Winthrop Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Ready to book your vacation to Winthrop?

 

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Winthrop Hotel Deals

Cobblestone Inn & Suites – Manchester

Cobblestone Inn & Suites – Manchester

3.5 out of 5
1210 Commercial Court, Manchester, IA
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Aug 10 to Aug 11
CA $155
CA $175 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (282 reviews)
"Hotel is clean and staff was very welcoming!"

Reviewed on Jul. 25, 2025

Cobblestone Inn & Suites – Manchester
SureStay Hotel by Best Western Manchester

SureStay Hotel by Best Western Manchester

2.5 out of 5
1020 W Main St, Manchester, IA
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Aug 12 to Aug 13
CA $116
CA $130 total
Aug 12 - Aug 13
includes taxes & fees
7.2/10 Good! (430 reviews)
"Good night sleep. Very clean and comfortable."

Reviewed on Jul. 27, 2025

SureStay Hotel by Best Western Manchester
Cornerstone Inn & Suites

Cornerstone Inn & Suites

2.5 out of 5
421 Rock Island Road, Oelwein, IA
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Aug 7 to Aug 8
CA $111
CA $124 total
Aug 7 - Aug 8
includes taxes & fees
9/10 Wonderful! (423 reviews)
"No complaints"

Reviewed on Aug. 1, 2025

Cornerstone Inn & Suites
See all 61 properties in Winthrop
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.
All Inclusive Vacations
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Frequently asked questions

How much does a Winthrop vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Winthrop costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Winthrop?
January, February and November are the best times to search for cheap Winthrop vacation packages. Travelling in less busy periods means you can typically find lower prices on hotels and flights.
How many days is enough for Winthrop?
With a well-organized schedule, you can easily hit the main Winthrop sights in a few days. But if you want to explore off the beaten track or go on day tours, think about booking your Winthrop vacation for longer.
How to find the best Winthrop package deals?
Finding a cheap Winthrop package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most economical Winthrop package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Winthrop vacation as a package?
You can enjoy significant savings on your Winthrop break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winthrop?
If you're considering an impromptu Winthrop getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Winthrop?

  1. Choose your dates: The things you want to do in Winthrop and your preferred season can help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and flights. Your accommodations will probably be the biggest expense during your trip to Winthrop.
  3. Decide how many days away: Start by making a list of all the sights and activities you want to get to in Winthrop. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, book the right Winthrop vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.