Cromwell Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Find the Best Cromwell Vacation Packages

Cromwell Hotel Deals

Farmstead Inn & Conference Center
Farmstead Inn & Conference Center
2.5 out of 5
370 S Van Buren St, Shipshewana, IN
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (1,009 reviews)
"Very clean and they had a wonderful breakfast team!! All so very friendly and helpful!!"

Reviewed on Jun 24, 2025

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Farmstead Inn & Conference Center
Van Buren Hotel
Van Buren Hotel
2.5 out of 5
1175 Van Buren Street, Shipshewana, IN
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,180 reviews)
Kay
"Hotel was clean quite staff all very friendly and helpful location was good"

Reviewed on Jun 26, 2025

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Van Buren Hotel
Blue Gate Garden Inn
Blue Gate Garden Inn
2.5 out of 5
800 South Van Buren Street, Shipshewana, IN
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,330 reviews)
"Great place"

Reviewed on Jun 22, 2025

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Blue Gate Garden Inn
See all 330 properties in Cromwell
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.

Frequently asked questions

How much does a Cromwell vacation package cost?
You can grab a vacation package to this destination on Expedia. But how much your vacation to Cromwell costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Cromwell?
You're likely to find lower prices and better availability in January, February and November. Take a look at our cheap Cromwell vacation packages and you could land some excellent off-season deals.
How many days is enough for Cromwell?
With a well-organized travel plan, you can easily tick off the main Cromwell attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day trips, consider booking your Cromwell vacation for longer.
How to find the best Cromwell package deals?
Use Expedia's handy filters to help you find some of the best Cromwell package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Cromwell package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Cromwell vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays separately. Better still, you can customize your Cromwell getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cromwell?
If you've got your Cromwell travel dates locked in, book as early as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Cromwell?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to visit Cromwell.
  2. Set your budget: Consider costs like flights, meals and transportation when calculating how much to set aside for your trip to Cromwell. Then, choose a hotel that suits your budget, whether that's a wallet-friendly option or a high-end retreat.
  3. Decide your trip length: Consider how much time you want to spend exploring Cromwell. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Cromwell vacation package that brings all your bookings together.

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