Cuttingsville Vacations from $417

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The Latest Cuttingsville vacation packages

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

The Shire Woodstock

3 out of 5
Save 100% on your flight
Price was $575, price is now $417 per person
$417
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Springfield (VSF)
8.8/10 Excellent! (881 reviews)
Clean good service and location

Reviewed on Nov 22, 2025

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Save 100% on your flight
Price was $1,504, price is now $1,110 per person
$1,110
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
No reviews
Mountain Green Resort

Mountain Green Resort

4 out of 5
Save 100% on your flight
Price was $1,384, price is now $1,041 per person
$1,041
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
No reviews
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $958, price is now $794 per person
$794
per person
Feb 1 - Feb 7
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Lebanon (LEB)
9/10 Wonderful! (774 reviews)
Very welcoming, spacious, clean. Perfect for a family of 4.

Reviewed on Nov 18, 2025

Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $1,231, price is now $1,030 per person
$1,030
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (VSF)
10/10 Exceptional! (105 reviews)
Highly recommend staying here. I will stay here again if I’m ever planning to return to Vermont. The customer service is top notch and we really enjoyed the locally sourced homemade breakfast too. Everything was a dreamy bed and breakfast.

Reviewed on Nov 2, 2025

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Cuttingsville Hotel Deals

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
$147 nightly
The price is $161 total per night from Dec 7 to Dec 8
$161 total
Dec 7 - Dec 8
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
Great staff and a beautiful place to stay

Reviewed on Nov 17, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
$209 nightly
The price is $230 total per night from Dec 3 to Dec 4
$230 total
Dec 3 - Dec 4
Total with taxes and fees
9/10 Wonderful! (949 reviews)
The front desk staff are patient and enthusiastic.

Reviewed on Nov 24, 2025

The Mountain Inn at Killington
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr Killington VT
$117 nightly
The price is $129 total per night from Dec 3 to Dec 4
$129 total
Dec 3 - Dec 4
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Go to Mid-Week Ski stay . Good Beds & Continental Breakfast wou

Reviewed on Nov 23, 2025

North Star Lodge and Resort
See all 2,297 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 $417 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.