Valparaiso Holidays

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Top Flight + Hotel Deals in Valparaiso

Price found within the past 48 hours. Click for updated prices.
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

Kenwood
€708
per person
18 Nov - 22 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
7/10 Good! (1,015 reviews)
Clean rooms with double door security.

Reviewed on 4 Sept 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
€1,257
per person
26 Oct - 30 Oct
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
The hotel was so amazing for us. Staff was accommodating and helped us immensely. The restaurant for breakfast and the roof top wil keep you coming back. We will try to stay there as much as we can while in Chicago.. Lester and Luis at the restaurants need a bonus. They kept the breakfast crowd well organized.

Reviewed on 4 Sept 2026

Arlo Chicago

Arlo Chicago

Downtown Chicago
€874
per person
18 Nov - 22 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,321 reviews)
Everything that my wife and I experienced at this hotel was excellent. The staff , location , food ,drinks made our stay memorable. We highly recommend and will definitely be back.!!

Reviewed on 5 Sept 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

Downtown Chicago
€844
per person
18 Nov - 22 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,479 reviews)
Extremely clean,

Reviewed on 4 Sept 2026

The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
€2,013
per person
26 Oct - 30 Oct
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,013 reviews)

Top hotels in Valparaiso

Tru By Hilton Valparaiso

Tru By Hilton Valparaiso

960 Morthland Drive Valparaiso IN
Fully refundableReserve now, pay when you stay
€126
17 Sept - 18 Sept
includes taxes & fees
9.4/10 Exceptional! (33 reviews)
"Overall the place was beautiful refreshing clean love the art decors. Color s where beautiful. Just love the place really good hotel to stay in. Also affordable."

Reviewed on 2 Sept 2026

Tru By Hilton Valparaiso
Country Inn & Suites by Radisson, Valparaiso, IN

Country Inn & Suites by Radisson, Valparaiso, IN

2020 Laporte Ave Valparaiso IN
Fully refundable
€135
7 Sept - 8 Sept
includes taxes & fees
Country Inn & Suites by Radisson, Valparaiso, IN
Holiday Inn Express Valparaiso by IHG

Holiday Inn Express Valparaiso by IHG

1251 Silhavy Rd Valparaiso IN
Fully refundable
€138
6 Oct - 7 Oct
includes taxes & fees
Holiday Inn Express Valparaiso by IHG
See all 1,257 properties in Valparaiso
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.

Stay near popular Valparaiso attractions

A golf course with a flagstick, sand bunkers, and a tree in the background.

The Course at Aberdeen

7.2/10 (15 reviews)
Award-winning 18-hole course featuring tree-lined fairways and preserved wetlands in scenic countryside. Challenging water hazards throughout. Comprehensive facilities earned 4-stars from Golf Digest.
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A classical building with columns, a fountain, and colorful flower beds.

Memorial Opera House

7.6/10 (18 reviews)
This 1893 Romanesque opera house serves as Valparaiso's cultural cornerstone with its intimate 364-seat auditorium. Attend evening performances surrounded by ornate viewing boxes and beautiful stained-glass windows.
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Valparaiso University

8.2/10 (259 reviews)
Explore Valpo's stunning Chapel of the Resurrection with soaring ceilings and magnificent stained glass. The university's cultural calendar offers exceptional concerts, theatre productions, and art exhibitions.
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Chicago Street Theatre

7.2/10 (14 reviews)
This intimate 1955-established venue presents thought-provoking dramas and family-friendly shows in the heart of Valparaiso. Arrive early for refreshments before experiencing local talent in action.
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Taltree Arboretum and Gardens

7.4/10 (15 reviews)
The 330-acre Taltree Arboretum features diverse ecosystems with hiking trails through prairies and woodlands. The Railway Garden showcases model trains traversing miniature historical landscapes amid native plantings.
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Flint Lake

Commune with nature and explore the great outdoors at Flint Lake during your travels in Valparaiso. Experience the area's festivals and live music.
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Porter County Museum

Explore Porter County's history in this 1871 sheriff's residence and jail turned museum. Examine artefacts, photographs, and interactive exhibits that bring local heritage to life in this free-admission cultural gem.
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Anderson's Winery

This family-owned winery offers distinctive wines and weekend live music in a charming setting. Savour wine slushies and gourmet flatbreads while relaxing in their picturesque garden or cosy tasting room.
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Frequently asked questions

How much does a Valparaiso holiday package cost?
You'll find cheap prices from €708 on Expedia for your Valparaiso getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Valparaiso costs.
What are the cheapest months to go to Valparaiso?
You're likely to find lower rates and greater availability in December, January and February. Explore our cheap Valparaiso holiday packages and you could score some excellent off-season deals.
How many days is enough for Valparaiso?
Generally, a handful of days is enough to see the top sights during your Valparaiso holiday. But if you want to have more time to chill out or take day tours, consider extending your trip.
Is it worth booking a holiday package to Valparaiso?
Known for its golfing and home to leading attractions like Memorial Opera House, a Valparaiso holiday is sure to leave an impression. Another highlight to check out? Don't miss Chicago Street Theatre.
How to find the best Valparaiso package deals?
Use Expedia's filter tool to find some unbeatable Valparaiso package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Valparaiso package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book a Valparaiso holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still have the flexibility to create a customised Valparaiso holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Valparaiso?
If you're considering an impromptu Valparaiso getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Valparaiso?
  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Valparaiso.
  2. Set a budget: Factor in expenses like flights, transportation and food when calculating how much to set aside for your trip to Valparaiso. Then, choose a property that suits your budget, whether that's a low-cost stay or a swankier getaway.
  3. Work out your trip length: Think about how long you'd like to spend exploring Valparaiso. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalised Valparaiso holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.