Bloomington Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
East Norwich Inn
CA $966
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very good! (1,809 reviews)
I arrived around 10 PM, but nobody was at the front desk. I rang the bell three times, and after about 5 minutes, a man showed up. He was unfriendly, and acted like he was angry.
Reviewed on Oct 10, 2026
Ink 48 Hotel
Manhattan
CA $1,485
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (1,777 reviews)
They charged almost 100 additional to what I paid on Expedia for "amenities" when I asked what that included they said sheets, towels, wifi things like that. There was no free water in the room or a coffee maker. They did have bottled water for 10 bucks. There wasn't even a view and it was in an extremely noisy section. There was banging and yelling at all hours. I would highly recommend you steer clear of this hotel
Reviewed on Oct 10, 2026
Ready to book your vacation to Bloomington?
Bloomington Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
CA $134
CA $156 total
Nov 9 - Nov 10
includes taxes & fees
9/10 Wonderful! (1,112 reviews)
"Guest room was designed well. Very clean. Comfortable bed. Great shower, strong pressure, like a massage. Breakfast was excellent , fresh and hot. Will be back"
Reviewed on Oct 10, 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
CA $217
CA $245 total
Nov 9 - Nov 10
includes taxes & fees
8.2/10 Very good! (1,010 reviews)
"This was my first time at this property. My room was not in the Beekman Arms but in its sister property a few blocks away. The room was large and nicely decorated, it was very clean and the bed was comfortable. The bathroom was very nice and soap, shampoo and towels were supplied in abundance. Breakfast ..."
Reviewed on Oct 10, 2026
Courtyard by Marriott Kingston
500 Frank Sottile Blvd Kingston NY
Fully refundableReserve now, pay when you stay
CA $181
CA $202 total
Nov 8 - Nov 9
includes taxes & fees
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 $966 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?
- 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.
- 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.
- 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.
- 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.
