Wineglass Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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 hotels in Wineglass

Residence Inn by Marriott Bozeman Downtown

Residence Inn by Marriott Bozeman Downtown

3 out of 5
815 East Main Street Bozeman MT
The price is S$214 per night from 17 Dec to 18 Dec
S$214
17 Dec - 18 Dec
includes taxes & fees
9.2/10 Wonderful! (402 reviews)
Cleanliness everywhere- great staff- beautiful space!

Reviewed on 17 Nov, 2025

Residence Inn by Marriott Bozeman Downtown
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 S$97 per night from 17 Dec to 18 Dec
S$97
17 Dec - 18 Dec
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Staff extremely courteous! The entrance Lobby was so inviting, made you feel like you were home- Definitely recommend the Yellowstone River Inn and Suites!

Reviewed on 15 Dec, 2025

Yellowstone River Inn & Suites
Wandering Buffalo

Wandering Buffalo

3 out of 5
1200 E Main St Bozeman MT
Fully refundable
The price is S$157 per night from 1 Jan to 2 Jan
S$157
1 Jan - 2 Jan, 2026
includes taxes & fees
9.4/10 Exceptional! (55 reviews)
N/a

Reviewed on 9 Dec, 2025

Wandering Buffalo
See all 522 properties in Wineglass
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 holiday 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 holiday packages promise plenty of savings for the savvy traveller. 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 holiday package here just for you.
How far in advance should I book my Wineglass holiday?
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 holiday rentals like mountain cabins and serviced residences. You've got choices galore!
Can I choose my airline with a Wineglass Expedia holiday 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 holiday package?
Yes, you can. We realise even the best-laid plans can go awry, so we're happy to help if you need to make changes to your Wineglass holiday 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.

Popular places to visit

KPRK Radio

Learn about the local history of Livingston when you spend time at KPRK Radio. Savour the area's cafes and breweries.

KPRK Radio

Things to do

Private Yellowstone Winter Wolf Watching and Wildlife Safari

Private Yellowstone Winter Wolf Watching and Wildlife Safari

S$2,140
per traveller
Private Yellowstone Winter Wolf Watching and Wildlife Safari
See all activities in Livingston

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.