Title: Ski Vacations in New England 2025/2026 | Expedia.ca

  

![](https://images.trvl-media.com/place/553248635975748760/4a1a6f17-eca3-42d4-beac-f1a2a6da9795.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# New England Ski Vacations

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## Flight and Ski hotel deals in New England

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

![Hyatt Centric Times Square New York](https://images.trvl-media.com/lodging/7000000/6310000/6300700/6300652/614d4693_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Centric Times Square New York

Manhattan

CA $887

per person

Nov 7 - Nov 10

found 20 hours ago

Roundtrip flight included

Hamilton (YHM) to New York (JFK)

9.2/10 Wonderful! (1,866 reviews)

The hotel is a short 2 minute walk to Times Square and Broadway. Excellent staff who goes above and beyond. Will definitely stay here again.

Reviewed on Sep 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-07/2025-11-10/?FromAirport=YHM&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6300652&paandie=true&HotelClass=40&dealMarker=cdRjsz0UVXzk6Si8qnDKBHizItZIlPRc319tNw9K3URDHwRhft0prMFShdE8Bbkr)

![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Brooklyn Bridge

CA $2,158

per person

Nov 4 - Nov 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.8/10 Excellent! (1,006 reviews)

Every staff person I interacted with was friendly and helpful. Loved the views and location. Wished there was more room to walk in the living room when the pull out sofa was open.

Reviewed on Sep 28, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-04/2025-11-07/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&paandie=true&HotelClass=40&dealMarker=bYeZ0zNbyuTEHYoqBgyX5xRumqv5OpqYy84rpm8qEoEFX2WRsfAr0KuZRjtbVR9h)

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/76d84630_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,276

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.8/10 Exceptional! (160 reviews)

Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!

Reviewed on Sep 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-16/?FromAirport=YHM&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&HotelClass=40&dealMarker=SPEG3OnDpNAsdTGCSpuDua_dFYpGWeD1AqOcqbKuc0d-G1aNgemLPAXUkEtj9AJ_)

![The Carlyle, A Rosewood Hotel](https://images.trvl-media.com/lodging/1000000/50000/40600/40553/f6335dcc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Carlyle, A Rosewood Hotel

Manhattan

CA $2,481

per person

Nov 20 - Nov 23

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.4/10 Exceptional! (827 reviews)

Concierge even tied my husbands bow tie - wonderful stay!

Reviewed on Sep 27, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-23/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=40553&paandie=true&HotelClass=40&dealMarker=zriv8fa0aUY40NDvpGHPmkYB1waGw4AWgLPxQ7SEyOzuk6fcyt6H5M_U5DjF_Iic)

![The Fifty Sonesta Hotel New York](https://images.trvl-media.com/lodging/1000000/20000/18100/18006/34b7fec3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Fifty Sonesta Hotel New York

Manhattan

CA $1,241

per person

Dec 18 - Dec 23

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.6/10 Excellent! (1,276 reviews)

Second time staying here for the us open (2023/2025). The staff was great specially Romeo. What a great guy. Always taking care of us.

Reviewed on Sep 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-23/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18006&paandie=true&HotelClass=40&dealMarker=ZIUJlLMKgcKO2cysXdEZ3BQKysG-7zQ6btfmbPprishTz46iCsCFxeZyyWmvJjvO)

Don't see what you're looking for?

See all available trips from Columbus to New England

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-28/2025-11-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Ski holidays in New England

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

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/76d84630_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,276

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.8/10 Exceptional! (160 reviews)

Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!

Reviewed on Sep 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-16/?FromAirport=YHM&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&HotelClass=50&dealMarker=SPEG3OnDpNAsdTGCSpuDua_dFYpGWeD1AqOcqbKuc0d-G1aNgemLPAXUkEtj9AJ_)

![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Brooklyn Bridge

CA $2,158

per person

Nov 4 - Nov 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.8/10 Excellent! (1,006 reviews)

Every staff person I interacted with was friendly and helpful. Loved the views and location. Wished there was more room to walk in the living room when the pull out sofa was open.

Reviewed on Sep 28, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-04/2025-11-07/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&paandie=true&HotelClass=50&dealMarker=bYeZ0zNbyuTEHYoqBgyX5xRumqv5OpqYy84rpm8qEoEFX2WRsfAr0KuZRjtbVR9h)

![The Carlyle, A Rosewood Hotel](https://images.trvl-media.com/lodging/1000000/50000/40600/40553/f6335dcc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Carlyle, A Rosewood Hotel

Manhattan

CA $2,481

per person

Nov 20 - Nov 23

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.4/10 Exceptional! (827 reviews)

Concierge even tied my husbands bow tie - wonderful stay!

Reviewed on Sep 27, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-23/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=40553&paandie=true&HotelClass=50&dealMarker=zriv8fa0aUY40NDvpGHPmkYB1waGw4AWgLPxQ7SEyOzuk6fcyt6H5M_U5DjF_Iic)

Don't see what you're looking for?

