Rutland Holidays

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Top hotels in Rutland

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St Rutland VT
Fully refundable
S$190
20 Sept - 21 Sept
includes taxes & fees
Comfort Inn Rutland - Killington
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT
Fully refundableReserve now, pay when you stay
S$188
17 Sept - 18 Sept
includes taxes & fees
6.8/10 (1,003 reviews)
"It was exactly what I paid for. Somewhere just to spend the night. The bathroom sink, however, drained very very slowly. Probably needs to be unclogged from a myriad of traveler hair."

Reviewed on 14 Sept, 2026

Days Inn by Wyndham Rutland/Killington Area
Hampton Inn Rutland

Hampton Inn Rutland

47 Farrell Rd Rutland VT
S$302
17 Sept - 18 Sept
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"The place is really nice but it's the staff all of them that truly made the stay for us"

Reviewed on 14 Sept, 2026

Hampton Inn Rutland
See all 2,745 properties in Rutland
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)
This 1914 Victorian-style opera house features gold leaf details and a grand proscenium arch in an intimate setting. Experience live performances from concerts to theatre in this beautifully restored historic venue.
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Vermont State Fairgrounds

8.2/10 (39 reviews)
Home to one of America's oldest agricultural fairs since 1846, the Vermont State Fairgrounds showcases rural heritage. Visitors enjoy livestock exhibitions, carnival rides, and attractions during the mid-August fair.
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Pine Hill Park

8.4/10 (16 reviews)
This 325-acre outdoor haven features over 19 miles of single-track trails through Vermont's forests and meadows. Explore by mountain bike, foot, or snowshoes across terrain suited for all skill levels.
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Rutland Country Club

8.4/10 (15 reviews)
This historic golf course combines challenging play with scenic Vermont countryside views since 1902. Enjoy undulating fairways and fast greens, then unwind at Baxter's Restaurant overlooking the course.
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Green Mountain Shopping Plaza

You can browse for the perfect souvenirs at Green Mountain Shopping Plaza during your stay in Rutland. Make time for the shops and ski slopes in this family-friendly area.
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Bucklin Trailhead

9.0/10 (2 reviews)
The Bucklin Trailhead begins a challenging hike to Vermont's second-highest peak through lush forests. Autumn hikers enjoy spectacular fall foliage and sweeping views of three mountain ranges from the summit.
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Hathaway Farm

8.4/10 (7 reviews)
Navigate Hathaway Farm's 12-acre corn maze with interactive clue stations and smartphone challenges. After conquering the maze, meet friendly animals in the petting zoo or enjoy seasonal wagon rides to the pumpkin patch.
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Spartan Arena

This collegiate ice hockey hub hosts Vermont State University Castleton teams and community events. Enjoy public skating sessions or watch local tournaments in the arena's upgraded seating area.
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Frequently asked questions

How much does a Rutland holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Rutland costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Rutland?
May, June and November are great times to search for cheap Rutland holiday packages. Opting to travel in less busy months means you can generally find reduced prices on flights and hotels.
How many days is enough for Rutland?
The ideal duration of your Rutland holiday depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to tick off all the leading attractions and explore some hidden gems along the way.
Is it worth booking a holiday package to Rutland?
Rutland is a good holiday destination with attractions like Diamond Run Mall among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Rutland holiday promises a good time for everyone.
How to find the best Rutland package deals?
Start your search for a Rutland package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Rutland package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Rutland adventure underway.
Is it cheaper to book a Rutland holiday as a package?
You can enjoy significant savings on your next Rutland escape by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Rutland?
If you have your Rutland holiday dates confirmed, book as soon as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Rutland?
  1. Choose when to go: Check your schedule and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to escape to Rutland.
  2. Plan your budget wisely: In addition to the cost of your accommodation, you should factor in other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Rutland.
  3. Decide how long to go for: Now that you know more about Rutland, you can work out the perfect length of your holiday. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodation: Once you've settled on your dates and duration, book the ideal Rutland holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.