Big Bend Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Big Bend Vacation

Food, history, entertainment and more … There's a whole lot to discover with a Big Bend vacation package. And with the ability to customize your city break, it's guaranteed to be one you won't forget. Little Muskego Lake, Moorland Road Golf Center and Pieper Porch Winery and Vineyard are just some of the many attractions worth visiting during your trip to Big Bend. No matter your travel plans or the size of your budget, putting together a tailored Big Bend vacation is a breeze with Expedia.

Top Big Bend Vacation Deals

Price found within the past 48 hours. Click for updated prices.
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was CA $1,114, price is now CA $1,020 per person
CA $1,020
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (1,001 reviews)
One of the cleanest hotel rooms I've ever seen and very pleasant decor. Nice linens, good TV. I didn't use the Jacuzzi, but would have if I had a more leisurely trip. Walkable location and it felt safe. The breakfast choices were great, but are only available 8-10 AM, so that got my day off to a bit of a late start.

Reviewed on Oct 30, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,330, price is now CA $1,056 per person
CA $1,056
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,378 reviews)
I really liked the property but the bar was a little pricey over $40 for two drinks

Reviewed on Oct 30, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,655, price is now CA $1,335 per person
CA $1,335
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
Property is beautiful. Room was fantastic. Staff is less than. Kitchen is not well.

Reviewed on Oct 30, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,562, price is now CA $1,415 per person
CA $1,415
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,742 reviews)

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,298, price is now CA $1,199 per person
CA $1,199
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,816 reviews)
clean room great casino recommend this place

Reviewed on Oct 30, 2026

Ready to book your vacation to Big Bend?

 

Choose your dates

Big Bend Hotel Deals

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Nov 23 to Nov 24
CA $138
CA $163 total
Nov 23 - Nov 24
includes taxes & fees
8.6/10 Excellent! (1,565 reviews)
"Nice hotel, friendly staff. Only negative is that while housekeeping came to drop off more bottles of water that we would be charged for if opening, The didn't bother to even remake our bed. I didn't expect new linens, but I would at minimum expect the bed remade of they intruded into my room."

Reviewed on Oct 30, 2026

Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 8 to Nov 9
CA $122
CA $140 total
Nov 8 - Nov 9
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Nov 30 to Dec 1
CA $155
CA $183 total
Nov 30 - Dec 1
includes taxes & fees
Drury Plaza Hotel Milwaukee Downtown
See all 1,222 properties in Big Bend
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

Stay near popular Big Bend attractions

Martin's Woods State Natural Area

You can take time to visit Martin's Woods State Natural Area during your travels to Big Bend.
See properties

Frequently asked questions

How much does a Big Bend vacation package cost?
You can grab a vacation package to this popular destination from CA $1,020 on Expedia. But how much your vacation to Big Bend costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Big Bend?
January, February and November are the best times to look for cheap Big Bend vacation packages. Travelling in quieter periods means you can usually find lower prices on accommodations and flights.
How many days is enough for Big Bend?
With a well-planned schedule, you can easily hit the most popular Big Bend sights in a few days. But if you'd like to discover hidden gems or go on day tours, think about booking your Big Bend vacation for longer.
How to find the best Big Bend package deals?
Landing a cheap Big Bend package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most affordable Big Bend 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 Big Bend vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Big Bend vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Big Bend?
Secure fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Big Bend vacation.
How to plan a trip to Big Bend?

  1. Pick your dates: The things you'd like to do in Big Bend and your preferred season can help you decide when to travel.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will likely be the largest expense during your trip to Big Bend.
  3. Determine how many days away: Start by listing all the sights and activities you want to experience in Big Bend. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized Big Bend vacation package.

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