Bloomington Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

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

    Plan, book, and manage your trip all in one place

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.

Top Bloomington vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 14 - Jan 18

    The William Hotel Midtown, New York + Flight

    Manhattan
    4 nights
    3.5 star property
    9.4/10 - Exceptional (293 reviews)
    "The bath towel shelf in the shower was so high up, I had to stand on my tippy toes to grab a towel and I’m 5ft 5in. Likewise, the little mirror by the entry door was hung at a height for a 6 foot man to check his hair. The pillows felt like swim floaties. Great location though. And no smartly situated outlets for recharging phone and laptop."
    Reviewed November 4, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $1,457
    CA $954
    per traveller
    found 1 day ago
    The William Hotel Midtown, New York
  • Jan 14 - Jan 18

    JW Marriott Essex House New York + Flight

    Manhattan
    4 nights
    4.5 star property
    8.8/10 - Excellent (1,002 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $2,594
    CA $1,411
    per traveller
    found 1 day ago
    JW Marriott Essex House New York
  • Dec 11 - Dec 14

    Placemakr Wall Street + Flight

    Manhattan
    3 nights
    4.0 star property
    9.4/10 - Exceptional (1,155 reviews)
    "Great stay. Good location. I’d stay again"
    Reviewed November 5, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $2,344
    CA $1,487
    per traveller
    found 1 day ago
    Placemakr Wall Street
  • Dec 18 - Dec 22

    Hotel AKA NoMad + Flight

    Manhattan
    4 nights
    4.0 star property
    8.8/10 - Excellent (1,067 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    Save 100% on your flight
    CA $2,666
    CA $1,719
    per traveller
    found 1 day ago
    Hotel AKA NoMad
  • Jan 7 - Jan 10

    The Mark + Flight

    Manhattan
    3 nights
    5.0 star property
    9.6/10 - Exceptional (723 reviews)
    Roundtrip • Vancouver (YVR) - New York (JFK)
    YVR - JFK • 1 stop JFK - YVR • 1 stop
    CA $3,822
    CA $2,480
    per traveller
    found 1 day ago
    The Mark

Bloomington Hotel Deals

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 from CA $954 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 — ideal for a budget-friendly getaway.

How many days is enough for Bloomington?

With around 2 days, you'll have plenty of time to visit popular neighbourhoods such as Kingston Stockade District and Lincoln Park during your Bloomington vacation. Be sure to also add Kingston Rondout Visitor Centre and Senate House State Historic Site to your must-see list. Up for some more adventures? Consider venturing outside of Bloomington on day trips and tours.

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.

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