Sherrill Vacations from $791

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Your Sherrill Vacation

Pick a Sherrill vacation package and you can prioritize what matters — having fun. There's no more planning stresses, just more free time to discover the charms of this interesting city, such as its welcoming locals and family-friendly attractions. There's plenty to put on your itinerary during a trip to Sherrill, starting with leading attractions such as Whispering Bluffs Winery and National Brewery Museum. Expedia can help you escape your routine. Tailor your vacation to Sherrill to suit your style of travel, whatever that may be.

The Latest Sherrill vacation packages

Price found within the past 48 hours. Click for updated prices.
Chestnut Mountain Resort

Chestnut Mountain Resort

3 out of 5
per person
Sep 19 - Sep 21
found 23 hours ago
Roundtrip non-stop flight included
Houston (HOU) 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

Hotel Galena

Hotel Galena

2 out of 5
per person
Sep 19 - Sep 21
found 23 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Dubuque (DBQ)
9.8/10 Exceptional! (194 reviews)
Denise was very nice checking us in. Nate was in touch for anything. Great place! The bed was very comfortable!

Reviewed on Aug 17, 2025

Rivers Edge

Rivers Edge

2.5 out of 5
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Dubuque (DBQ)
10/10 Exceptional! (3 reviews)
it was so peaceful loved our stay

Reviewed on Apr 26, 2025

Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
per person
Sep 19 - Sep 21
found 23 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Dubuque (DBQ)
9.4/10 Exceptional! (1,157 reviews)
The property is nicely renovated but the suite’s furniture is stiff and uncomfortable. Also the air vent is situated so it blew cold air directly at the bed. We really loved that they provide a great free hot breakfast… in the Irish pub that has music in the evening, offers a nice dinner menu and a great selection of beer.

Reviewed on Aug 18, 2025

Country Inn & Suites by Radisson, Galena, IL

Country Inn & Suites by Radisson, Galena, IL

2.5 out of 5
per person
Sep 19 - Sep 21
found 23 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Dubuque (DBQ)
9.4/10 Exceptional! (1,005 reviews)
My grandson and I had a great time in the pool, especially zooming down the slide! Very convenient to both downtown Galena and Dubuque.

Reviewed on Aug 12, 2025

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Sherrill Hotel Deals

Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr, Galena, IL
Fully refundable
$98 nightly
The price is $109 total per night from Aug 24 to Aug 25
$109 total
Aug 24 - Aug 25
Total includes taxes and fees
9.2/10 Wonderful! (1,211 reviews)
"Staff was very friendly, breakfast was great and the room was perfect. The location is easy to get to from the Main Street. It was a birthday get away for my husband and we loved it."

Reviewed on Aug 15, 2025

Stoney Creek Inn Galena
Grand Harbor Resort and Waterpark

Grand Harbor Resort and Waterpark

3.5 out of 5
350 Bell St, Dubuque, IA
$202 nightly
The price is $223 total per night from Aug 19 to Aug 20
$223 total
Aug 19 - Aug 20
Total includes taxes and fees
7.8/10 Good! (1,003 reviews)
"Lovely place for creating great memories for family!"

Reviewed on Aug 17, 2025

Grand Harbor Resort and Waterpark
Irish Cottage Inn & Suites

Irish Cottage Inn & Suites

3.5 out of 5
9853 US-20, Galena, IL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Aug 25 to Aug 26
$141 total
Aug 25 - Aug 26
Total includes taxes and fees
9.4/10 Exceptional! (1,167 reviews)
"Loved the Irish theme"

Reviewed on Aug 17, 2025

Irish Cottage Inn & Suites
See all 347 properties in Sherrill
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 Sherrill vacation package cost?
You'll find cheap prices from $791 on Expedia for your Sherrill escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Sherrill costs.
What are the cheapest months to go to Sherrill?
You can typically find reduced prices and better availability in January, June and December. Check out our cheap Sherrill vacation packages and you could land some great off-season deals.
How many days is enough for Sherrill?
The ideal duration for your Sherrill vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to go to all the major sights and discover some hidden treasures along the way.
How to find the best Sherrill package deals?
Use Expedia's filters to find some great Sherrill package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Sherrill package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Sherrill vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations individually. Better still, you can tailor your Sherrill getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Sherrill?
If you're considering a spur-of-the-moment Sherrill trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Sherrill vacation packages?
Set off on your dream escape to Sherrill with help from our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until the next payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.