Caroline Vacations from $719

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The Latest Caroline vacation packages

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

Hawks Cay Resort

4 out of 5
Price was $1,682, price is now $719 per person
$719
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Everything in this island is perfect and amazing.

Reviewed on Dec 5, 2025

Harrah’s Las Vegas – A Caesars Rewards Destination

Harrah’s Las Vegas – A Caesars Rewards Destination

3.5 out of 5
Las Vegas Strip
Price was $2,076, price is now $993 per person
$993
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Las Vegas (LAS)
7.8/10 Good! (13,790 reviews)
Parking was difficult to find—we had to circle around three times before finally getting a spot, which still ended up being far from the hotel.

Reviewed on Dec 7, 2025

The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was $3,008, price is now $1,453 per person
$1,453
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Gorgeous hotel, great pool and private beach.

Reviewed on Dec 3, 2025

Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $1,564, price is now $758 per person
$758
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Will be nice if the hotel can think about what a new hotel guest will be going through. They will usually drive up to the hotel and look for parking. Then they will look into how to check-in and how to get to their room. It will be nice to mention in the welcome text to fill out the registration and the credit card authorization, AND also mention if we have a vehicle, what shall we do. Also will be helpful if the text will let us know the office in the building will be closed on Saturdays (and Sundays?) We were trying to figure all these out while carrying our luggages under strong winds, lucky it didn't rain. Will also be helpful to text us that we need to submit those 2 forms, then we will receive our gate and door codes. Restroom didn't smell fresh. Other than the aforementioned, the stay was good.

Reviewed on Oct 27, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $21,840, price is now $10,667 per person
$10,667
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
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Caroline Hotel Deals

Shawano Four Seasons Hotel

Shawano Four Seasons Hotel

2.5 out of 5
201 Airport Rd Shawano WI
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from Dec 8 to Dec 9
$99 total
Dec 8 - Dec 9
Total with taxes and fees
8.2/10 Very Good! (656 reviews)
Great Mexican food. Awesome pool area. Good price.

Reviewed on Nov 30, 2025

Shawano Four Seasons Hotel
AmeriVu Inn & Suites

AmeriVu Inn & Suites

2 out of 5
211 Waukechon St Shawano WI
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $66 total per night from Dec 9 to Dec 10
$66 total
Dec 9 - Dec 10
Total with taxes and fees
7.4/10 Good! (614 reviews)
The rooms were clean.

Reviewed on Nov 29, 2025

AmeriVu Inn & Suites
Boarders Inn & Suites by Cobblestone Hotels - Shawano

Boarders Inn & Suites by Cobblestone Hotels - Shawano

2.5 out of 5
W7393 River Bend Rd Shawano WI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $151 total per night from Dec 22 to Dec 23
$151 total
Dec 22 - Dec 23
Total with taxes and fees
8.4/10 Very Good! (641 reviews)
The hotel was spotless. Very comfortable beds and bedding. We’ve stayed here many times over the years and they have upped their game. Would definitely recommend.

Reviewed on Nov 20, 2025

Boarders Inn & Suites by Cobblestone Hotels - Shawano
See all 103 properties in Caroline
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Caroline Vacation Packages

Caroline Essential Information

Language
English
Currency
U.S dollars
Top Sights
Tigerton Historical Society Museum, Wisconsin Bowhunters Museum and North Star Mohican Casino

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Frequently asked questions

How much does a Caroline vacation package cost?
You can snap up a vacation package to this top destination from $719 on Expedia. But how much your vacation to Caroline costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Caroline?
You're likely to find reduced prices and better availability in December, January and February. Check out our cheap Caroline vacation packages and you could get some great off-season deals.
How many days is enough for Caroline?
Usually, a handful of days is enough to visit the main attractions during your Caroline vacation. However, if you want to have time to rest or take day tours, consider extending your itinerary.
How to find the best Caroline package deals?
Finding a cheap Caroline package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most affordable Caroline package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Caroline vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Caroline vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Caroline?
If you're planning a spur-of-the-moment Caroline adventure, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Caroline?

  1. Choose your dates: The things you want to do in Caroline and your favorite season will help you decide when to get away.
  2. Set your budget: Consider costs such as flights, food and transportation when calculating how much to put aside for your trip to Caroline. Then, choose a hotel that suits your budget, whether that's an affordable stay or a deluxe getaway.
  3. Explore Caroline with our trip planning tool: Gain insights into the top attractions and best stays for your trip to Caroline. You can also save your favorite locations, collaborate with friends and family and arrange all your plans in one place.
  4. Work out your trip length: Think about how long you want to spend discovering Caroline. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Caroline vacation package.
  6. Book activities and experiences in advance: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on the best Caroline has to offer. Find all the exciting things to do in Caroline with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Caroline vacation packages?
Your Caroline getaway is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.