Bloomington Vacations from $492

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Your Bloomington Vacation

Say farewell to the hassle of planning and hello to a Bloomington vacation package. With the finer details organized before you leave, you can focus on discovering the best of this city, starting with Kingston Stockade District, which is great for families, festivals and markets. Make your trip to Bloomington even more fun by going sightseeing. Ulster Performing Arts Center, Esopus Creek and Senate House State Historic Site are some of the leading attractions worth exploring. No matter your travel plans or budget, putting together the ultimate tailored Bloomington vacation is a walk in the park with Expedia.

The Latest Bloomington vacation packages

Price found within the past 48 hours. Click for updated prices.
Harpoon House
Sound View Greenport
Dream Downtown, by Hyatt
The Harbor Front Inn
1 Hotel Central Park
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Bloomington Hotel Deals

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
$114 nightly
The price is $132 total per night from Aug 17 to Aug 18
$132 total
Aug 17 - Aug 18
Total includes taxes and fees
8.6/10 Excellent! (1,004 reviews)
"The bathroom needed some work. The edges and corners have a lot of dirt build up"

Reviewed on Aug 3, 2025

Holiday Inn Express Poughkeepsie by IHG
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2 out of 5
7 Terwilliger Ln, New Paltz, NY
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $106 total per night from Aug 24 to Aug 25
$106 total
Aug 24 - Aug 25
Total includes taxes and fees
8.6/10 Excellent! (1,005 reviews)
Nice but Noisy
"The hotel is clean and the staff friendly, but I had such a hard time sleeping because the property is right next to the highway, and you can hear every car that passes. God forbid a truck should blaze through."

Reviewed on Aug 7, 2025

Americas Best Value Inn New Paltz
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
2702 Main St, Gardiner, NY
$1,041 nightly
The price is $1,166 total per night from Sep 1 to Sep 2
$1,166 total
Sep 1 - Sep 2
Total includes taxes and fees
9.4/10 Exceptional! (51 reviews)
"Such a dreamy escape. The staff is excellent, friendly, and always ready to help. The rooms are serene and comfortable. Amazing spa and spa staff. Restaurant is also top-notch"

Reviewed on May 15, 2025

Wildflower Farms, Auberge Resorts Collection
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.

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Frequently asked questions

How much does a Bloomington vacation package cost?
You'll find cheap prices from $492 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?
November, December and January are great times to search for cheap Bloomington vacation packages. Choosing to travel in less busy months means you can generally find better prices on accommodations and flights.
How many days is enough for Bloomington?
Typically, a handful of days is enough to check out the main attractions during your Bloomington vacation. But if you'd like to have more time to kick back or go on day trips, think about extending your itinerary.
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.
Does Expedia offer Book Now, Pay Later Bloomington vacation packages?
If you're anything like us, you love traveling but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Bloomington break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.