Cromwell Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Cromwell

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
The price is S$166 per night from 8 Dec to 9 Dec
S$166
includes taxes & fees
8 Dec - 9 Dec
9.4/10 Exceptional! (1,249 reviews)
"Great location next to theatre. Nice community area to play games in the evening"

Reviewed on 24 Nov,2024

Blue Gate Garden Inn
Farmstead Inn & Conference Center
Farmstead Inn & Conference Center
2.5 out of 5
370 S Van Buren St, Shipshewana, IN
The price is S$198 per night from 1 Dec to 2 Dec
S$198
includes taxes & fees
1 Dec - 2 Dec
9.6/10 Exceptional! (1,005 reviews)
"This is one of our favorite hotels in the area. It is beautiful inside and has so many cozy sitting areas. The recreational areas are amazing for both young and old alike. The only thing that may improve this property is proper pressure washing services on the sidewalks."

Reviewed on 24 Nov,2024

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
The price is S$131 per night from 1 Dec to 2 Dec
S$131
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (1,072 reviews)
"I was in for a quick stay and the beds were cozy, the room was big, and the breakfast was good. Definitely would stay again"

Reviewed on 26 Nov,2024

Van Buren Hotel
See all 296 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?
From as little as , you can tailor your Cromwell package the way you want. Simply combine flights, hotels and car rentals and we’ll reward you with discounts.
How do I get a cheap travel package to Cromwell?
Our Cromwell holiday packages mean plenty of savings for the savvy traveller. For the best deal, simply bundle your flights, hotels and extras (including tours) into a budget-friendly package. But low prices are just the beginning of your next unforgettable adventure. Book with Expedia and you’ll have more than 550 air carriers and 1,000,000 properties around the globe to choose from. No matter your budget, there’s a package that’s perfect for you.
How far in advance should I book my Cromwell holiday?
Reward yourself with the biggest variety and the cheapest prices by booking your Cromwell adventure early. Air carriers usually advertise flights around a year before departure, so start locking things in as soon as possible. That said, Expedia is dedicated to providing you with the best deals around, so it’s never a bad time to book your dream holiday!
What does an Expedia Cromwell travel package include?
Travel packages include hotels, flights and rental cars, but you can combine any of them to create your perfect Cromwell escape. You can also add on a few activities and tours once you’ve made your booking. You’re in the driver’s seat! When you bundle your bookings with Expedia, you’ll enjoy discounts you won’t find anywhere else.
What should I know before booking a Cromwell travel package?
You’ll save plenty with an Expedia travel package. Bundle your flights, rental cars and hotels and be rewarded with fabulous discounts. You’re not restricted to hotels, however. Book with us and choose from island resorts, city apartments and even houseboats and castles!
Can I choose my airline with a Cromwell Expedia holiday package?
You sure can. Expedia has access to more than 550 airline partners across the globe, so fly with the carrier that’s a good fit for your budget and travelling style.
If I'm not able to travel, can I cancel my Cromwell holiday package?
It’s good to know that you can cancel your Cromwell booking if your plans have been upended. Whether you’ll incur a penalty or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

* 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.