Starwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Starwood

Price found within the past 48 hours. Click for updated prices.
Patterson Inn

Patterson Inn

3.5 out of 5
Capitol Hill
Price was CA $1,420, price is now CA $1,043 per person
CA $1,043
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Denver (DEN)
9.6/10 Exceptional! (782 reviews)
We will stay again. It is conveniently located, comfortable, and the hospitality was marvelous. We were lucky enough to park in the driveway of the carriage house. Street parking may be challenging. Breakfast was ample, fresh, and tasty.

Reviewed on May 8, 2026

Flying Horse Resort & Club

Flying Horse Resort & Club

4.5 out of 5
Flying Horse
Price was CA $2,007, price is now CA $1,414 per person
CA $1,414
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Denver (DEN)
9.4/10 Exceptional! (860 reviews)
The rooms are HUGE and the property is beautiful! Everything you need and more.

Reviewed on Apr 26, 2026

Hotel Polaris

Hotel Polaris

4.5 out of 5
Price was CA $1,810, price is now CA $1,312 per person
CA $1,312
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Denver (DEN)
9.6/10 Exceptional! (751 reviews)
A beautiful stay, from start to finish. From the view to the staff to the food to the rooms, we loved our time at Hotel Polaris.

Reviewed on May 18, 2026

the Curtis Denver - a DoubleTree by Hilton Hotel

the Curtis Denver - a DoubleTree by Hilton Hotel

4 out of 5
Downtown Denver
Price was CA $1,491, price is now CA $1,108 per person
CA $1,108
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Denver (DEN)
8.8/10 Excellent! (1,348 reviews)
Great staff and clean.

Reviewed on May 17, 2026

Cliff House at Pikes Peak

Cliff House at Pikes Peak

4 out of 5
Manitou Springs Historic District
Price was CA $1,739, price is now CA $1,311 per person
CA $1,311
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Denver (DEN)
9.6/10 Exceptional! (1,118 reviews)
I was disappointed with my stay at the Cliff House. There was construction happening all around the front of the hotel and throughout the inside as well, and I was never made aware of it when booking. When paying a higher rate for a stay, guests should at least have the option to know about major construction beforehand. It really affected the overall experience. On top of that, the staff was not the friendliest or most welcoming. Overall, not the experience I expected.

Reviewed on May 15, 2026

Where to stay in Starwood

Find the best Starwood areas and neighborhoods for the activities you enjoy most. Learn more about Starwood
Telluride Colorado USA Canyon View of Surrounding Forest Mountains

Downtown Aspen

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

If you're spending some time in Downtown Aspen, Wagner Park and The John Denver Sanctuary are top sights worth seeing.

Find hotels in Downtown Aspen

Starwood Hotel Deals

St. Moritz Lodge & Condominiums

St. Moritz Lodge & Condominiums

2.5 out of 5
334 W Hyman Ave Aspen CO
The price is CA $179 per night from May 25 to May 26
CA $179
CA $202 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Very clean room and bathrooms, lovely relaxing property, quick walk to downtown Aspen!

Reviewed on May 15, 2026

St. Moritz Lodge & Condominiums
The Inn at Aspen

The Inn at Aspen

3.5 out of 5
38750 CO-82 Aspen CO
The price is CA $308 per night from Jun 4 to Jun 5
CA $308
CA $332 total
Jun 4 - Jun 5
includes taxes & fees
8.8/10 Excellent! (1,058 reviews)
Reception staff were able to accommodate an earlier check in time. Lovely sized room with balcony. Great sized bed and very comfortable. Shuttle service to and pick up from Aspen was just a 10min drive and excellent communication. Drivers very good and recommended places to eat and see. Our only ...

