Title: Ski Vacations in Sherwood Island State Park 2026 | Expedia.ca

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# Sherwood Island State Park Ski Vacations

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## Flight and Ski hotel deals in Sherwood Island State Park

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

![Cromwell Manor Inn](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/fda4e0e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cromwell Manor Inn

CA $1,653

per person

Apr 27 - May 2

just found

Roundtrip flight included

Toronto (YYZ) to White Plains (HPN)

9.6/10 Exceptional! (87 reviews)

An interesting and beautiful historical site. The mansion has been beautifully preserved and simultaneously updated with all the modern amenities needed to be comfortable, including well-equipped bathrooms and comfortable beds. The owners love to make breakfast for the guests so don’t skip that part of the experience. Cornwall itself is a hidden gem and wonderful escape. Enjoy!

Reviewed on Jan 18, 2026

![The Abbey Inn & Spa](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/d4243906_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Abbey Inn & Spa

CA $1,749

per person

Apr 27 - May 2

just found

Roundtrip flight included

Toronto (YYZ) to White Plains (HPN)

9.2/10 Wonderful! (217 reviews)

Friendly staff and a great place to get away and recharge!

Reviewed on Dec 31, 2025

![Luxury NY Home with Free Parking](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/7b65d74a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Luxury NY Home with Free Parking

CA $3,208

per person

Apr 27 - May 1

found 6 hours ago

Roundtrip flight included

Toronto (YYZ) to White Plains (HPN)

8/10 Very Good! (1 review)

Don't see what you're looking for?

See all available trips from Columbus to Sherwood Island State Park

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-03/2026-03-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Ski holidays in Sherwood Island State Park

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

![Stamford Suites](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/3cf11d68_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Stamford Suites

Downtown Stamford

CA $1,200

per person

Apr 27 - Apr 30

found 1 day ago

Roundtrip flight included

Montreal (YUL) to White Plains (HPN)

6.2/10 (71 reviews)

Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford.

Reviewed on Jan 19, 2026

![Delamar Greenwich Harbor](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/96fcaf69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Delamar Greenwich Harbor

CA $1,613

per person

Mar 23 - Mar 26

found 1 day ago

Roundtrip flight included

Montreal (YUL) to White Plains (HPN)

9.4/10 Exceptional! (947 reviews)

The property was very nice and very well maintained

Reviewed on Nov 27, 2025

Don't see what you're looking for?

See all available trips from Columbus to Sherwood Island State Park

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-03/2026-03-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Ski holidays in Sherwood Island State Park

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

![Global Luxury Suites White Plains](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/343ab6e5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Global Luxury Suites White Plains

CA $1,069

per person

Apr 27 - May 1

found 6 hours ago

Roundtrip flight included

Toronto (YYZ) to White Plains (HPN)

6.8/10 (33 reviews)

Great location, spacious apartment and clean. The public areas like the hallway needed vacuuming but everything else was great.

Reviewed on Dec 12, 2025

![Pool+hot Tub, Firepit Near Hikes, Shops, Dining Cragswood Lodge by Avantstay](https://images.trvl-media.com/lodging/116000000/115920000/115916800/115916706/fad07f14_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pool+hot Tub, Firepit Near Hikes, Shops, Dining Cragswood Lodge by Avantstay

CA $1,627

per person

Apr 27 - May 1

found 5 hours ago

Roundtrip flight included

Toronto (YYZ) to White Plains (HPN)

No reviews

Don't see what you're looking for?

See all available trips from Columbus to Sherwood Island State Park

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-03/2026-03-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the ultimate ski vacation in Sherwood Island State Park

####  What are some benefits when booking ski vacations in Sherwood Island State Park? 

If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations. 
  
####  How can I book the best ski vacation in Sherwood Island State Park? 

It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Sherwood Island State Park, and think about the time of year that's best to visit. 

####  How can I find cheap ski vacations? 

Cheap ski vacations are readily available in Sherwood Island State Park with some as cheap as CA $1,069\. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out. 

####  Can I book ski packages? 

Yes, ski packages are readily available throughout Sherwood Island State Park. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 23 when you book your accommodation and your flight together. 

####  What should I consider when booking family ski vacations? 

The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Sherwood Island State Park.

####  Can I book all-inclusive ski vacations in Sherwood Island State Park? 

Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Sherwood Island State Park in advance.

####  What's the best time of year to plan a ski trip? 

The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Sherwood Island State Park's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high.

####  How can I find the best deals on ski packages in Sherwood Island State Park? 

When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing. 

####  Can I book a ski vacation that's fully refundable? 

Being fully refundable is a feature you'll find on several accommodation packages in Sherwood Island State Park. You can even search for it explicitly using a filter for full refundability.

####  Why should I book a ski vacation package with Expedia? 

When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 23\. With Expedia Rewards, you can earn points towards your next booking.

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## More Vacations Ideas

[Flights to Sherwood Island State Park

](https://expedia.ca/Cheap-Flights-To-Sherwood-Island-State-Park.d6248407.Travel-Guide-Flights)[

Sherwood Island State Park Hotels

](https://expedia.ca/Sherwood-Island-State-Park-Hotels.d6248407.Travel-Guide-Hotels)[

Sherwood Island State Park Vacation Rentals

](https://expedia.ca/Sherwood-Island-State-Park-Vacation-Rentals.d6248407.Travel-Guide-VacationRentals)[

Sherwood Island State Park Car Rentals

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Sherwood Island State Park Vacations

](https://expedia.ca/Sherwood-Island-State-Park.d6248407.Destination-Travel-Guides)

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