Title: Book the Best ADVENTURE Hotels in Wineglass in 2025 | Expedia.ca [Vacation Rentals in Livingston](https://expedia.ca/Livingston-Vacation-Rentals.d8604.Travel-Guide-VacationRentals)[Flights to Livingston](https://expedia.ca/Cheap-Flights-To-Livingston.d8604.Travel-Guide-Flights)[Things to do in Livingston](https://expedia.ca/Things-To-Do-In-Livingston.d8604.Travel-Guide-Activities)[Wineglass Car Rentals](https://expedia.ca/Car-Rentals-In-Wineglass.d553248635976480080.Car-Rental-Guide)[Wineglass Vacations](https://expedia.ca/Wineglass.d553248635976480080.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Wineglass, MT - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Wineglass Hotels & Resorts for Couples Tonight [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976480080&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976480080&startDate=2025-11-23&endDate=2025-11-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976480080&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976480080&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Wineglass Hotels & Resorts for Couples ![Restaurant](https://images.trvl-media.com/lodging/68000000/67550000/67546700/67546615/8498a844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67550000/67546700/67546615/3085196e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/68000000/67550000/67546700/67546615/d7864503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/68000000/67550000/67546700/67546615/fc5dcf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Bozeman Downtown Bozeman 9.2/10 Wonderful (397) "Great hotel!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lourdes CA $214 CA $234 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Bozeman-Hotels-Residence-Inn-By-Marriott-Bozeman-Downtown.h67546615.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113400000/113396700/113396648/577c24ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113400000/113396700/113396648/e6e660e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/114000000/113400000/113396700/113396648/4a0207c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room](https://images.trvl-media.com/lodging/114000000/113400000/113396700/113396648/76f06daf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wandering Buffalo Bozeman 9.4/10 Exceptional (53) "Super cute place, amazing staff and very comfy beds! Will definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridget CA $178 CA $196 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Bozeman-Hotels-Wandering-Buffalo.h113396648.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/111000000/110660000/110652500/110652458/d7857973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/111000000/110660000/110652500/110652458/dc8d9174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110660000/110652500/110652458/d3276a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110660000/110652500/110652458/b2dc5f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Trout House- An Authentic Montana Cabin, Perfect for Yellowstone Adventures! Livingston 9.8/10 Exceptional (19) "The Trout House was perfect for our quick Paradise Valley visit. It was well appointed with everything you need. The bed was comfortable and black out curtains kept the sun out. It’s a very cute cabin, great for our family of 4. We will definitely be staying there again. Jen the host was very communicative and easy to work with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey M. CA $202 CA $511 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Livingston-Hotels-Montana-Getaway-Near-Yellowstone.h110652458.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/69000000/68150000/68147600/68147518/ff6ddb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68150000/68147600/68147518/2060e07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68150000/68147600/68147518/e4486d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/69000000/68150000/68147600/68147518/f0797aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Downtown Lovely - Historic yet modern space downtown Historic Livingston 9.4/10 Exceptional (48) "Good communication, very clean and historic. Nice downtown location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick & Phyllis R. CA $124 CA $424 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Bozeman-Hotels-Fresh-And-Cozy-Apartment-In-Historical-Downtown-Livingston-Sleeps-2-4.h68147518.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105230000/105224600/105224535/ad913122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/106000000/105230000/105224600/105224535/53bbff76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105230000/105224600/105224535/6caee45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105230000/105224600/105224535/7f348ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Farm Stay Cabin close to Livingston, Yellowstone, Bozeman, fishing, hiking Livingston 9.8/10 Exceptional (10) "Great location and the kids loved being on the farm! Owners and neighbors were wonderful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah W. CA $247 CA $303 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Livingston-Hotels-NEW-Modern-Cabin-On-A-Farm-With-A-View.h105224535.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95100000/95095900/95095810/f70c48de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95100000/95095900/95095810/73c1c12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95100000/95095900/95095810/11493dd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95100000/95095900/95095810/380ac11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Modern Home in the Heart of Bozeman Bozeman 10/10 Exceptional (17) "Super easy check in, convenient to downtown Bozeman with great restaurants and shopping. Thoroughly enjoyed our stay in your beautiful condo! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron E. CA $274 CA $698 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Bozeman-Hotels-Stunning-Modern-Home-In-The-Heart-Of-Bozeman.h95095810.