Connecticut Ski Holidays

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    Packages with flights are ATOL protected

Planning your Connecticut ski holiday

How can I book the best ski holiday to Connecticut in 2025/2026?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Connecticut. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Connecticut ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Connecticut accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from . Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Connecticut?

Use our handy last-minute deals page to look for ski holidays to Connecticut at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Connecticut?

Connecticut is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Connecticut?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Connecticut. If not, consider booking your flights and accommodation together to save money that way instead.

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

Ski season in Connecticut generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Connecticut ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

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

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Connecticut that offer it.

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

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.

Top Ski Connecticut Hotels

The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road, Litchfield, CT
  • 3 hours drive from Foxwoods Resort Casino
The price is £238 per night from 25 Aug to 26 Aug
£238
25 Aug - 26 Aug
includes taxes & fees
Stay at this 4-star spa hotel in Litchfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (931 reviews)
"Breakfast could have been better"

Reviewed on 25 Jul 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
The price is £121 per night from 25 Aug to 26 Aug
£121
25 Aug - 26 Aug
includes taxes & fees
Stay at this spa hotel in Southbury. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.2/10 Very Good! (1,003 reviews)
"this place was quiet and peaceful."

Reviewed on 24 Aug 2025

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT

3 out of 5
1096 West Street, Southington, CT
  • 2 hours drive from Foxwoods Resort Casino
The price is £129 per night from 1 Sept to 2 Sept
£129
1 Sept - 2 Sept
includes taxes & fees
Stay at this 3-star hotel in Southington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their ...
9.2/10 Wonderful! (1,000 reviews)
Great home away from home
"I stayed here for about 2 weeks while I was the getting some renovations done at home. The staff was always very friendly and the price point was fantastic!! Shout out to Mark in maintenance and Cindy at the front desk both were very kind and helpful."

Reviewed on 19 Aug 2025

Homewood Suites by Hilton Southington, CT
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.