Overland Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Overland

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Price was CA $1,363, price is now CA $1,048 per person
CA $1,048
per person
Mar 22 - Mar 26
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Denver (DEN)
9.6/10 Exceptional! (1,598 reviews)
Love and enjoy the property, first time visiting. I would recommend the property to others, what you spend to stay is worth it.

Reviewed on Feb 8, 2026

The Steamboat Grand

The Steamboat Grand

4 out of 5
Price was CA $7,338, price is now CA $4,614 per person
CA $4,614
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Denver (DEN)
8.6/10 Excellent! (1,001 reviews)
Excellent location & beautiful mountain view. Parking was very tight. Room was clean & nice but disappointed there wasn’t a microwave for the price paid.

Reviewed on Jan 14, 2026

The Village at Steamboat

The Village at Steamboat

3 out of 5
Price was CA $3,419, price is now CA $2,262 per person
CA $2,262
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Denver (DEN)
8.8/10 Excellent! (539 reviews)
Clean room, good location, super easy check in process

Reviewed on Feb 8, 2026

The Fold Hotels Steamboat Springs

The Fold Hotels Steamboat Springs

3 out of 5
Price was CA $2,755, price is now CA $2,008 per person
CA $2,008
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Denver (DEN)
8.2/10 Very Good! (781 reviews)
The good - The unit we stayed in was great. Plenty of room and privacy. We stayed in a bottom floor unit because we had our dogs which made it easy to take them out to potty with the doors to the small area behind the building. The kitchenettes had plenty of kitchenwares for cooking. The off puts - the bed didn’t have a top fitted sheet just a sheet that was tied in the corners. It was fine for sleeping but also an inconvenience since it came off. Overall, I would stay again. It was affordable and in a great location. The staff was all friendly as well.

Reviewed on Feb 6, 2026

Legacy Vacation Resorts - Steamboat Hilltop

Legacy Vacation Resorts - Steamboat Hilltop

3 out of 5
Price was CA $2,685, price is now CA $1,960 per person
CA $1,960
per person
Mar 15 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Denver (DEN)
8/10 Very Good! (1,297 reviews)
One bedroom suite has an excellent kitchen for the size

Reviewed on Feb 1, 2026

Where to stay in Overland

Find the best Overland areas and neighborhoods for the activities you enjoy most. Learn more about Overland
Downtown Denver featuring modern architecture

Downtown Denver

2 out of top 10 points of interest in this area
4.5/5(103 area reviews)

Dive into this bustling financial and entertainment hub, featuring the 16th Street pedestrian mall, Larimer Square, and the Theatre District. Catch a game at Coors Field or Ball Arena, and explore the neighborhood's vibrant dining scene.

Find hotels in Downtown Denver

Overland Hotel Deals

Holiday Inn Express Denver Downtown by IHG

Holiday Inn Express Denver Downtown by IHG

3 out of 5
1715 Tremont Place Denver CO
Fully refundable
The price is CA $116 per night from Feb 26 to Feb 27
CA $116
CA $135 total
Feb 26 - Feb 27
includes taxes & fees
7/10 Good! (1,763 reviews)
Hotel is in a great location and offers a really good breakfast. Gianni at the front desk made special arrangements for us and made the stay worth it. Only downside of this hotel is that you can hear people in the rooms next to you, fighting or just having a normal conversation. Other than that, ...

