Bloomington Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Bloomington Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
OYO Times Square
Manhattan
S$1,418
per person
22 Sept - 25 Sept
found 20 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
6.8/10 (2,037 reviews)
Amazing location for anyone wanting to see broadway shows! Right in times Square and just a few steps away from the TKTS discount booth!
Reviewed on 9 Aug, 2026
Top hotels in Bloomington
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
S$156
20 Aug - 21 Aug
includes taxes & fees
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
S$177
11 Aug - 12 Aug
includes taxes & fees
8.2/10 Very good! (962 reviews)
"The toilet seat in the bathroom was the height of a toddler seat. Extremely uncomfortable and difficult to use. It is not a normal toilet for adults and should be changed. otherwise, the room was dowdy, but comfortable enough."
Reviewed on 9 Aug, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
S$115
9 Sept - 10 Sept
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
"Poor customer service at the front desk."
Reviewed on 9 Aug, 2026
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 Bloomington holiday package cost?
You'll find cheap prices from S$1,040 on Expedia for your Bloomington getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Bloomington costs.
What are the cheapest months to go to Bloomington?
You can typically find lower rates and greater availability in January, February and March. Check out our cheap Bloomington holiday packages and you could get some great off-season discounts.
How many days is enough for Bloomington?
With a well-organised travel plan, you can easily visit the top Bloomington sights in a few days. But if you prefer to explore off the beaten track or go on day trips, think about booking your Bloomington holiday for longer.
How to find the best Bloomington package deals?
Use Expedia's filter tool to help you find some fabulous Bloomington package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Bloomington package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as early as possible.
Is it cheaper to book a Bloomington holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalised Bloomington holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Bloomington?
If you've got your Bloomington travel dates finalized, book early to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Bloomington?
- Choose when to get away: Check your calendar and get your bags packed. Your preferred season and the type of activities available will also help you decide when to escape to Bloomington.
- Budget wisely: Besides the cost of your stay, you should consider other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that may arise during your trip to Bloomington.
- Work out your trip length: Consider how much time you'd like to spend exploring Bloomington. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
- Combine your accommodation and airfare: After you've settled on your travel dates and duration, book the ideal Bloomington holiday package for you.
* 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.
