Bloomington Vacations from $303

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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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $574, price is now $303 per person
$303
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
18.4/10 Exceptional! (1,003 reviews)
clean room, ample parking

Reviewed on Nov 10, 2025

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was $1,755, price is now $878 per person
$878
per person
Feb 12 - Feb 15
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
17.2/10 Exceptional! (2,613 reviews)
everything was good i will be back

Reviewed on Nov 16, 2025

Fouquet's New York

Fouquet's New York

5 out of 5
Manhattan
Price was $1,556, price is now $818 per person
$818
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
19.2/10 Exceptional! (60 reviews)
Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.

Reviewed on Oct 10, 2025

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was $606, price is now $335 per person
$335
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
16.8/10 Exceptional! (1,508 reviews)
The room was OK, but I was charged a deposit prior to check in

Reviewed on Nov 16, 2025

Pendry Natirar

Pendry Natirar

5 out of 5
Price was $2,136, price is now $1,198 per person
$1,198
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
19.6/10 Exceptional! (7 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on Jun 13, 2025

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Bloomington Hotel Deals

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $118 total per night from Dec 1 to Dec 2
$118 total
Dec 1 - Dec 2
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
The room was great—clean. The restaurant was great—the food was tasty. The staff was exemplary. I would definitely stay here again.

Reviewed on Nov 11, 2025

Best Western Plus Kingston Hotel And Conference Center
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
$99 nightly
The price is $115 total per night from Nov 29 to Nov 30
$115 total
Nov 29 - Nov 30
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Easy che kin nice, newly refurbished rooms.

Reviewed on Nov 13, 2025

Hampton Inn & Suites Poughkeepsie
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Nov 23 to Nov 24
$99 total
Nov 23 - Nov 24
Total with taxes and fees
7.6/10 Good! (924 reviews)
Very clean and modern hotel for the price. Safe area, very comfortable beds, large rooms. Stayed here before and forgot, when we pulled up we were excited. We remembered how great it was! Definitely would stay again. Not far from New Paltz so a great choice if closer hotels are booked. Worth the ...

Reviewed on Nov 14, 2025

SureStay Plus Hotel by Best Western Highland Poughkeepsie
See all 1,356 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.

Find the Best Bloomington Vacation Packages

Bloomington Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Ulster Performing Arts Center, Kingston Point Beach and Walnut Beach

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Frequently asked questions

How much does a Bloomington vacation package cost?
You'll find cheap prices from $303 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.