Rutland Vacation Packages 2026 from $459

Rutland flight + hotel vacation packages

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

Castle Hill Resort And Spa

$459

per person

Oct 18 - Oct 20

found 16 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Rutland (RUT)

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Enjoy the indoor pool and perks like free self parking and free WiFi. You'll appreciate the gym, bar/lounge, and concierge services.

Pointe at Castle Hill Resort

$699

per person

Oct 19 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

San Antonio (SAT) to Rutland (RUT)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Brandon Inn

$640

per person

Oct 19 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

San Antonio (SAT) to Rutland (RUT)

This hotel features an outdoor pool and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.

Emrose Luxury Cabins

$819

per person

Oct 19 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

San Antonio (SAT) to Rutland (RUT)

This hotel's 8 hot tubs and 24-hour gym are among the featured amenities. Families will appreciate the arcade/game room and picnic area. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.

My Place Hotel-Randolph VT

$893

per person

Oct 24 - Oct 26

found 22 hours ago

Roundtrip flight included

Orange County (SNA) 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.

Top Rutland hotels deals

Comfort Inn Rutland - Killington

19 Allen St Rutland VT

Free Cancellation

$136 nightly

$149 total

Sep 20 - Sep 21

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

401 US-7 Rutland VT

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$139 total

Sep 17 - Sep 18

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

47 Farrell Rd Rutland VT

$203 nightly

$223 total

Sep 17 - Sep 18

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

5 Best Western Place Rutland VT

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$219 total

Sep 16 - Sep 17

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

The Mountain Inn at Killington

47 Old Mill Rd Killington VT

$167 nightly

$184 total

Sep 16 - Sep 17

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

Woodstock Inn & Resort

Fourteen The Green Woodstock VT

$739 nightly

$813 total

Sep 20 - Sep 21

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

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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.

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Frequently asked questions

How much are vacation packages to Rutland?

With Travelocity vacation packages, you could paint the town red in Rutland from just $459. 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.