Reviewed on May 16, 2026

The Inn at Aspen
Limelight Hotel Aspen

Limelight Hotel Aspen

4 out of 5
355 S. Monarch St Aspen CO
Fully refundableReserve now, pay when you stay
The price is CA $639 per night from May 25 to May 26
CA $639
CA $790 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
What a delightful place to spend a few days off season in Aspen. The views were incredible. The facilities are top notch. Enjoyed having a drink watching the Avs game by the fireplace. The pool and hot tubs were relaxing. The room was spacious and well designed. The staff was accommodating and friendly. ...

Reviewed on May 17, 2026

Limelight Hotel Aspen
See all 2,685 properties in Starwood
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 Starwood vacation package cost?
Chart your own course with our Starwood vacation packages, which start from just CA $1,043. Select the flights and hotels that fit your travel plans. Then, add on a couple of sightseeing tours for an unforgettable getaway.
How do I get a cheap travel package to Starwood?
If you love scoring a bargain, bundle your bookings into a Starwood vacation package. Whether you're searching for hotels, flights, rental cars or day tours, you can book them all in one place. You'll have endless choice at your fingertips as well. Expedia has over 550 airlines and 1,000,000 properties all over the world to select from. Fly with who you prefer, find a room where you like and save precious money — now that's the ideal escape!
Where should I stay in Starwood?
A visit to Starwood isn't complete without stopping by Buttermilk Mountain and Aspen Highlands. Stay somewhere right nearby so you can easily access these terrific tourist attractions.
What are the top hotels in Starwood?
Aspen Aspen Estate is one of Starwood's leading properties. Lock in a room here and you'll sleep soundly knowing you're in good hands.
How far in advance should I book my Starwood vacation?
It can be hard to know when is the perfect time to book your Starwood trip. But typically the earlier you book, the cheaper the prices. In some cases, you can book your flights and hotels up to 12 months before departure. If you're eager to escape on a last-minute getaway, no need to panic! There are great bargains popping up on Expedia every day.
What does an Expedia Starwood travel package include?
That's up to you. You can choose from a range of Starwood bundles, such as a flight, rental car and hotel. You can also book a flight with a hotel, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your ideal Starwood break looks like, get ready to save!
What should I know before booking a Starwood travel package?
Booking all the parts of your vacation together is a terrific way to save. Bundle your flights, car rentals and hotels into a neat little package. But your options don't end at hotels. Expedia features all kinds of properties, including vacation rentals like oceanfront condos and spacious residences. The list goes on!
Can I choose my airline with a Starwood Expedia vacation package?
Yes, you can. Expedia has access to more than 550 partner airlines all over the world, so choose the carrier that fits your budget and traveling style.
If I'm not able to travel, can I cancel my Starwood vacation package?
We get that life sometimes gets in the way of your plans. If you've locked in a Starwood vacation package and have to amend or cancel it, we can help. We suggest taking a look at our Customer Service Portal first for information. But generally, if you've booked your package in the last 24 hours, you may be able to cancel or amend your itinerary for free. If it's more than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in Starwood

Aspen Mountain

Aspen Mountain

At the heart of Colorado's skiing district lies a maze of challenging runs, many of which double as summer hiking trails.

Aspen Mountain
Maroon Bells in Fall

Maroon Bells

Explore the great outdoors at Maroon Bells and enjoy the mountain views during your trip to Aspen. You can seek out the ski slopes and hiking trails in this quaint area.

Maroon Bells
Aspen Highlands

Aspen Highlands

Famous powder bowls, slopes with views of spectacular wilderness and steep runs that challenge even veteran skiers make this spot a local favorite.

Aspen Highlands

Things to do

Aspen's DarkSide Ghost Tour

Aspen's DarkSide Ghost Tour

CA $66
per adult
80% of travellers recommend
Aspen's DarkSide Ghost Tour
Glimpse of Aspen

Highlights of Aspen Tour

CA $66
per adult
Highlights of Aspen Tour
Aspen: Dark History Ghost-Themed Guided Walking Tour

Aspen: Dark History Ghost-Themed Guided Walking Tour

CA $66
per adult
Aspen: Dark History Ghost-Themed Guided Walking Tour
See all activities in Aspen
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.