Southside Ski Vacations

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Flight and Ski hotel deals in Southside

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

Hotel Contessa

Downtown San Antonio
Save 100% on your flight
CA $1,223
per person
Nov 3 - Nov 7
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to San Antonio (SAT)
9/10 Wonderful! (3,955 reviews)
This hotel was in a great location with direct access to the river walk. It was a short walk to the Alamo, western art museum, and other nearby attractions. They had a bar and restaurant on-site which made it convenient to grab food and drinks. Our room was very spacious and the AC worked great.

Reviewed on Oct 1, 2026

Hyatt Regency Hill Country Resort and Villas

Hyatt Regency Hill Country Resort and Villas

Far West Side
Save 100% on your flight
CA $1,785
per person
Nov 3 - Nov 7
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to San Antonio (SAT)
8.8/10 Excellent! (1,003 reviews)
Kimpton Santo San Antonio - Riverwalk by IHG

Kimpton Santo San Antonio - Riverwalk by IHG

Downtown San Antonio
CA $1,246
per person
Nov 3 - Nov 7
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to San Antonio (SAT)
9.4/10 Exceptional! (1,229 reviews)
The Gunter Hotel, San Antonio Riverwalk, a Tribute Portfolio Hotel

The Gunter Hotel, San Antonio Riverwalk, a Tribute Portfolio Hotel

Downtown San Antonio
CA $1,392
per person
Nov 3 - Nov 7
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to San Antonio (SAT)
9.6/10 Exceptional! (177 reviews)
Plaza San Antonio Hotel & Spa, Autograph Collection

Plaza San Antonio Hotel & Spa, Autograph Collection

Downtown San Antonio
CA $1,273
per person
Nov 3 - Nov 7
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to San Antonio (SAT)
9.4/10 Exceptional! (955 reviews)
Love this property. Have stayed here on multiple trips. Clean. Safe. Well maintained. Friendly staff.

Reviewed on Sep 30, 2026

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5* Ski holidays in Southside

Price found within the past 48 hours. Click for updated prices.
Thompson San Antonio - Riverwalk, by Hyatt

Thompson San Antonio - Riverwalk, by Hyatt

Downtown San Antonio
CA $1,403
per person
Nov 3 - Nov 7
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to San Antonio (SAT)
9/10 Wonderful! (1,005 reviews)
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3 Night Ski holidays in Southside

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

Hotel Valencia Riverwalk

Downtown San Antonio
CA $1,092
per person
Nov 3 - Nov 6
found 6 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to San Antonio (SAT)
9.4/10 Exceptional! (3,099 reviews)
The room was spacious but needed more drawers. I love the large mirror on the wall and the counter space on the other side of the room is great!! It has only two large drawers. The blackout shutters were wonderful. Valet for hotel guests is outrageous at $69/a day. At least there is nearby non-hotel self-parking that is more affordable. The bathroom is small with toilet being in between sink and shower. Barely enough space to change outfits in the bathroom. Staff was professional and friendly. Bartender at Dorrego's (9/24/26) was amazing. I love all of the seating areas around the lobby and patio.

Reviewed on Oct 1, 2026

Landing Apartments Near Southtown

Landing Apartments Near Southtown

Downtown San Antonio
CA $1,311
per person
Nov 3 - Nov 6
found 4 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to San Antonio (SAT)
No reviews
The Maverick, powered by Placemakr - River Walk

The Maverick, powered by Placemakr - River Walk

Downtown San Antonio
CA $1,311
per person
Dec 27 - Dec 30
found 17 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to San Antonio (SAT)
8.8/10 Excellent! (1,098 reviews)
Firstly, I want to say a massive thank you to Todd at the front desk. After a long drive from Houston, being totally unfamiliar with Texas and the States, as my wife and I are from the UK and were on our honeymoon - he went above and beyond for us, to rectify a slight room discrepancy we encountered on arrival. The booking options on the listing did not differentiate between a city view option vs a standard option. We had expected a city view based on the photos shown when selecting the room. Upon check in, we went to a 3rd floor room with an alley/fire escape view. He very swiftly addressed this with no hassle, moving us to a beautiful room with stunning views, and escalated the website listing to his team. He gave us some good local recommendations, and some complimentary vouchers for Voodoo doughnuts just next door! He made this an easy fix for us and made us feel so welcome. All the staff throughout our stay were great, and helped when in need. The room was well fitted and furnished, very new and clean. The property has great amenties, and a speakeasy style bar with live comedy downstairs! Very walkable with access to bars, restaurants, and to the SanAn River walk and Alamo. A great location and a lovely historic building - which has been modernised and newly fitted, whilst retaining its historic charm. Thanks to the team for a lovely stay, would happily stay with you again on a return trip, and highly recommend*****

Reviewed on Sep 29, 2026

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4 Night Ski holidays in Southside

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

Hotel Contessa

Downtown San Antonio
Save 100% on your flight
CA $1,223
per person
Nov 3 - Nov 7
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to San Antonio (SAT)
9/10 Wonderful! (3,955 reviews)
This hotel was in a great location with direct access to the river walk. It was a short walk to the Alamo, western art museum, and other nearby attractions. They had a bar and restaurant on-site which made it convenient to grab food and drinks. Our room was very spacious and the AC worked great.

Reviewed on Oct 1, 2026

Hyatt Regency Hill Country Resort and Villas

Hyatt Regency Hill Country Resort and Villas

Far West Side
Save 100% on your flight
CA $1,785
per person
Nov 3 - Nov 7
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to San Antonio (SAT)
8.8/10 Excellent! (1,003 reviews)
Landing Apartments Near Southtown

Landing Apartments Near Southtown

Downtown San Antonio
CA $1,360
per person
Nov 3 - Nov 7
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to San Antonio (SAT)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Southside
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Plan the ultimate ski vacation in Southside

What are some benefits when booking ski vacations in Southside?

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 Southside?

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 Southside, 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 Southside with some as cheap as CA $1,092. 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 Southside. 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 34 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 Southside.

Can I book all-inclusive ski vacations in Southside?

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 Southside 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 Southside'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 Southside?

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 Southside. 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 34. With Expedia Rewards, you can earn points towards your next booking.

Things to do

San Antonio Zoo Any Day Ticket including ZooLights

San Antonio Zoo Any Day Ticket

CA $41
per adult
96% of travellers recommend
San Antonio Zoo Any Day Ticket
SEA LIFE San Antonio

SEA LIFE San Antonio

CA $36
per adult
76% of travellers recommend
SEA LIFE San Antonio
San Antonio: Botanical Garden Admission Ticket

San Antonio: Botanical Garden Admission Ticket

CA $25
per adult
100% of travellers recommend
San Antonio: Botanical Garden Admission Ticket
See all activities in Southside

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.