Cromwell Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Cromwell

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! (1,195 reviews)
"Very well maintained and quiet. Friendly staff great breakfast"

Reviewed on 29 Jul, 2025

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Van Buren Hotel
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! (1,008 reviews)
"This was our 3rd stay and we will always return. Wouldn’t dream of staying anywhere else when we come to Shipshewana."

Reviewed on 1 Aug, 2025

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Farmstead Inn & Conference Center
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! (1,360 reviews)
"Staff was very friendly and helpful. Very clean and probably the best pillows that I have ever slept on. Can't beat the breakfast buffet"

Reviewed on 2 Aug, 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 holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday 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 holiday packages and you could land some excellent off-season deals.
How many days is enough for Cromwell?
With a well-organised 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 holiday 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 holiday package as early as possible.
Is it cheaper to book a Cromwell holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and stays separately. Better still, you can customise 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 holiday 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, favourite 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.