Bloomington Vacation Packages

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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.

Top Bloomington Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,283, price is now CA $783 per person
CA $783
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,239 reviews)
The biggest issue is the smell. I understand it’s an old building, so it has that typical old, musty smell. The room has only one window, and the AC unit is installed in it, so very little natural light comes in. On top of that, the room smells like weed smoke coming through one of the vents.

Reviewed on Jul 5, 2026

Echo Valley Cottages

Echo Valley Cottages

3 out of 5
Price was CA $1,761, price is now CA $1,064 per person
CA $1,064
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.6/10 Excellent! (62 reviews)
The place was very clean and the manager was excellent. Definitely would go back.

Reviewed on Jun 25, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $4,519, price is now CA $2,841 per person
CA $2,841
per person
Aug 21 - Aug 25
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $14,977, price is now CA $9,489 per person
CA $9,489
per person
Aug 16 - Aug 22
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,463, price is now CA $932 per person
CA $932
per person
Aug 21 - Aug 25
found 17 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Room has air conditioning and it’s cleaned daily.

Reviewed on Jul 5, 2026

Ready to book your vacation to Bloomington?

 

Choose your dates

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 CA $158 per night from Jul 20 to Jul 21
CA $158
CA $183 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"A clean room.Great staff.Great breakfast.👌"

Reviewed on Jul 6, 2026

Hyatt Place Poughkeepsie / Hudson Valley
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
7.4/10 Good! (1,004 reviews)
"This hotel is in bad shape and dirty. Room was dirty, coffee maker was dirty and supplies incomplete, no towels were in the room and the comforter on the bed was horrible. Staff was not able to handle the complaints and it seemed that they were short staffed and unable to handle the customers or ..."

Reviewed on Jul 6, 2026

Get rates
Best Western Plus Kingston Hotel And Conference Center
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
The price is CA $288 per night from Jul 20 to Jul 21
CA $288
CA $379 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (524 reviews)
"I booked this vacation on Expedia and on arrival check-in was quick and smooth. Everyone was very helpful. I liked the casual decor of the place and our interactions with the staff, along with their professionalism,. The airstreams are a perfectly sized and clean with all the appropriate memories ..."

Reviewed on Jul 6, 2026

AutoCamp Catskills
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.
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Frequently asked questions

How much does a Bloomington vacation package cost?
Offering great value package deals from CA $783 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.

Explore a world of travel with Expedia

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