Wineglass Holidays from £1,539

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected
Price found within the past 48 hours. Click for updated prices.
Field & Stream Lodge Bozeman
RSVP Hotel
The LARK Bozeman
Holiday Inn Express Hotel & Suites Belgrade by IHG
The Summit Hotel at Big Sky Resort

Top hotels in Wineglass

Econo Lodge Livingston Gateway to Yellowstone

Econo Lodge Livingston Gateway to Yellowstone

3 out of 5
111 Rogers Ln Livingston MT
Fully refundableReserve now, pay when you stay
The price is £65 per night from 17 May to 18 May
£65
17 May - 18 May
includes taxes & fees
7.8/10 Good! (1,003 reviews)
Great stay, great big rooms with comfy beds and nice shower. Only downside is no elevator

Reviewed on 14 May 2026

Econo Lodge Livingston Gateway to 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 £77 per night from 18 May to 19 May
£77
18 May - 19 May
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
The staff were all super friendly and helpful, the only complaint was the subpar breakfast, very little choice.

Reviewed on 14 May 2026

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

Fairfield by Marriott Inn & Suites Livingston Yellowstone

3 out of 5
1629 West Park Street Livingston MT
Fully refundableReserve now, pay when you stay
The price is £114 per night from 17 May to 18 May
£114
17 May - 18 May
includes taxes & fees
9.4/10 Exceptional! (707 reviews)
The front desk staff had great customer service skills and made you feel welcome the minute you walked in the door. Very clean and comfortable accommodations and the breakfast was great, nice selection, and was staffed with a very friendly, helpful staff person.

Reviewed on 11 May 2026

Fairfield by Marriott Inn & Suites Livingston Yellowstone
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 travel package cost?
Be ready to book, because a trip to Wineglass starts from a tempting £1,539. When you bundle your flights, hotels and car rentals into a travel package, you'll walk away with the lowest prices.
If I'm not able to travel, can I cancel my Wineglass travel package?
Whether it's your flight or hotel, you can cancel or change it. Booked your Wineglass travel package in the last 24 hours? You may be able to make changes or cancellations for free. If it's been longer than that, you may incur a fee from your hotel, airline or car rental company. For more information, visit our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Wineglass?
Imagine all the amazing things you could do in Wineglass with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and extras into a Wineglass travel package. You have plenty of choice with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 hotels around the globe. Whether you're heading off with the entire family or travelling solo, planning a trip to Wineglass is better with a package.
Does Expedia offer Book Now, Pay Later Wineglass holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on the purse strings. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all types of budgets, so you can take that well-earned holiday now.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan with Klarna.

How far in advance should I book my Wineglass holiday?
Search Expedia to compare international airfares as soon as you know your travel dates. In many cases, you can purchase a ticket up to 12 months prior to departure. If you don't see your preferred air carrier, or you have to book last minute, fear not. Low prices to Wineglass sometimes appear within weeks of departure.
What does an Expedia Wineglass travel package include?
That depends on what you're after. If you're travelling alone, you might decide to combine hotels and flights. Bringing the whole family to Wineglass? A travel package that includes flights, hotels and rental cars might be a better fit. Expedia gives you the freedom to tailor-make your travel package.
What should I know before booking a Wineglass travel package?
Whether it's relaxation or adventure you're seeking, a Wineglass travel package lets you organise your escape your way. Plus, you'll score great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Wineglass Expedia travel package?
With a travel package, you're in charge. Whether you'd like to fly to Wineglass in coach or business class, simply choose from the available airline options. Expedia has access to over 550 airline partners around the world.

Popular places to visit

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.