Wineglass Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 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

Wineglass Hotel Deals

Residence Inn by Marriott Bozeman Downtown

Residence Inn by Marriott Bozeman Downtown

3 out of 5
815 East Main Street Bozeman MT
Fully refundableReserve now, pay when you stay
The price is ¥22,546 per night from Jan 2 to Jan 3
¥22,546
¥24,663 total
Jan 2 - Jan 3, 2026
includes taxes & fees
9.2/10 Wonderful! (405 reviews)
Clean room. Spacious. Excellent breakfast choices. Places to eat were walkable. Loved the neighborhood right beside it (great for walking) and right across the street from a park. It snowed so the hills were great for sledding.

Reviewed on Dec 27, 2025

Residence Inn by Marriott Bozeman Downtown
Fairfield Inn & Suites by Marriott Livingston Yellowstone

Fairfield Inn & Suites by Marriott Livingston Yellowstone

2.5 out of 5
1629 West Park Street Livingston MT
Fully refundableReserve now, pay when you stay
The price is ¥10,827 per night from Jan 17 to Jan 18
¥10,827
¥12,005 total
Jan 17 - Jan 18, 2026
includes taxes & fees
9.4/10 Exceptional! (645 reviews)
The room was clean and spacious. We lived that the pool was open until 11pm. Staff was so helpful and accommodating to all of our requests.

Reviewed on Dec 15, 2025

Fairfield Inn & Suites by Marriott Livingston Yellowstone
Yellowstone River Inn & Suites

Yellowstone River Inn & Suites

2.5 out of 5
114 Loves Ln Livingston MT
Fully refundableReserve now, pay when you stay
The price is ¥10,373 per night from Jan 5 to Jan 6
¥10,373
¥12,131 total
Jan 5 - Jan 6, 2026
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Spacious, clean, & comfortable rooms. Wonderfully welcoming staff extremely helpful and efficient. Continental breakfast hot to cold options very pleasing. Pool and hot tub clean well maintained and stocked.

Reviewed on Dec 26, 2025

Yellowstone River Inn & Suites
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.

Frequently asked questions

How much does a Wineglass vacation package cost?
The most affordable Wineglass package is , so your dream escape can become a reality — without spending an arm and a leg. Bundle flights, hotels, car rentals and more to tailor make a package that matches your travel style.
How do I get a cheap travel package to Wineglass?
Our Wineglass vacation packages promise plenty of savings for the savvy traveler. For the best deal, simply bundle your flights, hotels and extras (including tours) into a convenient package. But bargain prices are only the start of your next epic adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 properties globally to pick from. No matter your budget or style, there's a vacation package here just for you.
How far in advance should I book my Wineglass vacation?
While not all air carriers advertise tickets early, you can normally start comparing international flights on Expedia up to a year in advance. This is the time when you can nab some incredible deals. If you're purchasing tickets last minute, you may still be in luck. Discounted prices occasionally become available just weeks prior to departure.
What does an Expedia Wineglass travel package include?
Travel packages include rental cars, flights and hotels, but you can mix and match them to create your dream Wineglass trip. You can also add on experiences and activities once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a Wineglass travel package?
Locking in all the parts of your escape together is a terrific way to save. Combine your car rentals, flights and hotels into a handy little package. But it's not just hotels. Expedia has all types of properties, including vacation rentals like mountain cabins and serviced residences. You've got choices galore!
Can I choose my airline with a Wineglass Expedia vacation package?
You can, and with over 550 airlines to pick from across the globe, you have loads of choice. Browse the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Wineglass vacation package?
Yes, you can. We realize even the best-laid plans can go awry, so we're happy to help if you need to make changes to your Wineglass vacation package. You may be able to cancel or amend your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

Things to do

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