Old Ripley Vacations from $315

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Your Old Ripley Vacation

The vibrant city of Old Ripley is calling your name. Uncover both its hidden gems and highlights with a Old Ripley vacation package that's custom made for you. A trip to Old Ripley wouldn't be complete without exploring its major attractions, such as Copper Dock Winery. Your perfect Old Ripley vacation is just a few clicks away. Explore flights, hotels and more on Expedia for a trip that's tailored to suit your style.

The Latest Old Ripley vacation packages

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

The Principal Hotel

3.5 out of 5
Price was $454, price is now $315 per person
$315
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to St. Louis (STL)
9.8/10 Exceptional! (126 reviews)
staf went above and beyond to make sure our trip was the best

Reviewed on Sep 1, 2025

White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
Price was $765, price is now $573 per person
$573
per person
Oct 14 - Oct 19
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
8.6/10 Excellent! (116 reviews)
The property is in a Safe neighborhood.

Reviewed on Sep 7, 2025

The West End

The West End

2 out of 5
Central West End
Price was $701, price is now $532 per person
$532
per person
Oct 14 - Oct 19
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
8.4/10 Very Good! (291 reviews)
Great side of town. Quiet

Reviewed on Sep 6, 2025

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $767, price is now $596 per person
$596
per person
Oct 17 - Oct 20
found 15 hours ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
8.2/10 Very Good! (763 reviews)
I booked online and paid via the app. When I arrived on site they explained they had overbooked and had no rooms available. The staff was amazing and went above and beyond and secured a room at another location. Thank you to the staff for taking care of us.

Reviewed on Jul 26, 2025

The Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

4.5 out of 5
Central West End
Save 100% on your flight
Price was $1,260, price is now $991 per person
$991
per person
Oct 14 - Oct 19
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
9/10 Wonderful! (1,011 reviews)
Great and family friendly!! Would stay again!

Reviewed on Sep 8, 2025

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Discover the most popular places to visit in Old Ripley

Copper Dock Winery

3/5(3 reviews)

You can enjoy a tasting or tour at Copper Dock Winery during your travels to Pocahontas. Amble around the area's lakeside or experience its festivals.

Copper Dock Winery

Old Ripley Hotel Deals

Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

2 out of 5
1527 Herman Rd, Staunton, IL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $81 total per night from Sep 21 to Sep 22
$81 total
Sep 21 - Sep 22
Total with taxes and fees
Super 8 by Wyndham Staunton
Seasons Inn & Suites Highland

Seasons Inn & Suites Highland

2.5 out of 5
20 Central Blvd, Highland, IL
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $100 total per night from Sep 10 to Sep 11
$100 total
Sep 10 - Sep 11
Total with taxes and fees
Seasons Inn & Suites Highland
Super 8 by Wyndham Greenville

Super 8 by Wyndham Greenville

2 out of 5
1700 State Route 127, Greenville, IL
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $75 total per night from Sep 16 to Sep 17
$75 total
Sep 16 - Sep 17
Total with taxes and fees
Super 8 by Wyndham Greenville
See all 25 properties in Old Ripley
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.

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Frequently asked questions

How much does an Old Ripley vacation package cost?
You'll find cheap prices from $315 on Expedia for your Old Ripley escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Old Ripley costs.
What are the cheapest months to go to Old Ripley?
If you'd like to book a cheap Old Ripley vacation package, consider planning a trip in January, March and December. You'll generally find lower prices on accommodations and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Old Ripley?
The ideal duration of your Old Ripley vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you enough time to tick off all the leading attractions and discover some hidden gems along the way.
How to find the best Old Ripley package deals?
Bagging a cheap Old Ripley package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Old Ripley package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Old Ripley vacation as a package?
You can enjoy significant savings on your next Old Ripley break by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Old Ripley?
Score incredible discounts by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Old Ripley vacation.
Does Expedia offer Book Now, Pay Later Old Ripley 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 offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Old Ripley break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.