Bloomington Vacations

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Find the Best Bloomington Vacation Packages

Bloomington Hotel Deals

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is ₩162,569 per night from Aug 4 to Aug 5
₩162,569
₩188,783 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"The staff was very kind! Breakfast was delicious and had a good selection of fresh foods. the room was clean and spacious. The dinner food from the menu was fine but nothing special. There's also not much convenient to the hotel if you want to go out."

Reviewed on Jul 23, 2026

Hyatt Place Poughkeepsie / Hudson Valley
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is ₩172,885 per night from Aug 4 to Aug 5
₩172,885
₩202,491 total
Aug 4 - Aug 5
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"My daughter was attending the CIA Worldstride event. We drove in from Chicago and stayed there too. Our room had an amazing view of the bridge and the hotel was clean and beautiful. We felt so comfortable staying there. The staff was amazing. I left my makeup bag that contained my glasses on the ..."

Reviewed on Jul 23, 2026

DoubleTree by Hilton Poughkeepsie Convention Center
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
The price is ₩223,237 per night from Jul 26 to Jul 27
₩223,237
₩252,529 total
Jul 26 - Jul 27
includes taxes & fees
8.2/10 Very Good! (933 reviews)
"we were bert comfortable"

Reviewed on Jul 22, 2026

Beekman Arms and Delamater Inn
See all 1,352 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 vacation 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 vacation 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 vacation packages and you could get some great off-season discounts.
How many days is enough for Bloomington?
With a well-organized 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 vacation 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 vacation package as early as possible.
Is it cheaper to book a Bloomington vacation as a package?
Expedia vacation 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 personalized Bloomington vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation 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 accommodations and airfare: After you've settled on your travel dates and duration, book the ideal Bloomington vacation package for you.

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