Glenwood Springs Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 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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Top Holiday Package Deals in Glenwood Springs

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was CA $783, price is now CA $684 per person
CA $684
per person
Apr 7 - Apr 10
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.4/10 Very Good! (1,001 reviews)
The staff was extremely friendly. However my toilet barely worked it took five flushes every time I used it and the breakfast was awful. The eggs were powdered the bacon was cold the potatoes were mushy the orange juice was water with orange coloring and the coffee was cold the worst $15 breakfast I've ever had. However all that being said the cookies were fantastic.

Reviewed on Feb 11, 2026

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
Price was CA $1,134, price is now CA $939 per person
CA $939
per person
Mar 26 - Mar 31
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.6/10 Excellent! (1,644 reviews)
Great atmosphere, staff were very nice and friendly

Reviewed on Feb 20, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,233, price is now CA $1,043 per person
CA $1,043
per person
Apr 7 - Apr 10
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
This stay was absolutely perfect. This is better than any experience I’ve had at an upscale hotel. They put the people first.

Reviewed on Feb 18, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $952, price is now CA $826 per person
CA $826
per person
Apr 7 - Apr 10
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9/10 Wonderful! (1,357 reviews)
Everything was wonderful

Reviewed on Feb 17, 2026

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was CA $950, price is now CA $829 per person
CA $829
per person
Apr 7 - Apr 10
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.4/10 Exceptional! (1,001 reviews)
Staff was amazing, very friendly and helpful!

Reviewed on Feb 21, 2026

Glenwood Springs Hotel Deals

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Mar 15 to Mar 16
CA $133
CA $182 total
Mar 15 - Mar 16
includes taxes & fees
8.6/10 Excellent! (1,756 reviews)
Nice stay.

Reviewed on Feb 20, 2026

Abbey Resort and Avani Spa
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Feb 26 to Feb 27
CA $192
CA $268 total
Feb 26 - Feb 27
includes taxes & fees
8.6/10 Excellent! (3,149 reviews)
Great trip overall. The rooms were perfect and the staff was outstanding friendly, helpful, and attentive. The only downside was that the resort felt crowded at times and there weren’t enough pool floats. Still a very enjoyable stay and we’d return.

Reviewed on Feb 20, 2026

Timber Ridge Lodge and Waterpark
#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

Twin Lakes WI
10/10 Exceptional! (44 reviews)
Upstairs and basement was not heated good it’s gives discomfort

Reviewed on Jan 5, 2026

Get rates
#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms
See all 838 properties in Glenwood Springs
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 Glenwood Springs vacation package cost?
Handcraft your Glenwood Springs package from a low CA $684. Choose from any combination of flights, hotels and rental cars to build the escape you've been dreaming about. Be sure to add on a few activities!
How do I get a cheap travel package to Glenwood Springs?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we've got everything you need. Choose the combination that best suits you and watch your savings grow. Of course, a package deal is never one-size-fits-all. That's why we offer more than 550 air carriers and 1,000,000 properties around the globe, which lets you customize your Glenwood Springs getaway.
How far in advance should I book my Glenwood Springs vacation?
Reserving your flights early with Expedia means one less thing to worry about. Most carriers display prices up to 12 months prior to take off. This is typically the cheapest time to book. If circumstances have left you booking late, discount tickets to Glenwood Springs occasionally appear a few weeks before departure.
What does an Expedia Glenwood Springs travel package include?
It comes down to what kind of getaway you're planning. Glenwood Springs vacation deals can include flights, car rentals and hotels. You can mix and match to create the travel package that suits your budget and style. You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking a Glenwood Springs travel package?
An Expedia travel package can be customized for your circumstances and is an easy way to make your budget go further. How much you include is completely up to you. Rental cars, hotels and flights — come up with a combination that suits your plans.
Can I choose my airline with a Glenwood Springs Expedia vacation package?
Most definitely. We offer more than 550 airlines globally, so you can customize your Glenwood Springs adventure according to your style and budget.
If I'm not able to travel, can I cancel my Glenwood Springs vacation package?
Yes, it's possible to cancel your Glenwood Springs booking if your travel plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.