Milesville Vacations from $555

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The Latest Milesville vacation packages

Price found within the past 48 hours. Click for updated prices.
Cedar Shore Resort

Cedar Shore Resort

3 out of 5
Price was $651, price is now $555 per person
$555
per person
Jul 11 - Jul 14
found 3 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Pierre (PIR)
8.2/10 Very Good! (1,007 reviews)
Very cute spot and easy to get to. Loved having a little patio.

Reviewed on May 8, 2026

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Milesville Hotel Deals

Ramada by Wyndham Sioux Falls Airport-Waterpark & Event Ctr

Ramada by Wyndham Sioux Falls Airport-Waterpark & Event Ctr

3 out of 5
1301 West Russell Sioux Falls SD
$66 nightly
The price is $75 total per night from May 31 to Jun 1
$75 total
May 31 - Jun 1
Total with taxes and fees
7.8/10 Good! (1,564 reviews)
Property was run down. Missing cushion in the couch, elevators not working, leak in the pool, fixing ceiling during busy weekend stay. Rooms were not cleaned well before check in.

Reviewed on May 13, 2026

Ramada by Wyndham Sioux Falls Airport-Waterpark & Event Ctr
The Lodge at Deadwood Gaming Resort

The Lodge at Deadwood Gaming Resort

3 out of 5
100 Pine Crest Deadwood SD
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $122 total per night from May 25 to May 26
$122 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (1,435 reviews)
Fantastic place to stay.

Reviewed on May 13, 2026

The Lodge at Deadwood Gaming Resort
Country Inn & Suites by Radisson, Rapid City, SD

Country Inn & Suites by Radisson, Rapid City, SD

3 out of 5
2321 N Lacrosse St Rapid City SD
Fully refundable
$84 nightly
The price is $95 total per night from May 17 to May 18
$95 total
May 17 - May 18
Total with taxes and fees
9/10 Wonderful! (2,067 reviews)
This hotel is centrally located to all the places most people would want to go to plus there are several good restaurants in the area and ii is only minutes from downtown. The staff were all pleasant and helpful.

Reviewed on May 14, 2026

Country Inn & Suites by Radisson, Rapid City, SD
See all 4,093 properties in South Dakota
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 Milesville Vacation Packages

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Frequently asked questions

How to find the best Milesville package deals?
Use Expedia's filters to find some fabulous Milesville package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Milesville package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
When to book a vacation package to Milesville?
If you have your Milesville vacation dates finalized, book as soon as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for traveling on a whim.

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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.