Anna Vacations from $614

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Your Anna Vacation

Reserve a Anna vacation package and you can prioritize what matters — having fun. No more planning headaches, just a lot more free time to savor the delights of this awesome city, such as its rural countryside and welcoming locals. Make your trip to Anna even more fun and exciting by including some sightseeing. Shawnee Community College, Lincoln Heritage Winery and Anna City Park are some of the top attractions you'll want to explore. Check out Expedia's extensive range of travel options and begin planning your ultimate vacation to Anna now.

The Latest Anna vacation packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Harrisburg
Country Garden & Suites
Economy Inn & Suites
Americas Best Value Inn West Frankfort
Holiday Inn Express & Suites Murphysboro - Carbondale by IHG
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Anna Hotel Deals

Brand new cabin in the woods with hot tub  1/2 mile from Starview Winery
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Cobden
9.8/10 Exceptional! (133 reviews)
"Cabin and hot tub were nice. We loved how quiet and peaceful it was. No response from owner. There is a smart tv and dvd player. Dvds were scratched or dirty, no wifi so couldn't watch tv. A few deer were seen on the property everyday."

Reviewed on Jun 17, 2025

Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
Hotel 7 Inn Anna
Hotel 7 Inn Anna
2.5 out of 5
100 Richview Dr, Anna, IL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Jul 4 to Jul 5
$92 total
Jul 4 - Jul 5
Total includes taxes and fees
6.4/10 (206 reviews)
"Great pool"

Reviewed on Jun 29, 2025

Hotel 7 Inn Anna
New cabin in the woods with private hot tub
New cabin in the woods with private hot tub
Cobden
9.8/10 Exceptional! (116 reviews)
My 45th Birthday
"Everything is described as it is. I love this place. We came here for my 45th birthday. Walked up to the door, opened it and immediately impressed. Smells clean, new. I love the whole vibe of this place. Beds are super soft and comfy. The hot tub. .. Lets talk about the hot tub! Im mad at myself ..."

Reviewed on Jun 12, 2025

New cabin in the woods with private hot tub
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 Anna Vacation Packages

Anna Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Williamson County Regional Airport (MWA)
Population
4,300
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
Giant City State Park, Blue Sky Vineyards and StarView Vineyards

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Frequently asked questions

How much does an Anna vacation package cost?
You'll find cheap prices from $614 on Expedia for your Anna getaway. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Anna costs.
What are the cheapest months to go to Anna?
If you're looking to book a cheap Anna vacation package, consider visiting in January, May and July. You're likely to find lower prices on flights and accommodations during these months --- perfect for budget-conscious travelers.
How many days is enough for Anna?
With a well-planned itinerary, you can easily visit the top Anna sights in a few days. But if you want to discover hidden spots or go on day tours, think about booking your Anna vacation for longer.
How to find the best Anna package deals?
Start your search for an Anna package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Anna package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Anna adventure underway.
Is it cheaper to book an Anna vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Anna vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Anna?
If you have your Anna travel dates confirmed, book as soon as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Anna vacation packages?
If you're like us, you love traveling but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Anna vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.