parks or discover the area's countryside.

R. K. Kittay Public Library

Frequently asked questions

How much are vacation packages to Rupert?
Adventure calls in Rupert, with Travelocity vacation packages starting as low as $539. 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

Vermont Foliage

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