Connecticut Ski Vacations

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Top Ski vacation packages in Connecticut

Price found within the past 48 hours. Click for updated prices.
Simsbury 1820 House
The Litchfield Inn
DoubleTree by Hilton Hotel Bristol, Connecticut
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3 Night Ski vacations in Connecticut

Price found within the past 48 hours. Click for updated prices.
Simsbury 1820 House
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See all available trips from Columbus to Connecticut
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4 Night Ski vacations in Connecticut

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG
The Litchfield Inn
Hampton Inn & Suites Hartford/Farmington
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See all available trips from Columbus to Connecticut
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Planning your Connecticut ski vacation

What are some things I should consider when booking a Connecticut ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Connecticut ski packages?

Right now, ski trips start at just $325. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Connecticut?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Connecticut. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Connecticut cost?

Sensational ski trips to Connecticut start from $325. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Connecticut?

The best time to hit the slopes in Connecticut depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Connecticut ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Connecticut ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Connecticut with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Connecticut ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Top Ski Connecticut Hotels

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St Torrington CT
  • 2 hours drive from Foxwoods Resort Casino
$97 nightly
The price is $111 total per night from Jan 8 to Jan 9
$111 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Book a stay at this business-friendly motel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,000 reviews)
Room very clean. Great temperature, comfortable bed.

Reviewed on Dec 22, 2025

Days Inn by Wyndham Torrington
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
  • 3 hours drive from Foxwoods Resort Casino
$274 nightly
The price is $315 total per night from Jan 20 to Jan 21
$315 total
Jan 20 - Jan 21, 2026
Total with taxes and fees
Book a stay at this spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (963 reviews)
A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state.

Reviewed on Dec 14, 2025

The Litchfield Inn
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

3.5 out of 5
522 Heritage Rd Southbury CT
  • 3 hours drive from Foxwoods Resort Casino
$121 nightly
The price is $139 total per night from Dec 30 to Dec 31
$139 total
Dec 30 - Dec 31
Total with taxes and fees
Book a stay at this spa hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.2/10 Very Good! (1,001 reviews)
Room was great. Pool and hot tub was excellent. Front desk staff was awesome. Evan took good care of us. Looking forward to returning.

Reviewed on Dec 26, 2025

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.