Bloomington Holidays

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    Better together
    Save up to S$134 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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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Bloomington

Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is S$170 per night from 9 Jul to 10 Jul
S$170
9 Jul - 10 Jul
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Good"

Reviewed on 10 Jun, 2025

Hampton Inn & Suites Poughkeepsie
Beekman Arms Hotel
Beekman Arms Hotel
3.5 out of 5
6387 MILL ST, Rhinebeck, NY
The price is S$231 per night from 16 Jun to 17 Jun
S$231
16 Jun - 17 Jun
includes taxes & fees
8.2/10 Very Good! (710 reviews)
"Very convenient place to stay, the grounds are beautiful, didn't receive clear directions to find our room, but enjoyed being there."

Reviewed on 9 Jun, 2025

Beekman Arms Hotel
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is S$234 per night from 29 Jun to 30 Jun
S$234
29 Jun - 30 Jun
includes taxes & fees
9.6/10 Exceptional! (336 reviews)
"Great"

Reviewed on 4 Jun, 2025

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 1,362 properties in Bloomington
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 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.