Deals on vacations and trips to Rutland County

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Search vacation packages deals in Rutland County's top destinations

Killington Ski Resort featuring snow and snow skiing as well as an individual male

Killington

Vacations
Killington

Rutland

Vacations
Rutland

Rutland County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Vermont Inn

The Vermont Inn

3 out of 5
per person
Jul 30 - Aug 3
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Rutland (RUT)
This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the sauna and perks like free self parking and free WiFi.
The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Jul 30 - Aug 3
found 2 hours ago
Roundtrip flight included
Chicago (CHI) 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 Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
per person
Jul 30 - Aug 3
found 2 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
per person
Jul 30 - Aug 3
found 2 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
per person
Jul 30 - Aug 3
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Springfield (VSF)
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. 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 Rutland County hotels deals

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
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This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
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This hotel features a 24-hour gym and a hot tub. There's a free ski shuttle, and ski passes and ski storage are available on site. WiFi in public areas is free.
Hot Tub
Pet friendly
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT
Free Cancellation
Reserve now, pay when you stay
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This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
Get rates
A restaurant and an indoor pool are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the sauna and free perks like on-the-go breakfast and free self parking.
Pool
Breakfast included
Cortina Inn

Cortina Inn

3 out of 5
476 Holiday Drive, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
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This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free internet in public areas. You'll appreciate the free area shuttle, lobby fireplace, and express check-out.
Free airport shuttle
Pet friendly
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
Get rates
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.
Pool
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.

Photos of local treasures

Browse Rutland County vacation photos for more inspiration

Killington featuring golf and fall colors
Photo provided by Killington Resort
Photo provided by Killington Resort
Photo provided by Killington Resort
Photo provided by Killington Resort
Photo provided by Killington Resort
Photo provided by Killington Resort
Killington featuring autumn leaves

Frequently asked questions

How much are vacation packages to Rutland County?
With vacation packages available for only $647, it's not necessary to wipe out your bank balance to visit Rutland County. Travelocity can help. Bundle hotels, flights and tours into a package and land some exciting discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Rutland County?
You'll find an amazing range of Rutland County package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 worldwide properties, piecing together your ideal getaway will be easy.
Why should I purchase my Rutland County vacation package with Travelocity?
Whether you're on the hunt for the ultimate unplugged escape or you crave the hustle and bustle of the big smoke, booking everything with Travelocity saves you time, money and hassle. No need to search through hundreds of different websites to find the best deal --- our Price Match Guarantee ensures you'll always score the lowest possible price, and our team of customer service experts are available 24/7.
Can I save money on my Rutland County car rental if I book it with my hotel or flight?
You sure can with our Rutland County vacation packages. With one of these, there are lots of ways to stretch your travel budget further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings start to grow. With your own set of wheels, all the attractions around Rutland County are a fun road trip away.
Which airport is best for Rutland County?
You'll find three main locations for people who are flying to and from Rutland County --- Burlington Intl. Airport (BTV), Lebanon Municipal Airport (LEB) and Rutland Southern Vermont Regional Airport (RUT).
What is there to do in Rutland County?
Rutland County is overflowing with fabulous photo-ops, however Killington Peak and Appalachian Trail Adventures are among the best of them.