Shipman Vacations from $677

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The Latest Shipman vacation packages

Price found within the past 48 hours. Click for updated prices.
The Cheshire

The Cheshire

4 out of 5
Price was $874, price is now $677 per person
$677
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.6/10 Excellent! (1,009 reviews)
The room was comfortable and we had the amenities we needed. It offered a generous breakfast every morning. Coffee and water were available at all times. The gym was clean and easily accessible. The pool was closed during our stay due to the season we traveled in. There was ample parking downstairs. The bar on site was really cute and the drinks were great. We were driving distance to a lot of things and it made it a great homebase. We would definitely stay here again.

Reviewed on Mar 29, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,255, price is now $777 per person
$777
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
9.2/10 Wonderful! (1,620 reviews)
The breakfaat was average, thou fresh. There was enough street parking nearby, safe.

Reviewed on Mar 30, 2026

Spacious 3-Bedroom with King Bed

Spacious 3-Bedroom with King Bed

4 out of 5
Central West End
Save 100% on your flight
Price was $1,184, price is now $909 per person
$909
per person
Jun 11 - Jun 14
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to St. Louis (STL)
8.8/10 Excellent! (11 reviews)
Clean room nice area

Reviewed on Feb 1, 2026

Hampton Inn & Suites Clayton/St. Louis-Galleria Area

Hampton Inn & Suites Clayton/St. Louis-Galleria Area

3 out of 5
Clayton
Price was $1,392, price is now $1,079 per person
$1,079
per person
May 8 - May 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
9/10 Wonderful! (944 reviews)
Clean, convenient, good breakfast. Nice workout room. Wish there was a pool outside, like a hot tub. Should have explained that you have to pay to park on-site. We did park less than a block away on the street for free.

Reviewed on Mar 27, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $1,007, price is now $789 per person
$789
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.4/10 Very Good! (1,000 reviews)
Overall it was a positive experience but we were VERY disappointed when we found out our daughter couldn’t swim all weekend. We would not have booked it if we had known that.

Reviewed on Mar 22, 2026

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Shipman Hotel Deals

The Great Rivers, an Ascend Collection Hotel

The Great Rivers, an Ascend Collection Hotel

3 out of 5
3559 College Avenue Alton IL
$152 nightly
The price is $173 total per night from May 1 to May 2
$173 total
May 1 - May 2
Total with taxes and fees
7.8/10 Good! (777 reviews)
Parking was easy. It was messy but right now they are going through major renovation. Pool was open and warm so that was nice. And extremely convenient there’s a restaurant attached, they delivered our food to our room.

Reviewed on Mar 8, 2026

The Great Rivers, an Ascend Collection Hotel
Baymont by Wyndham Litchfield

Baymont by Wyndham Litchfield

2.5 out of 5
1405 W Hudson Dr Litchfield IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $98 total per night from Apr 1 to Apr 2
$98 total
Apr 1 - Apr 2
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
The bathroom fan was hard on the ears. I could also hear my neighbors bathroom fan squealing. I was then called out of my room at 10:00pm because they didn’t run my card when I checked in.

Reviewed on Mar 29, 2026

Baymont by Wyndham Litchfield
Memorable Family experiences at The Castle of Palmyra.

Memorable Family experiences at The Castle of Palmyra.

Palmyra IL
10/10 Exceptional! (163 reviews)
First of all, the property is lovely. Debbi is an amazing property manager and extremely helpful! The kitchen is outfitted with everything you could imagine you might need. Lots of places to gather and just be together.

Reviewed on Jan 6, 2026

Get rates
Memorable Family experiences at The Castle of Palmyra.
See all 113 properties in Shipman
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 Shipman Vacation Packages

Shipman Essential Information

Language
English
Currency
U.S dollars
Population
600
Top Sights
Beaver Dam State Park and Piney Creek Ravine - State Natural Area

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Frequently asked questions

How much does a Shipman vacation package cost?
Offering great value package deals from $677 on Expedia, you'll be thrilled with how little a vacation to Shipman costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Shipman?
You can generally find lower rates and better availability in November, December and January. Browse our cheap Shipman vacation packages and you could score some great off-season discounts.
How many days is enough for Shipman?
The ideal duration of your Shipman vacation depends on what you'd like to see. Usually, a few days to a week will give you plenty of time to hit all the leading sights and discover some hidden spots along the way.
How to find the best Shipman package deals?
Begin your search for a Shipman package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Shipman package deal right away, just 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 Shipman adventure underway.
Is it cheaper to book a Shipman 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 enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Shipman vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Shipman?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Shipman break.
Does Expedia offer Book Now, Pay Later Shipman vacation packages?
If you're anything like us, you love traveling the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Shipman break across 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.