Jo Daviess County Holidays

Photo by Richard Remington

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Top destinations in Jo Daviess County

Historic Fort Apple River in Illinois, USA
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Apple River

Apple River

Jo Daviess County Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3 out of 5
Downtown Chicago
Price was S$2,686, price is now S$2,396 per person
S$2,396
per person
29 May - 31 May
just found
Return flight included
Singapore (SIN) to Chicago (ORD)
8.8/10 Excellent! (1,197 reviews)
Room was clean and everything was good. Front desk could be a little more friendly especially one of the afternoon girls.

Reviewed on 5 Mar, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was S$3,187, price is now S$2,412 per person
S$2,412
per person
29 May - 31 May
just found
Return flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Great location right off of Michigan Ave. They have a very good breakfast, that included almost everything you could want. It was very popular and packed with people. One negative, it felt like it was a cafeteria and not a relaxing place to sit down, relax and enjoy.

Reviewed on 9 Mar, 2026

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was S$2,970, price is now S$2,593 per person
S$2,593
per person
29 May - 31 May
just found
Return flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,993 reviews)
Friendly staff, very helpful and approachable. The rooms were clean and I pay attention to these things, the room was immaculate upon checkin. I appreciated the lovely in-room espresso machine too. Good breakfast from the onsite restaurant. There’s also coffee, donuts and bubble tea cafes right across Michigan ave. Close to the art institute, the orange and red lines, and more I am sure. Highly recommend the Arlo for your stay in downtown Chicago.

Reviewed on 9 Mar, 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

4.5 out of 5
Downtown Chicago
Price was S$2,896, price is now S$2,583 per person
S$2,583
per person
29 May - 31 May
just found
Return flight included
Singapore (SIN) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Check in was quick and easy, room was clean and spacious

Reviewed on 9 Mar, 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was S$2,908, price is now S$2,595 per person
S$2,595
per person
29 May - 31 May
just found
Return flight included
Singapore (SIN) to Chicago (ORD)
9/10 Wonderful! (3,285 reviews)
Great stay. Staff was slightly inattentive at times with requests for things to room.

Reviewed on 9 Mar, 2026

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Top hotels in Jo Daviess County

Wyndham Garden Galena Hotel & Day Spa

Wyndham Garden Galena Hotel & Day Spa

4 out of 5
11383 US Highway 20 Galena IL
Fully refundableReserve now, pay when you stay
The price is S$119 per night from 16 Mar to 17 Mar
S$119
16 Mar - 17 Mar
includes taxes & fees
9.4/10 Exceptional! (1,059 reviews)
Friendly, helpful staff. Pool area was great.

Reviewed on 10 Mar, 2026

Wyndham Garden Galena Hotel & Day Spa
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
9.4/10 Exceptional! (1,300 reviews)
Nice location if wanting to visit downtown Galena. Hotel has a shuttle that will take you there. Restaurant attached to the hotel had good food and drinks. Nightly entertainment was also good. Would stay there again when visiting the area.

Reviewed on 9 Mar, 2026

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Irish Cottage Inn & Suites
Stoney Creek Inn Galena

Stoney Creek Inn Galena

2 out of 5
940 Galena Square Dr Galena IL
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,333 reviews)
Convenient to downtown Galena. Pet friendly which is important for us. Clean and comfortable. The main disappointment was the breakfast. Should have been more options and a little better quality.

Reviewed on 8 Mar, 2026

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Stoney Creek Inn Galena
See all 634 properties in Jo Daviess County
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 Jo Daviess County holiday package cost?
From as low as S$2,396. Yes, you read that correctly. Our Jo Daviess County holiday packages are the quickest way to make your dollars go much further. Bundle your favourite flights, hotels and rental car and explore this top destination.
How do I get a cheap travel package to Jo Daviess County?
Combine your flight and hotel bookings, throw in extras such as activities, and save with a Jo Daviess County holiday package. You won't just enjoy superb discounts on your escape — you'll have plenty of choice within your reach too. When you book through Expedia, you'll have your pick of over 550 air carriers and 1,000,000 hotels worldwide. Your next grand adventure starts right here, right now!
What are the top hotels in Jo Daviess County?
For properties in Hanover with friendly service and cosy beds, you can't go past Ramada by Wyndham Galena Hotel and Day Spa and Stoney Creek Inn Galena. If you plan to visit Apple River as well, you'll get a solid night's sleep at Irish Cottage Inn & Suites or Country Inn & Suites by Radisson, Galena, IL.
How far in advance should I book my Jo Daviess County holiday?
While not all airlines advertise tickets early, you can normally compare international flights on Expedia up to a year in advance. This is when you'll nab some fantastic deals. If you're booking at the last minute, you might still be in luck. Low prices occasionally emerge just weeks before departure.
What does an Expedia Jo Daviess County travel package include?
Hotels, rental cars and flights, or any combination of them — it's totally up to you. Whether you're headed to Jo Daviess County on a family road trip or adventuring solo, there's a package to fit every style and budget. Once you've made your booking, why not add on a few activities?
What should I know before booking a Jo Daviess County travel package?
You'll save plenty with an Expedia travel package. Combine your flights, rental cars and hotels and enjoy fabulous discounts. You're not limited to hotels, though. We've got beachfront villas, chalets in the middle of mountains and even houseboats and castles!
Can I choose my airline with a Jo Daviess County Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Jo Daviess County holiday package?
If your holiday plans in Jo Daviess County have been upended, it's a relief to know that it's possible to cancel or amend your booking. If you booked within the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose fees. To learn more, visit our Customer Service Portal.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.