See all available trips from Columbus to New England

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-28/2025-11-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Ski holidays in New England

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

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $1,186

per person

Dec 12 - Dec 15

found 10 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

The view is great Restaurant is superb

Reviewed on Sep 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&HotelClass=40&dealMarker=GqydF1HCHtg-iBxc30fHxLdQruivtO49zQXFupKsjYWH4L26d0LOn5GEkFW4ElzN)

![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Brooklyn Bridge

CA $2,158

per person

Nov 4 - Nov 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.8/10 Excellent! (1,006 reviews)

Every staff person I interacted with was friendly and helpful. Loved the views and location. Wished there was more room to walk in the living room when the pull out sofa was open.

Reviewed on Sep 28, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-04/2025-11-07/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399642&paandie=true&HotelClass=40&dealMarker=bYeZ0zNbyuTEHYoqBgyX5xRumqv5OpqYy84rpm8qEoEFX2WRsfAr0KuZRjtbVR9h)

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/76d84630_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,276

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.8/10 Exceptional! (160 reviews)

Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!

Reviewed on Sep 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-16/?FromAirport=YHM&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&HotelClass=40&dealMarker=SPEG3OnDpNAsdTGCSpuDua_dFYpGWeD1AqOcqbKuc0d-G1aNgemLPAXUkEtj9AJ_)

Don't see what you're looking for?

See all available trips from Columbus to New England

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-28/2025-11-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Ski holidays in New England

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

![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Charles Hotel

West Cambridge

CA $1,289

per person

Nov 6 - Nov 10

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

9.4/10 Exceptional! (1,005 reviews)

I had a lovely stay at this hotel. Very nice atmosphere and close to many restaurants, shopping, and Harvard campus. Although I did not need parking, there was also an on-premise parking lot. Staff were kind and accommodating. My only issue was that the hotel has shows on the 3rd floor and I could hear the music at night from my room on the 4th FL so beware if you are a light sleeper. Otherwise, I would certainly stay here again when in the Cambridge area.

Reviewed on Sep 17, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-06/2025-11-10/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15861&paandie=true&dealMarker=sFl9Y18D_yfLEVf4PRz1MiMbNL18JphrMkvmUFA-3kTkblIgQEi1RVqKmPr9IfFN)

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/76d84630_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,622

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

9.8/10 Exceptional! (160 reviews)

Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!

Reviewed on Sep 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-06/2025-11-10/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=SPEG3OnDpNAsdTGCSpuDuZjxdfqSgiDHFQ1qgBB1uE3CcBcM1am73zb0QwH25kUD)

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $1,680

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

The view is great Restaurant is superb

Reviewed on Sep 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-06/2025-11-10/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&dealMarker=SPEG3OnDpNAsdTGCSpuDuXiNx0S2uxDae1nosQP6uxEf1x3upwHWa7S2Lk5Q7AZw)

Don't see what you're looking for?

See all available trips from Columbus to New England

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-28/2025-11-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the ultimate ski vacation in New England

#### What are some benefits when booking ski vacations in New England?

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 New England?

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 New England, 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 New England with some as cheap as CA $887. 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 New England. 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 37 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 New England.

#### Can I book all-inclusive ski vacations in New England?

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 New England 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 New England'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 New England?

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 New England. 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 37. With Expedia Rewards, you can earn points towards your next booking.

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### Top Ski Vacation Destinations

> -   [Ski vacations in Canada](https://www.expedia.ca/lp/theme-vacations/ski-vacations/31/Canada)
> -   [Ski vacations in Whistler](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4115/Whistler)
> -   [Ski vacations in Banff](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4332/Banff)
> -   [Ski vacations in Mont Tremblant](https://www.expedia.ca/lp/theme-vacations/ski-vacations/55374/Mont-Tremblant)
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> -   [Ski vacations in Jackson](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180006/Jackson)
> -   [Ski vacations in France](https://www.expedia.ca/lp/theme-vacations/ski-vacations/59/France)
> -   [Ski vacations in Quebec](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180017/Quebec)
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## More Vacations Ideas

[Flights to New England](https://expedia.ca/Cheap-Flights-To-New-England.d553248635975748760.Travel-Guide-Flights)[New England Hotels](https://expedia.ca/New-England-Hotels.d553248635975748760.Travel-Guide-Hotels)[New England Vacation Rentals](https://expedia.ca/New-England-Vacation-Rentals.d553248635975748760.Travel-Guide-VacationRentals)[New England Car Rentals](https://expedia.ca/Car-Rentals-In-New-England.d553248635975748760.Car-Rental-Guide)[New England Vacations](https://expedia.ca/New-England.d553248635975748760.Destination-Travel-Guides)[Things to do in New England](https://expedia.ca/Things-To-Do-In-New-England.d553248635975748760.Travel-Guide-Activities)

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

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