Anna Vacations

Book a Hotel + Flight or Car together to unlock savings

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.

Discover the most popular places to visit in Anna

Anna City Park

5/5(1 review)

Explore the great outdoors at Anna City Park, a lovely green space in Anna. Discover the area's countryside and monuments.

Anna City Park

Shawnee Community College

4.5/5(7 reviews)

Walk around the campus at Shawnee Community College during your stay in Anna. Discover the area's countryside and monuments.

Shawnee Community College

Anna Hotel Deals

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
$90 nightly
The price is $100 total per night from Oct 10 to Oct 11
$100 total
Oct 10 - Oct 11
Total with taxes and fees
6.4/10 (211 reviews)
"V"

Reviewed on Sep 11, 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! (128 reviews)
"This cabin is so clean and the location is fantastic!! The hot tub is absolutely amazing!!! We have stayed here before and definitely will be back!!!"

Reviewed on Sep 21, 2025

Get rates
New cabin in the woods with private hot tub
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Anna
$187 nightly
The price is $198 total per night from Oct 12 to Oct 13
$198 total
Oct 12 - Oct 13
Total with taxes and fees
9.8/10 Exceptional! (396 reviews)
"The only thing we could do is have more hot water, since there isn't much of it, and the air conditioning is noisy, and add a small stove for cooking."

Reviewed on Sep 15, 2025

Rest, Relax and Renew. Our log cabin experience awaits your arrival.
See all 421 properties in Anna
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.

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 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.