Deals on vacations and trips to Rutland

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Rutland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $637, price is now $549 per person
$549
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Rutland (RUT)
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A lobby fireplace, a communal living room, and luggage storage are also on offer.
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $1,356, price is now $1,133 per person
$1,133
per person
Nov 20 - Nov 23
found 10 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
An outdoor pool is featured at this apartment, along with a virtual front desk. Take advantage of the free self parking.
Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $1,088, price is now $922 per person
$922
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $1,156, price is now $1,014 per person
$1,014
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A grocery/convenience store, a computer station, and laundry facilities are also on offer.
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $1,229, price is now $1,079 per person
$1,079
per person
Oct 29 - Nov 1
found 15 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. 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.

Top Rutland hotels deals

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Free Cancellation
$136 nightly
The price is $150 total per night
$150 total
Aug 30 - Aug 31
Total with taxes and fees
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 gym and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7 Rutland VT
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $130 total per night
$130 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features an indoor pool and a sauna. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Hampton Inn Rutland

Hampton Inn Rutland

2.5 out of 5
47 Farrell Rd Rutland VT
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $157 total per night
$157 total
Sep 6 - Sep 7
Total with taxes and fees
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. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place Rutland VT
Free Cancellation
Reserve now, pay when you stay
$178 nightly
The price is $196 total per night
$196 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features a 24-hour gym and an outdoor tennis court. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a terrace are also on offer.
Pool
Breakfast included
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$449 nightly
The price is $494 total per night
$494 total
Sep 7 - Sep 8
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.
Pool
Hot Tub
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
$146 nightly
The price is $161 total per night
$161 total
Aug 30 - Aug 31
Total with taxes and fees
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.

Stay near popular Rutland attractions

Paramount Theater

8.6/10 (46 reviews)
You can enjoy a show at Paramount Theater during your stay in Rutland. Discover the area's mountain views, or seek out its ski slopes.
See properties

Frequently asked questions

How much are vacation packages to Rutland?
With Travelocity vacation packages, you could paint the town red in Rutland from just $549. Flights, hotels and tours — we have everything you need. You'll save tons just by bundling together your bookings. And with everything taken care of before you even set off, you can sit back, relax and not worry about a thing.
How long should my Rutland vacation be?
If you need some guidance, most travelers spend roughly 2 nights in Rutland. But to uncover the true spirit of this place, stay a few extra days. You'll be able to cross off more attractions and really soak up the local vibe.
Where can I get the best vacation package deals for Rutland?
Travelocity will be able to help you get a terrific Rutland package deal. With more than 400 air carriers and 1,000,000 properties across the world, you're sure to be able to put together the perfect itinerary.
Why should I purchase my Rutland vacation package via Travelocity?
By booking your flights, hotel, activities and car rental all in the one place, you'll save big bucks as well as precious time. We offer a professional customer service support team available round-the-clock, and you'll know that you'll always score the best deal possible with our Price Match Guarantee. So, what are you waiting for? Book your dream getaway today and get packing!
Can I save on my Rutland car rental if I bundle it with a hotel or flight?
Bundling your car, hotel and flight into a Rutland vacation package is an easy way to land the best deal. Plus, having your own car rental gives you absolute freedom to find your way to all those big-name sights you're eager to check out. Situated 75 mi from Rutland, The Egg is one place that should be on your must-do list. Fasten your seat belt and make a day trip of it.
Which airport is best for Rutland?
It's most likely you'll be arriving at Burlington Intl. Airport (BTV), located 60 mi north of inner Rutland. Lebanon Municipal Airport (LEB) (35 mi away from central Rutland) and Rutland Southern Vermont Regional Airport (RUT) (6 mi away from central Rutland) are other choices.
What is there to do in Rutland?
While venturing off the beaten track can be rewarding, you shouldn't miss the popular sights that make a destination famous. Appalachian Trail Adventures and Diamond Run Mall are just two of them in Rutland.
Where should I stay when visiting Rutland?
If you're looking for someplace comfortable to lay your head, have a look at the Comfort Inn Trolley Square. It's the top choice for many travelers.

Photos of local treasures

Browse Rutland vacation photos for more inspiration

Autumn landscape with bright colorful orange and red trees and leaves along a winding country road. Banner format
A forest with autumn foliage and a distant view of a town.
A snow-covered town with a train yard and mountains in the background.
A large barn with a silo, surrounded by a snowy field and trees.
An old wooden barn with a steep roof, surrounded by a snowy landscape and a clear blue sky.

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