Deals on vacations and trips to Rupert

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The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $553, price is now $433 per person
$433
per person
Nov 22 - Nov 25
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Save 100% on your flight
Price was $771, price is now $556 per person
$556
per person
Dec 9 - Dec 16
found 2 hours ago
Roundtrip flight included
New York (JFK) to Springfield (VSF)
This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Save 100% on your flight
Price was $725, price is now $543 per person
$543
per person
Dec 9 - Dec 16
found 2 hours ago
Roundtrip flight included
New York (JFK) 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.
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
Save 100% on your flight
Price was $599, price is now $478 per person
$478
per person
Dec 9 - Dec 16
found 2 hours ago
Roundtrip flight included
New York (JFK) to Springfield (VSF)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Mountaineer Inn

Mountaineer Inn

2 out of 5
Price was $536, price is now $434 per person
$434
per person
Nov 7 - Nov 10
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Springfield (VSF)
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and express check-in are also on offer.

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
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $189 total per night
$189 total
Nov 2 - Nov 3
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
$135 nightly
The price is $149 total per night
$149 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
Free Cancellation
$202 nightly
The price is $222 total per night
$222 total
Nov 3 - Nov 4
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
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
$138 nightly
The price is $152 total per night
$152 total
Nov 2 - Nov 3
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 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
Reserve now, pay when you stay
$142 nightly
The price is $156 total per night
$156 total
Nov 2 - Nov 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
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road, Stratton, VT
$151 nightly
The price is $166 total per night
$166 total
Nov 3 - Nov 4
Total with taxes and fees
This smoke-free resort's 10 restaurants, 2 bars/lounges, and hot tub are some of the featured amenities. There's a free ski shuttle, and ski passes and ski storage are available on site. Families will appreciate the arcade/game room, kid-friendly dining, and supervised childcare.
Hot Tub
Breakfast included
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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 $433. 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