Valparaiso Vacation Packages

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Your Valparaiso Vacation

The coastal scenery and spectacular views are just the start of the things Valparaiso has on offer. Experience the very best of this fascinating city your way with a personalized Valparaiso vacation package. Make your trip to Valparaiso even more fun and exciting by going sightseeing. Valparaiso University, The Course at Aberdeen and Taltree Arboretum and Gardens are some of the leading attractions you'll want to explore. Browse Expedia's wide range of travel options and begin planning your ideal vacation to Valparaiso now.

Top Valparaiso Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Nice property, very walkable. Front desk was great. Bar area nice & welcome drink nice. Concierge was not around. Got suite with 2 full baths which was awesome with teens. Great stay overall!

Reviewed on Jul. 12, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
Hotel staff and room were awesome..bed very comfortable. Coffee shop was great had great fast breakfast options. Had Miss Rickie's one day was really great food. Only complaint would be the rooftop bar evening clientele...did not feel comfortable and they were loud and raucous.

Reviewed on Jul. 8, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Gorgeous room with a breathtaking view!

Reviewed on Jul. 10, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 24 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (627 reviews)
This place was secure and beautiful. The amenities were top notch & I felt 100% safe while there. Will return!

Reviewed on Jul. 7, 2025

Ready to book your vacation to Valparaiso?

 

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Valparaiso Hotel Deals

Country Inn & Suites by Radisson, Valparaiso, IN
Country Inn & Suites by Radisson, Valparaiso, IN
3 out of 5
2020 Laporte Ave, Valparaiso, IN
Fully refundable
The price is CA $173 per night from Jul 27 to Jul 28
CA $173
CA $194 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (970 reviews)
"This property was in good shape and staff was nice"

Reviewed on Jul. 7, 2025

Country Inn & Suites by Radisson, Valparaiso, IN
Super 8 by Wyndham Valparaiso
Super 8 by Wyndham Valparaiso
2 out of 5
3005 John Howell Dr, Valparaiso, IN
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jul 27 to Jul 28
CA $115
CA $129 total
Jul 27 - Jul 28
includes taxes & fees
7.2/10 Good! (945 reviews)
"Convenient location"

Reviewed on Jul. 6, 2025

Super 8 by Wyndham Valparaiso
Hampton Inn & Suites Valparaiso
Hampton Inn & Suites Valparaiso
2.5 out of 5
1451 Silhavy Rd, Valparaiso, IN
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 27 to Jul 28
CA $197
CA $220 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (738 reviews)
Stay here!
"Young girl at check in, think her name was Katie, was super friendly to all guests. Hotel looked brand new and was quite comfortable"

Reviewed on Jul. 3, 2025

Hampton Inn & Suites Valparaiso
See all 1,190 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Valparaiso vacation package cost?
You can grab a vacation package to this popular destination from CA $761 on Expedia. However, how much your vacation to Valparaiso costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Valparaiso?
You can usually find lower rates and better availability in December, January and February. Browse our cheap Valparaiso vacation packages and you could score some great off-season deals.
How many days is enough for Valparaiso?
Typically, a handful of days is enough to tick off the main sights during your Valparaiso vacation. However, if you'd like to have time to kick back or take day trips, think about extending your itinerary.
Is it worth booking a vacation package to Valparaiso?
Boasting a host of highlights starting with its excellent golfing, Valparaiso is a good vacation destination. Whether you want to visit sights such as Memorial Opera House and Chicago Street Theatre or take the path less travelled, you'll have plenty to see and do on your Valparaiso vacation.
How to find the best Valparaiso package deals?
Bagging a cheap Valparaiso package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Valparaiso package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Valparaiso vacation as a package?
You can enjoy significant savings on your Valparaiso retreat by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Valparaiso?
Secure incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Valparaiso getaway.
How to plan a trip to Valparaiso?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Valparaiso.
  2. Set your budget: Factor in costs such as flights, transportation and food when working out how much to put aside for your trip to Valparaiso. Then, pick a hotel that fits your budget, whether that's a low-cost option or a high-end getaway.
  3. Decide how long to go away for: Now that you're more familiar with Valparaiso, you can figure out the right length of your break. Create a rough itinerary and allocate enough time to cover everything you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Valparaiso vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.