Anna Vacations from $440

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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.
Economy Inn & Suites

Economy Inn & Suites

2 out of 5
Price was $471, price is now $440 per person
$440
per person
Jan 22 - Jan 26
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Marion (MWA)
8.2/10 Very Good! (103 reviews)
Seemed like a sketchy area. Hotel room was very clean.

Reviewed on Nov 23, 2025

Fairgrounds Inn

Fairgrounds Inn

2 out of 5
Price was $564, price is now $495 per person
$495
per person
Jan 22 - Jan 26
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Marion (MWA)
7.6/10 Good! (373 reviews)
Stayed with the family and they made sure that we had rooms next to each other. Very friendly staff.

Reviewed on Nov 30, 2025

Walker's Bluff Casino Resort

Walker's Bluff Casino Resort

4.5 out of 5
Price was $795, price is now $705 per person
$705
per person
Jan 22 - Jan 26
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Marion (MWA)
9.4/10 Exceptional! (385 reviews)
It was our first try at a business meeting. Not all restaurants are open every night. Most restaurants require going to Casino floor. Not good for family gatherings. Nice property.

Reviewed on Nov 28, 2025

Quality Inn

Quality Inn

2.5 out of 5
Price was $488, price is now $442 per person
$442
per person
Jan 22 - Jan 26
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Marion (MWA)
6.2/10 (259 reviews)
Poor poor shape not heated as well

Reviewed on Jul 20, 2025

Holiday Inn Express & Suites Murphysboro - Carbondale by IHG

Holiday Inn Express & Suites Murphysboro - Carbondale by IHG

2.5 out of 5
Price was $641, price is now $589 per person
$589
per person
Jan 22 - Jan 26
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Marion (MWA)
9.4/10 Exceptional! (503 reviews)
Room was clean bit there was a sheet on the floor behind the chair bt the window .

Reviewed on Dec 2, 2025

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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 $104 total per night from Dec 8 to Dec 9
$104 total
Dec 8 - Dec 9
Total with taxes and fees
6.6/10 (217 reviews)
Breakfast needs to be upgraded. Coffee and rolls would be nice

Reviewed on Oct 27, 2025

Hotel 7 Inn Anna
New cabin in the woods with private hot tub

New cabin in the woods with private hot tub

Cobden IL
9.8/10 Exceptional! (135 reviews)
Very clean, very private.

Reviewed on Nov 16, 2025

Get rates
New cabin in the woods with private hot tub
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 IL
9.8/10 Exceptional! (150 reviews)
Perfect little getaway! Thanks!!

Reviewed on Oct 29, 2025

Get rates
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery
See all 434 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.

Find the Best Anna Vacation Packages

Things to do near Anna

Anna, Illinois, is perfect for outdoor enthusiasts and adventure seekers, offering beautiful scenery and recreational activities. Visitors can explore campgrounds, enjoy group trips, and discover fun activities. For those interested in romantic getaways, Anna also provides opportunities for trips to Anna Maria and unique wedding experiences on Anna Maria Island. Whether you're seeking relaxation or adventure, Anna has something for everyone.

Shopping

If you're up for a drive, head to Makanda Boardwalk, located 11 miles from Anna. This shopping center offers a unique blend of local businesses and family-friendly vibes, perfect for finding gifts and souvenirs to remember your trip.

Recreation

At Stone Creek Golf Club and Resort, enjoy a round of golf amidst beautiful landscapes, just 11 miles from Anna. For relaxation, visit eDen Spa & Salon, 19 miles away, where rejuvenating treatments await. Experience the excitement of local sports events at Marion Stadium, located 25 miles from Anna.

Adventure

Explore the Tunnel Hill State Trail for a scenic hiking experience, perfect for nature lovers. For family fun, head to Cape Splash Family Aquatic Center, where entertainment and adventure await. Don’t miss the Spillway Road Ponds Trailhead, ideal for outdoor enthusiasts seeking an adventurous trail.

Nightlife

Anna's nightlife offers a cozy, inviting atmosphere. Visit the Anna VFW Post 3455 for a casual drink and local camaraderie. For a lively evening, check out the local taverns where you can enjoy live music, great food, and friendly conversation, making for a memorable night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Anna

Anna, Illinois, is an ideal destination for outdoor enthusiasts and adventure seekers, offering beautiful scenery and a variety of attractions. Visitors can explore nearby national and state parks, enjoy urban parks, and relax by local lakes. For those looking for beach experiences, Anna also provides access to the best beaches and nearby coastal areas, making it a perfect spot for a refreshing getaway filled with outdoor activities and natural beauty.

  • Anna City Park: A lovely urban park in the heart of Anna, perfect for family outings and outdoor activities. Enjoy walking trails, playgrounds, and green spaces that create a relaxing city vibe, making it an ideal spot for picnics and leisure.
  • Giant City State Park: Located 10 miles from Anna, this national state park offers breathtaking scenery and adventure opportunities. Explore hiking trails, rock formations, and stunning views that make it a haven for outdoor enthusiasts and nature lovers alike.
  • Shawnee Community College: A modern educational institution situated in Anna, Shawnee Community College features contemporary architecture and a vibrant campus atmosphere. It's a great place to experience local culture and community events.

Tips to save on your trip to Anna

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Anna.
  • Consider traveling to Anna during the low season (November to January) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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 $440 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.

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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.