Bloomington Vacations

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  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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 SARĀ 413 per night from Aug 18 to Aug 19
SARĀ 413
SARĀ 480 total
18 Aug - 19 Aug
includes taxes & fees
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 SARĀ 459 per night from Aug 20 to Aug 21
SARĀ 459
SARĀ 537 total
20 Aug - 21 Aug
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Staff are always nice. I think the breakfast can be revamped some. Its very confusing on how it works. Some times its buffet style while others you may have to order off a menu. Maybe try to make it one way or the other. But everything else was great. Thanks"

Reviewed on 23 July 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 SARĀ 567 per night from Jul 26 to Jul 27
SARĀ 567
SARĀ 641 total
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very Good! (933 reviews)
"we were bert comfortable"

Reviewed on 22 July 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?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Bloomington costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Bloomington?
If you're looking to score a cheap Bloomington vacation package, consider visiting in January, February and March. You'll usually find lower rates on hotels and flights during these months ā€” ideal for a budget-friendly getaway.
How to find the best Bloomington package deals?
Start your search for a Bloomington package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Bloomington package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Bloomington adventure underway.
Is it cheaper to book a Bloomington vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Bloomington getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Bloomington?
If you're considering a spur-of-the-moment Bloomington vacation, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Bloomington?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Bloomington.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you should consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Bloomington.
  3. Work out your trip length: Think about how much time you want to spend exploring Bloomington. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the right Bloomington vacation package for you.