Osterdock Vacations from $640

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The Latest Osterdock vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Rest Inn & Suites

Best Rest Inn & Suites

2.5 out of 5
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) 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

Chestnut Mountain Resort

Chestnut Mountain Resort

3 out of 5
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Dubuque (DBQ)
8.4/10 Very Good! (1,004 reviews)
Beautiful resort, helped me with last minute booking and everything went smoothly

Reviewed on Aug 11, 2025

Country Inn & Suites by Radisson, Galena, IL

Country Inn & Suites by Radisson, Galena, IL

2.5 out of 5
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Dubuque (DBQ)
9.4/10 Exceptional! (1,005 reviews)
Convenience was great Staff was great

Reviewed on Aug 7, 2025

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Osterdock Hotel Deals

Super 8 by Wyndham Dyersville near Field of Dreams

Super 8 by Wyndham Dyersville near Field of Dreams

2.5 out of 5
925 15th Ave SE, 1/2 Blk N & E of Hwys 20 & 136, Dyersville, IA
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $87 total per night from Aug 18 to Aug 19
$87 total
Aug 18 - Aug 19
Total includes taxes and fees
8.2/10 Very Good! (667 reviews)
"Breakfast was limited"

Reviewed on Aug 9, 2025

Super 8 by Wyndham Dyersville near Field of Dreams
Colonial Inn Dyersville

Colonial Inn Dyersville

2 out of 5
1110 9th Street SE, Dyersville, IA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $77 total per night from Aug 13 to Aug 14
$77 total
Aug 13 - Aug 14
Total includes taxes and fees
7/10 Good! (161 reviews)
"Property was old school with a regular key to get in. It was convenient for us since the boys were playing baseball around the area"

Reviewed on Aug 2, 2025

Colonial Inn Dyersville
Eagle View Motel & Retreat

Eagle View Motel & Retreat

2.5 out of 5
115 Acre St, Guttenberg, IA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Aug 13 to Aug 14
$99 total
Aug 13 - Aug 14
Total includes taxes and fees
9.4/10 Exceptional! (134 reviews)
"Excellent"

Reviewed on Aug 5, 2025

Eagle View Motel & Retreat
See all 75 properties in Osterdock
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 an Osterdock vacation package cost?
You can pick up a vacation package to this destination from $640 on Expedia. But how much your vacation to Osterdock costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Osterdock?
February, November and December are great times to search for cheap Osterdock vacation packages. Choosing to travel in less busy months means you can typically find better prices on hotels and flights.
How many days is enough for Osterdock?
Usually, a handful of days is enough to visit the top sights during your Osterdock vacation. But if you want to have time to unwind or go on day tours, consider extending your trip.
How to find the best Osterdock package deals?
Begin your search for an Osterdock package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Osterdock package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Osterdock escape off to a flying start.
Is it cheaper to book an Osterdock vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still get the freedom to create a tailored Osterdock vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Osterdock?
Land incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Osterdock vacation.
Does Expedia offer Book Now, Pay Later Osterdock vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Osterdock trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.