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.
Vibe Hotel North Sydney

Vibe Hotel North Sydney

North Sydney
CA $2,648
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.8/10 Excellent! (1,001 reviews)
Review based on our stay in room 1006. for our two night stay. The room was very spacious, comfortable and clean for our two night stay. Parking was easy (though tight and very low clearance) and the hotel was accessibly directly from the car park. My only gripe was that our room was facing the building’s air conditioner unit which was quite noisy throughout the stay. If we were to stay in a different room, I’d probably stay again as the hotel is well located and directly opposite the Victoria Cross metro station. Worth noting that on the weekend, there are few options for eating out immediately around the hotel.

Reviewed on Jul 31, 2026

Furama Darling Harbour

Furama Darling Harbour

Haymarket
CA $2,978
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.4/10 Very good! (1,004 reviews)
Unfortunately, the lobby toilets were not open, and we could have done with a microwave in our unit

Reviewed on Aug 7, 2026

The Langham, Sydney

The Langham, Sydney

Millers Point
CA $3,200
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9.6/10 Exceptional! (999 reviews)
The Sebel Quay West Suites Sydney

The Sebel Quay West Suites Sydney

The Rocks
CA $3,074
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9.2/10 Wonderful! (2,448 reviews)
The room service food was absolutely disgusting, I had 4 meals and all terrible.

Reviewed on Aug 6, 2026

Pier One Sydney Harbour, Marriott Autograph Collection

Pier One Sydney Harbour, Marriott Autograph Collection

Dawes Point
CA $3,524
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9.2/10 Wonderful! (1,002 reviews)
An absolutely stunning hotel! The views were spectacular, especially sunset. The room was a king with a view and a balcony. Clean, spacious and there in house dining, delicious! Staff went above and beyond. We definitely recommend staying here and we will be going back.

Reviewed on Aug 7, 2026

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5* Ski holidays in New England

Price found within the past 48 hours. Click for updated prices.
Ovolo Sydney Woolloomooloo, a Wyndham Hotel

Ovolo Sydney Woolloomooloo, a Wyndham Hotel

Woolloomooloo
CA $3,100
per person
Oct 4 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
QT Bondi

QT Bondi

Bondi Beach
CA $3,161
per person
Oct 4 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9.2/10 Wonderful! (767 reviews)
Great location. Staff were very kind and helpful. Nice room, comfy bed, great shower pressure. Loved having a washer/dryer and stove for cooking. Only thing missing was a pot.

Reviewed on Aug 5, 2026

The Langham, Sydney

The Langham, Sydney

Millers Point
CA $3,200
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9.6/10 Exceptional! (999 reviews)
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3 Night Ski holidays in New England

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
CA $2,058
per person
Oct 21 - Oct 22
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.2/10 Very good! (2,874 reviews)
Overall very disappointing for what was listed as a deluxe room. Dated, poorly maintained and dirty (marks on walls, marks on curtains, dirty crockery, and dirty bathrooms). Less than acceptable really.

Reviewed on Aug 8, 2026

Rydges Sydney Central

Rydges Sydney Central

Surry Hills
CA $2,104
per person
Oct 21 - Oct 22
found 23 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
It was close to the conference I attended and had eateries close by. A short walk to the train station.

Reviewed on Aug 7, 2026

Amora Hotel Jamison Sydney

Amora Hotel Jamison Sydney

Sydney Central Business District
CA $2,234
per person
Oct 21 - Oct 22
found 23 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9/10 Wonderful! (1,518 reviews)
Great corner rooms with harbour view Some cleaning issues in the bathroom. Towels are small. Otherwise good location and hotel

Reviewed on Aug 9, 2026

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4 Night Ski holidays in New England

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

Sydney Central Business District
CA $2,328
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.6/10 Excellent! (1,000 reviews)
Terrific location close to Town Hall station and light rail. Rooms are small but comfortable. Pretty quiet although bathroom noises are audible from other quests.

Reviewed on Aug 9, 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
CA $2,330
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.2/10 Very good! (2,874 reviews)
Overall very disappointing for what was listed as a deluxe room. Dated, poorly maintained and dirty (marks on walls, marks on curtains, dirty crockery, and dirty bathrooms). Less than acceptable really.

Reviewed on Aug 8, 2026

Rydges Sydney Central

Rydges Sydney Central

Surry Hills
CA $2,425
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
It was close to the conference I attended and had eateries close by. A short walk to the train station.

Reviewed on Aug 7, 2026

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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 $2,058. 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 6 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 6. With Expedia Rewards, you can earn points towards your next booking.

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.