Bloomington Vacations from $402

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The Latest Bloomington vacation packages

Price found within the past 48 hours. Click for updated prices.
SureStay Hotel by Best Western Manchester

SureStay Hotel by Best Western Manchester

2.5 out of 5
per person
Oct 23 - Oct 27
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Dubuque (DBQ)
7.4/10 Good! (430 reviews)
Good night sleep. Very clean and comfortable.

Reviewed on Jul 27, 2025

Cobblestone Inn & Suites – Manchester

Cobblestone Inn & Suites – Manchester

3.5 out of 5
per person
Oct 23 - Oct 27
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Dubuque (DBQ)
9/10 Wonderful! (283 reviews)
I really like this place. First time staying at cobblestone. If I had to complain about anything, I guess they could’ve had bigger coffee cups.

Reviewed on Aug 7, 2025

Best Rest Inn & Suites

Best Rest Inn & Suites

2.5 out of 5
per person
Oct 23 - Oct 27
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Dubuque (DBQ)
6/10 (39 reviews)
No Breakfast, no Coffe

Reviewed on May 18, 2025

Hotel Galena

Hotel Galena

2 out of 5
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Dubuque (DBQ)
9.8/10 Exceptional! (194 reviews)
We loved our stay at this boutique hotel. It is within walking distance of downtown Galena. The staff was friendly and helpful with accommodations and recommendations.

Reviewed on Aug 6, 2025

Hilton Garden Inn Dubuque Downtown

Hilton Garden Inn Dubuque Downtown

3 out of 5
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Dubuque (DBQ)
8.8/10 Excellent! (1,000 reviews)
Not impressed with the desk staff, felt like we were a bother. Cleaning staff were very friendly and helpful.

Reviewed on Jul 15, 2025

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Bloomington Hotel Deals

Waterfront Hotel

Waterfront Hotel

3 out of 5
113 S Main St, Prairie Du Chien, WI
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $140 total per night from Aug 14 to Aug 15
$140 total
Aug 14 - Aug 15
Total includes taxes and fees
9.2/10 Wonderful! (778 reviews)
"Great place to stay for an overnight! Love the fact that the restaurant is right there!"

Reviewed on Aug 6, 2025

Waterfront Hotel
Windsor Place Inn

Windsor Place Inn

2 out of 5
1936 Marquette Road South, Prairie Du Chien, WI
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $57 total per night from Aug 17 to Aug 18
$57 total
Aug 17 - Aug 18
Total includes taxes and fees
8.2/10 Very Good! (950 reviews)
"Comfortable beds and very accommodating..needed handicap room and was very easy to get them in and out and to use bathroom."

Reviewed on Aug 10, 2025

Windsor Place Inn
Holiday Inn Express and Suites-Platteville by IHG

Holiday Inn Express and Suites-Platteville by IHG

2.5 out of 5
55 S ELM ST, Platteville, WI
Fully refundable
$112 nightly
The price is $124 total per night from Sep 2 to Sep 3
$124 total
Sep 2 - Sep 3
Total includes taxes and fees
9.6/10 Exceptional! (537 reviews)
"great beds,very clean,very good breakfast! Wish you had a hot tub."

Reviewed on Aug 11, 2025

Holiday Inn Express and Suites-Platteville by IHG
See all 129 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 excellent value package deals from $402 on Expedia, you'll be pleasantly surprised at how much a vacation to Bloomington costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Bloomington?
If you're hoping to book a cheap Bloomington vacation package, consider planning a trip in February, October and December. You'll generally find better prices on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Bloomington?
The ideal length of your Bloomington vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to visit all the major attractions and explore some hidden spots along the way.
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 apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Bloomington package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Bloomington escape off to a flying start.
Is it cheaper to book a Bloomington vacation as a package?
You can enjoy significant savings on your Bloomington retreat by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Bloomington?
If you're planning a spur-of-the-moment Bloomington adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Bloomington vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the big 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 spread the cost of your Bloomington break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap 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.