Cuttingsville Vacations from $827

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The Latest Cuttingsville vacation packages

Price found within the past 48 hours. Click for updated prices.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $886, price is now $827 per person
$827
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Rutland (RUT)
No reviews
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $1,079, price is now $977 per person
$977
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Rutland (RUT)
No reviews
Clean room, elevator broken and not enough bathroom towels.

Reviewed on Dec 28, 2025

Hidden Kingdom in Plymouth

Hidden Kingdom in Plymouth

2 out of 5
Price was $1,356, price is now $1,269 per person
$1,269
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Rutland (RUT)
No reviews
Mt Green 3-f04 in Killington

Mt Green 3-f04 in Killington

2 out of 5
Price was $967, price is now $912 per person
$912
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Rutland (RUT)
No reviews
Pond View Cabin in Chittenden

Pond View Cabin in Chittenden

2 out of 5
Price was $933, price is now $883 per person
$883
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Rutland (RUT)
No reviews
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Cuttingsville Hotel Deals

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $145 total per night from Mar 22 to Mar 23
$145 total
Mar 22 - Mar 23
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
Nice front desk staff. Pretty good breakfast.

Reviewed on Feb 24, 2026

Comfort Inn Rutland - Killington
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
$188 nightly
The price is $207 total per night from Apr 1 to Apr 2
$207 total
Apr 1 - Apr 2
Total with taxes and fees
7.4/10 Good! (1,000 reviews)
Room was clean. Hotel was clean. Enjoyed my stay

Reviewed on Mar 2, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$146 nightly
The price is $159 total per night from Mar 18 to Mar 19
$159 total
Mar 18 - Mar 19
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Clean and close to the slopes

Reviewed on Mar 4, 2026

Pointe at Castle Hill Resort
See all 2,386 properties in Cuttingsville
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.

Find the Best Cuttingsville Vacation Packages

Cuttingsville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)

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Frequently asked questions

How much does a Cuttingsville vacation package cost?
You'll find cheap prices from $827 on Expedia for your Cuttingsville getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Cuttingsville costs.
What are the cheapest months to go to Cuttingsville?
If you'd like to snag a cheap Cuttingsville vacation package, consider visiting in April, May and October. You're likely to find lower prices on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Cuttingsville?
The ideal duration of your Cuttingsville vacation depends on what you'd like to do. Generally, a few days to a week will give you time to tick off all the major attractions and explore some hidden treasures along the way.
How to find the best Cuttingsville package deals?
Start your search for a Cuttingsville package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Cuttingsville package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cuttingsville escape off to a flying start.
Is it cheaper to book a Cuttingsville vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can tailor your Cuttingsville escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Cuttingsville?
If you're considering a spontaneous Cuttingsville adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Cuttingsville vacation packages?
Jet off on your perfect escape to Cuttingsville with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait for the next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.