Caroline Ski Vacations

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Top Ski vacation packages in Caroline

Price found within the past 48 hours. Click for updated prices.
Inns of Aurora Resort & Spa

Inns of Aurora Resort & Spa

$786
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ithaca (ITH)
9.8/10 Exceptional! (483 reviews)
The Statler Hotel at Cornell University

The Statler Hotel at Cornell University

$1,305
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ithaca (ITH)
9.6/10 Exceptional! (1,004 reviews)
Have a great meal and the bar was fantastic.

Reviewed on Oct 12, 2026

William Henry Miller Inn

William Henry Miller Inn

Downtown Ithaca
$852
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ithaca (ITH)
9.6/10 Exceptional! (168 reviews)
I was extremely pleased with the staff. Alex and Samira were helpful, able to answer my questions. The food was tasty, at least a fruit salad was included. The room my daughter and I stayed was clean, clean linen, clean bathroom.,They provided and supplied everything we needed. There’s no complaints only compliments. We we’re grateful for everything.

Reviewed on Oct 6, 2026

Black Sheep Inn and Spa

Black Sheep Inn and Spa

$955
per person
Dec 13 - Dec 16
found 20 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Elmira (ELM)
10/10 Exceptional! (27 reviews)
I only stayed 2 nights but wish it was longer. I was meeting family in the area for a winery tour and got to the inn around 9:30. Kim came out to greet me and I asked her if I could leave my car there as my daughter was picking me up. She was very accommodating and even gave me a tour and history of the inn while I was waiting. I also spoke to Gary, Kim's husband, and he was a wealth of information about the various wineries in the area and all the different types of wine produced in the region. They were both delightful to speak with. I came back later when my room was ready. There are, I believe, 4 rooms in the inn and they're located on the second floor. There is a common area on that floor in the octogon room. It's a wonderful room with natural lighting. They also have coffee ready early in the morning there and a breakfast downstairs served from 8AM to 9:30. I slept in the first morning and then left very early the next day, so I didn't have time to eat there unfortunately. There is a seating area out back with a fire pit that is available to use. Since there is a limited number of rooms, I would suggest booking as early as possible. Some people in the group I met with had tried to make a reservation there but they couldn't accommodate their schedule. If you rented all the rooms, you'd essentially have the place to yourself as Kim and Gary have a seperate dwelling out back. The rooms are very comfortable and have en suite bathrooms. I highly recommend this Inn.

Reviewed on Oct 7, 2026

Gothic Eves Inn and Spa Bed and Breakfast

Gothic Eves Inn and Spa Bed and Breakfast

Downtown Trumansburg
$788
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ithaca (ITH)
9.6/10 Exceptional! (105 reviews)
.

Reviewed on Sep 25, 2026

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3 Night Ski vacations in Caroline

Price found within the past 48 hours. Click for updated prices.
Black Sheep Inn and Spa

Black Sheep Inn and Spa

$955
per person
Dec 13 - Dec 16
found 20 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Elmira (ELM)
10/10 Exceptional! (27 reviews)
I only stayed 2 nights but wish it was longer. I was meeting family in the area for a winery tour and got to the inn around 9:30. Kim came out to greet me and I asked her if I could leave my car there as my daughter was picking me up. She was very accommodating and even gave me a tour and history of the inn while I was waiting. I also spoke to Gary, Kim's husband, and he was a wealth of information about the various wineries in the area and all the different types of wine produced in the region. They were both delightful to speak with. I came back later when my room was ready. There are, I believe, 4 rooms in the inn and they're located on the second floor. There is a common area on that floor in the octogon room. It's a wonderful room with natural lighting. They also have coffee ready early in the morning there and a breakfast downstairs served from 8AM to 9:30. I slept in the first morning and then left very early the next day, so I didn't have time to eat there unfortunately. There is a seating area out back with a fire pit that is available to use. Since there is a limited number of rooms, I would suggest booking as early as possible. Some people in the group I met with had tried to make a reservation there but they couldn't accommodate their schedule. If you rented all the rooms, you'd essentially have the place to yourself as Kim and Gary have a seperate dwelling out back. The rooms are very comfortable and have en suite bathrooms. I highly recommend this Inn.

Reviewed on Oct 7, 2026

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4 Night Ski vacations in Caroline

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Horseheads

Americas Best Value Inn Horseheads

$718
per person
Jan 1 - Jan 5
found 20 hours ago
Roundtrip flight included
Jacksonville (JAX) to Elmira (ELM)
4.2/10 (344 reviews)
The people who work here are great and I have nothing but great things to say about them. Very helpful and kind. The room was a nightmare. The floors were disgusting, couch was disgusting, curtains were heavily stained and couldn’t even cover the full width of the window. Like the room was awful. Don’t stay here unless you plan on literally JUST sleeping in a bed and leaving immediately. Which is exactly what we did because it was also not refundable lol

Reviewed on Oct 12, 2026

The Benjamin Hotel

The Benjamin Hotel

$841
per person
Jan 1 - Jan 5
found 20 hours ago
Roundtrip flight included
Jacksonville (JAX) to Ithaca (ITH)
10/10 Exceptional! (170 reviews)
Awesome place to stay in Watkins Glen! Super clean and big was close to everything. Felt like home. Very spacious and cozy. There are obvious efforts in the details that makes it a notch above the rest.

Reviewed on Oct 7, 2026

Lodging at the Gaffer Inn

Lodging at the Gaffer Inn

Gaffer District
$1,014
per person
Jan 1 - Jan 5
found 20 hours ago
Roundtrip flight included
Jacksonville (JAX) to Elmira (ELM)
9.2/10 Wonderful! (231 reviews)
Our third time here so that tells you something! New keyless check-in was easy- nice change. Staff super helpful and friendly. Great location. Walkable to most everything in Corning.

Reviewed on Oct 11, 2026

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Planning your Caroline ski vacation

What are some things I should consider when booking a Caroline ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Caroline ski packages?

Right now, ski trips start at just $718. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Caroline?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Caroline. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Caroline cost?

Sensational ski trips to Caroline start from $718. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Caroline?

The best time to hit the slopes in Caroline depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Caroline ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Caroline ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Caroline with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Caroline ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

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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.