Enoshima Ski Vacations

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Flight and Ski hotel deals in Enoshima

Price found within the past 48 hours. Click for updated prices.
MONday Apart Premium Hamamatsucho

MONday Apart Premium Hamamatsucho

Minato
CA $1,888
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Tokyo (HND)
9.2/10 Wonderful! (155 reviews)
We stayed here for three nights as a family of four. The staff were very kind and helpful, and the room was spacious enough for all of us. We especially appreciated that the bathroom and toilet were separate, which made the stay feel almost like being at home. We had four large suitcases, but there was still plenty of space to open them up, so we were very comfortable throughout our stay. The hotel is located in an area surrounded by office buildings and apartment complexes. It can feel a little quiet at night, so I wouldn’t recommend it if you’re looking for a lively area where you can walk around in the evening. However, if you prefer a quiet and peaceful place, this is a great choice.

Reviewed on Aug 18, 2026

MONday Apart Premium Ueno Okachimachi

MONday Apart Premium Ueno Okachimachi

Ueno
CA $2,594
per person
Oct 1 - Oct 7
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tokyo (HND)
9.4/10 Exceptional! (663 reviews)
Premium Apart MONday HAMAMATSUCHO Station

Premium Apart MONday HAMAMATSUCHO Station

Minato
CA $2,352
per person
Nov 10 - Nov 16
found 24 hours ago
Roundtrip flight included
Vancouver (YVR) to Tokyo (HND)
9.6/10 Exceptional! (44 reviews)
Great stay. Checked in with the room setup nicely. We requested for the futon beds which turned out great for our baby. The in-suite washer and dryer is a huge plus. The only down side for us is that the location is a bit of a walk to the elevator of the train station if you travel with a stroller. And I wish the towels of the hotel could be better as mine was shredding on my skin like crazy.

Reviewed on Aug 13, 2026

GRAND MONday ASAKUSA(Former:MONday Apart Premium Asakusa)

GRAND MONday ASAKUSA(Former:MONday Apart Premium Asakusa)

Taito
CA $2,979
per person
Oct 23 - Oct 29
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tokyo (HND)
9.8/10 Exceptional! (305 reviews)
Este es una exlente opcion ya a el servicioeal cliente don muy excelente, cerca de todos los atracciones, super mercados, restaurant y un gran mall. Es muy seguro cerca de tren osea super recomendado

Reviewed on Aug 17, 2026

GRAND MONday GINZA

GRAND MONday GINZA

Chuo
CA $3,070
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Tokyo (HND)
9.8/10 Exceptional! (304 reviews)
Wonderful, spacious room that went beyond our expectations. More than enough space for me and two teenagers. In room laundry was a huge bonus for a hot week in Tokyo in August. 10/10 would stay here again!

Reviewed on Aug 15, 2026

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5* Ski holidays in Enoshima

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

Hotel Chinzanso Tokyo

Bunkyo
CA $2,983
per person
Sep 22 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tokyo (HND)
9.8/10 Exceptional! (1,118 reviews)
Takanawa Hanakohro, a Member of Small Luxury Hotels of the World

Takanawa Hanakohro, a Member of Small Luxury Hotels of the World

Minato
CA $7,567
per person
Nov 7 - Nov 13
found 10 hours ago
Roundtrip flight included
Vancouver (YVR) to Tokyo (HND)
9.6/10 Exceptional! (39 reviews)
This hotel is really incredible - the staff is lovely, the rooms are big and comfortable and the grounds are just gorgeous and peaceful. I was devastated to only be there one night but it was awesome nonetheless

Reviewed on Jun 9, 2026

The Prince Park Tower Tokyo - Preferred Hotels & Resorts, LVX Collection

The Prince Park Tower Tokyo - Preferred Hotels & Resorts, LVX Collection

Minato
CA $3,312
per person
Oct 23 - Oct 29
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tokyo (HND)
9.4/10 Exceptional! (2,686 reviews)
You have to pay to use the pool and it was more expensive than other hotels we have been to where there is a fee.

