Shirley Vacations from $341
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The Latest Shirley Vacation Packages
- Hu. Hotel
Sep 30 - Oct 3Hu. Hotel + Flight
Downtown Memphis3 nights3.5 star property8.4/10 - Very Good (2,222 reviews)"Absolutely loved my stay here! The hotel was so cute and asthetic. I stayed alone for work and felt safe the entire time which was huge for me. The staff was so nice and everyone had such high energy. I will definitely be staying here any time I’m in Memphis!!"Reviewed July 27, 2026Roundtrip • Chicago (CHI) - Memphis (MEM)ORD - MEM • Nonstop MEM - ORD • Nonstop$465$341found 1 day agoper traveler - Roark Creek Resort
Sep 4 - Sep 7Roark Creek Resort + Flight
Downtown Branson3 nights4.5 star property9.0/10 - Wonderful (4 reviews)"The check-in was a pain because there is no office on site. I had to contact someone by phone and get instructions on how to enter my room. Other than that, the room was great."Reviewed July 21, 2026Roundtrip • Chicago (CHI) - Springfield (SGF)ORD - SGF • Nonstop SGF - ORD • Nonstop - Comfort Inn at Thousand Hills
Sep 4 - Sep 7Comfort Inn at Thousand Hills + Flight
Foggy River Woods3 nights2.5 star property9.0/10 - Wonderful (840 reviews)"Good location. Nice pool."Reviewed July 25, 2026Roundtrip • Chicago (CHI) - Springfield (SGF)ORD - SGF • Nonstop SGF - ORD • Nonstop$553$395found 23 hours agoper traveler - Hotel Pontotoc
Sep 30 - Oct 3Hotel Pontotoc + Flight
Downtown Memphis3 nights2.0 star property9.6/10 - Exceptional (33 reviews)"Excellent in the boutique hotel space. Vintage and modern combined, lots of beautiful touches throughout. Loved The Dame downstairs!"Reviewed July 26, 2026Roundtrip • Chicago (CHI) - Memphis (MEM)ORD - MEM • Nonstop MEM - ORD • Nonstop - Homestead Motel
Sep 4 - Sep 7Homestead Motel + Flight
Hiawatha Heights3 nights2.0 star property9.2/10 - Wonderful (371 reviews)"Listen, it's a older motel, so understand that much (shower wasn't the best), but we were very happy with the outstanding service and we loved the pool with an actual deep end (9ft, never see that any more!) and it's close to everything. Would recommend!"Reviewed July 26, 2026Roundtrip • Denver (DEN) - Springfield (SGF)DEN - SGF • Nonstop SGF - DEN • Nonstop$772$588found 2 days agoper traveler
Shirley Hotel Deals
Cobblestone Inn & Suites - Fairfield Bay
Cobblestone Inn & Suites - Fairfield Bay
Holiday Inn Express Heber Springs by IHG
Holiday Inn Express Heber Springs by IHG
Frequently Asked Questions
How much does a Shirley vacation package cost?
You'll find cheap prices from $341 on Expedia for your Shirley break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Shirley costs.
What are the cheapest months to go to Shirley?
You're likely to find lower prices and greater availability in January, February and November. Browse our cheap Shirley vacation packages and you could score some great off-season discounts.
How many days is enough for Shirley?
The ideal length of your Shirley vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to hit all the major sights and discover some hidden spots along the way.
How to find the best Shirley package deals?
Begin your search for a Shirley package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Shirley package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Shirley getaway off to a flying start.
Is it cheaper to book a Shirley vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Shirley vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Shirley?
If you're considering a spontaneous Shirley vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Shirley vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Shirley break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.