Glenwood Springs Vacation Packages

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Top Holiday Package Deals in Glenwood Springs

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Milwaukee-West Medical Center by IHG

Holiday Inn Express Milwaukee-West Medical Center by IHG

2.5 out of 5
Wauwatosa
Price was CA $1,222, price is now CA $1,023 per person
CA $1,023
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
7.8/10 Good! (1,014 reviews)
Even though it was RIGHT NEXT to the highway, it was amazingly quiet. The blackout shades worked very well in keeping morning light out. Room was clean and comfortable. Breakfast was the best on out whole trip (5 different hotels). The omelets were really good (they changed each day) and I loved the heated cinnamon rolls. There are plenty of other dining options nearby at Mayfair Mall.

Reviewed on Sep 11, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,547, price is now CA $1,239 per person
CA $1,239
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,022 reviews)
The art work and furniture were unique. The breakfast was good. It was walking distance to the Amtrak station and Harley Davidson Museum and Third Ward.

Reviewed on Sep 14, 2025

The Westin Milwaukee

The Westin Milwaukee

4 out of 5
Downtown Milwaukee
Price was CA $1,688, price is now CA $1,402 per person
CA $1,402
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (792 reviews)
Was a great place with a nice steak house and bar in the lobby and great valet service !

Reviewed on Sep 10, 2025

Super 8 by Wyndham Sturtevant/Racine

Super 8 by Wyndham Sturtevant/Racine

2 out of 5
Price was CA $1,216, price is now CA $1,034 per person
CA $1,034
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
7.6/10 Good! (611 reviews)
Chill & relaxing place/area

Reviewed on Sep 15, 2025

Homewood Suites By Hilton Milwaukee Downtown

Homewood Suites By Hilton Milwaukee Downtown

3 out of 5
Downtown Milwaukee
Price was CA $1,692, price is now CA $1,446 per person
CA $1,446
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (784 reviews)
Great stay and the room was amazing!

Reviewed on Sep 14, 2025

Glenwood Springs Hotel Deals

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Sep 16 to Sep 17
CA $171
CA $221 total
Sep 16 - Sep 17
includes taxes & fees
Harbor Shores on Lake Geneva
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 $191 per night from Oct 14 to Oct 15
CA $191
CA $265 total
Oct 14 - Oct 15
includes taxes & fees
Timber Ridge Lodge and Waterpark
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 $144 per night from Sep 18 to Sep 19
CA $144
CA $194 total
Sep 18 - Sep 19
includes taxes & fees
Abbey Resort and Avani Spa
See all 893 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 $1,023. 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.