Reviewed on Feb 8, 2026

Holiday Inn Express Denver Downtown by IHG
Hyatt Place Denver Downtown

Hyatt Place Denver Downtown

3.5 out of 5
440 14th St Denver CO
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Feb 26 to Feb 27
CA $151
CA $175 total
Feb 26 - Feb 27
includes taxes & fees
9/10 Wonderful! (3,050 reviews)
Great

Reviewed on Feb 4, 2026

Hyatt Place Denver Downtown
Magnolia Hotel Denver, A Tribute Portfolio Hotel

Magnolia Hotel Denver, A Tribute Portfolio Hotel

4 out of 5
818 17th St Denver CO
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Feb 20 to Feb 21
CA $154
CA $178 total
Feb 20 - Feb 21
includes taxes & fees
8.8/10 Excellent! (1,561 reviews)
The room was clean and comfortable and the staff was very helpful when we had questions

Reviewed on Feb 9, 2026

Magnolia Hotel Denver, A Tribute Portfolio Hotel
See all 4,908 properties in Overland
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 an Overland vacation package cost?
Handcraft your Overland vacation package from just CA $1,048. Choose from any combination of hotels, flights and rental cars to create the trip you've been dreaming of. Remember to add on some tours and experiences!
How do I get a cheap travel package to Overland?
Combining your hotel and flight with Expedia won't just save valuable time — it'll save you a nice amount too. An Overland vacation package makes it a cinch to organize your perfect trip. With more than 550 airlines all over the world to choose from, finding convenient flights that fit your busy schedule won't be a challenge. On top of that, we have over 1,000,000 properties globally to pick from. Now that's choice! No matter who you are, Expedia puts more of the world within your reach.
Where should I stay in Overland?
A getaway to Overland wouldn't be complete without paying a visit to University of Denver, Washington Park and Magness Arena. Stay near these popular attractions and make sightseeing a breeze.
What are the top hotels in Overland?
Whether you aim to stay for a night or a week in Overland, you'll get a wonderful night's rest at Roof Top Patio, Hot Tub, And Minutes From Downtown. This place is a top choice for lots of travelers.
How far in advance should I book my Overland vacation?
It's difficult to pick the best time for airfares, but we generally say the earlier, the better. Many international flights on Expedia become available up to 12 months in advance. If you're booking last minute, fear not. Cheap prices occasionally appear just weeks before departure dates.
What does an Expedia Overland travel package include?
Flights, rental cars and hotels — we have them well covered. With Expedia, you can create your Overland travel package your way. All you have to do is figure out exactly what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the greater your savings!
What should I know before booking an Overland travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and land exciting discounts. You're not restricted to hotels, though. We have island villas, cabins in the mountains and even castles and houseboats!
Can I choose my airline with an Overland Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Overland vacation package?
Certainly, and we're here to help. You may be able to cancel or change your Overland vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If life gets in the way of your vacation, take a look at our Customer Service Portal for more information.

Discover the most popular places to visit in Overland

Union Station showing heritage architecture, signage and a city

Union Station

You can learn more about the history of Denver when you make a stop at a well-known site like Union Station. Discover the top-notch restaurants and great live music in this vibrant area.

Union Station
Red Rocks Amphitheater featuring theatre scenes and snow

Red Rocks Amphitheater

This legendary rock concert venue boasts outstanding acoustics thanks to soaring rock walls that hug the stage.

Red Rocks Amphitheater
Club level is so nice because if there is a rain delay you can head inside to the club level lobby. It is very similar to that of a hotel lobby it was nice.

Coors Field

Catch an event at Coors Field during your trip to Denver. Amble around this vibrant area's picturesque gardens or attend a sporting event.

Coors Field

Things to do

Denver CityPASS: Admission to 3, 4, or 5 of Denver's Top Attractions

Denver CityPASS®: Admission to Top 3, 4, or 5 Denver Attractions

CA $71
per adult
96% of travellers recommend
Denver CityPASS®: Admission to Top 3, 4, or 5 Denver Attractions
Denver: Downtown Aquarium All-Day Pass

Denver: Downtown Aquarium All-Day Pass

CA $38
per adult
80% of travellers recommend
Denver: Downtown Aquarium All-Day Pass
Denver: Puff Pass and Painting Class

Denver: Puff Pass and Painting Class

CA $53
per adult
100% of travellers recommend
Denver: Puff Pass and Painting Class
See all activities in Denver
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.