Reviewed on Aug 19, 2026

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3 Night Ski holidays in Enoshima

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

Hotel Chinzanso Tokyo

Bunkyo
CA $2,287
per person
Oct 24 - Oct 26
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tokyo (HND)
9.8/10 Exceptional! (1,118 reviews)
The Prince Park Tower Tokyo - Preferred Hotels & Resorts, LVX Collection

The Prince Park Tower Tokyo - Preferred Hotels & Resorts, LVX Collection

Minato
CA $2,424
per person
Oct 24 - Oct 26
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tokyo (HND)
9.4/10 Exceptional! (2,686 reviews)
You have to pay to use the pool and it was more expensive than other hotels we have been to where there is a fee.

Reviewed on Aug 19, 2026

Shinjuku Granbell Hotel

Shinjuku Granbell Hotel

Shinjuku
CA $2,778
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Tokyo (HND)
8.6/10 Excellent! (2,330 reviews)
Locations

Reviewed on Aug 19, 2026

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4 Night Ski holidays in Enoshima

Price found within the past 48 hours. Click for updated prices.
Nohga Hotel Ueno Tokyo

Nohga Hotel Ueno Tokyo

Taito
CA $1,655
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Tokyo (HND)
9.6/10 Exceptional! (1,005 reviews)
This hotel was perfect! It is located in a quieter area of Ueno, but only a 10 min walk to either Ueno or okachimachi stations. The hotel is spotless, the room was immaculate with the best shows in any hotel I’ve ever stayed in! Staff were polite, friendly and super helpful. We did not eat at the hotel simply as we were out for most of the day, every day! But the bistro food looked good and was always busy. Would definitely stay here again!

Reviewed on Aug 18, 2026

GRAND MONday ASAKUSA(Former:MONday Apart Premium Asakusa)

GRAND MONday ASAKUSA(Former:MONday Apart Premium Asakusa)

Taito
CA $2,501
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Tokyo (HND)
9.8/10 Exceptional! (305 reviews)
Este es una exlente opcion ya a el servicioeal cliente don muy excelente, cerca de todos los atracciones, super mercados, restaurant y un gran mall. Es muy seguro cerca de tren osea super recomendado

Reviewed on Aug 17, 2026

MONday Apart Premium GINZA SHINTOMICHO

MONday Apart Premium GINZA SHINTOMICHO

Chuo
CA $2,012
per person
Oct 20 - Oct 23
found 2 hours ago
Roundtrip flight included
Calgary (YYC) to Tokyo (HND)
9.4/10 Exceptional! (543 reviews)
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Plan the ultimate ski vacation in Enoshima

What are some benefits when booking ski vacations in Enoshima?

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 Enoshima?

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 Enoshima, 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 Enoshima with some as cheap as CA $1,655. 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 Enoshima. 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 48 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 Enoshima.

Can I book all-inclusive ski vacations in Enoshima?

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 Enoshima 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 Enoshima'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 Enoshima?

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 Enoshima. 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 48. With Expedia Rewards, you can earn points towards your next booking.

Things to do

Discover Williams Adams in Hemi of Miura peninsula

Discover Williams Adams in Hemi of Miura peninsula

CA $9
per adult
Discover Williams Adams in Hemi of Miura peninsula
Tokyo Bus Day Trip Kamakura, Enoshima, and Yokohama Tour

Private transfer: From Tokyo to Kamakura, Enoshima & Yokohama

CA $115
per adult
Private transfer: From Tokyo to Kamakura, Enoshima & Yokohama
Yokohama Osanbashi Pier Bus Tour

Kamakura, Enoshima or Yokohama 1-Day Bus Tour from Tokyo

CA $81
per adult
88% of travellers recommend
Kamakura, Enoshima or Yokohama 1-Day Bus Tour from Tokyo
See all activities in Enoshima

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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.