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35850000/35846100/35846090/2067f519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35850000/35846100/35846090/17141a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35850000/35846100/35846090/w1024h765x0y3-b04acd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35850000/35846100/35846090/f6a363b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Bozeman home w/gorgeous mountain views, close to MSU - Main Street Retreat Bozeman 9.8/10 Exceptional (62) "This was a very nice and comfortable condo in a great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve D. CA $212 CA $819 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Bozeman-Hotels-2-Day-Cancel-Bozeman-Main-Street-Retreat.h35846090.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27500000/27494200/27494137/baa22621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27500000/27494200/27494137/b4f3a55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27500000/27494200/27494137/73197736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/28000000/27500000/27494200/27494137/5754bf8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridger Creek Luxury near Bozeman & Bridger Bowl Skiing - Legends Chalet Bridger Creek 9.4/10 Exceptional (40) "Very clean and well equipped rental. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen R. CA $282 CA $953 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Bozeman-Hotels-Bridger-Creek-Luxury-Near-Bozeman-Bridger-Bowl-Skiing-Legends-Chalet.h27494137.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73450000/73442200/73442196/50e1be5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/74000000/73450000/73442200/73442196/feb617bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73450000/73442200/73442196/e712b783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73450000/73442200/73442196/c4f4d8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Mid-Century Oasis, Steps from Downtown Historic Livingston 10/10 Exceptional (24) "A wonderful house that is close to the park. We had a very lovely stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendra M. CA $241 CA $664 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Livingston-Hotels-Stunning-Mid-Century-Oasis.h73442196.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55460000/55450700/55450678/w1341h900x0y0-65b9ad58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/56000000/55460000/55450700/55450678/c0a323fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/56000000/55460000/55450700/55450678/f303e3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo, offices](https://images.trvl-media.com/lodging/56000000/55460000/55450700/55450678/e437f277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Downtown Luxury + Outdoor Patio\*~ Walk Everywhere Downtown Bozeman 10/10 Exceptional (64) "Beautiful place! Everything is high tech… including toilet and shower.Incredible location, we walked everywhere." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne O. CA $281 CA $640 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Bozeman-Hotels-Downtown-Luxury-Outdoor-Patio-Walk-Everywhere.h55450678.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-06&endDate=2025-12-07®ionId=553248635976480080&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Wineglass Hotel Reviews ![Murray Hotel](https://images.trvl-media.com/lodging/9000000/8120000/8116500/8116451/1383f0db_y.jpg) ### Murray Hotel 10/10 Excellent "Super cool place, clean, cozy and convenient!" [](https://expedia.ca/Bozeman-Hotels-Murray-Hotel.h8116451.Hotel-Information) ![Yellowstone Valley Lodge, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/5000000/4510000/4501700/4501686/6e412f2a_y.jpg) ### Yellowstone Valley Lodge, an Ascend Collection Hotel 10/10 Excellent "This property was 100% amazing! The views are incredible. It’s convenient to Yellowstone. The staff here is top notch and the dining does not disappoint." [](https://expedia.ca/Bozeman-Hotels-Yellowstone-Valley-Lodge.h4501686.Hotel-Information) ![Super 8 by Wyndham Livingston Yellowstone](https://images.trvl-media.com/lodging/1000000/460000/459900/459869/ab42d40c_y.jpg) ### Super 8 by Wyndham Livingston Yellowstone 10/10 Excellent "Lucy at the front desk was warm and helpful. The room was nice but some amenities were missing that one usually expects. However, it was extremely quiet and I slept well. " [](https://expedia.ca/Bozeman-Hotels-Super-8-By-Wyndham-Livingston.h459869.Hotel-Information) ![Top Rated Charming MT Cabin w Hot Tub, 10min Dwtn, MSU, 1hr Big Sky/Yellowstone](https://images.trvl-media.com/lodging/20000000/19440000/19438100/19438076/394397da_y.jpg) ### Top Rated Charming MT Cabin w Hot Tub, 10min Dwtn, MSU, 1hr Big Sky/Yellowstone 10/10 Excellent "We had the most amazing stay. The cabin is exactly as pictured and described. It is charming and exactly what we were looking for. It was clean, welcoming, and fully stocked with anything you could need. You can’t beat the location- you have the mountain feel with being close to town. The hosts were helpful and responsive. I truly felt like we were at our own home, and would recommend it to anyone. " [](https://expedia.ca/Bozeman-Hotels-Top-Rated-Charming-MT-Cabin-W-Hot-Tub.h19438076.Hotel-Information) ![Country Motor Inn](https://images.trvl-media.com/lodging/5000000/4930000/4928400/4928334/314881f0_y.jpg) ### Country Motor Inn 10/10 Excellent "Gave high ratings because it far surpassed our expectations based on the photos on the booking site we used. Our room had clearly been updated since those photos. Very comfortable bed, friendly staff, new air conditioner, and next to a charming downtown area." [](https://expedia.ca/Bozeman-Hotels-Country-Motor-Inn.h4928334.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Livingston](https://www.expedia.ca/4Star-Livingston-Hotels.s40-0-d8604.Travel-Guide-Filter-Hotels) - [Business Hotels in Bozeman](https://www.expedia.ca/Bozeman-Hotels-Business-Hotel.0-0-d757-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Montana](https://www.expedia.ca/Destinations-In-Montana-Adults-Only-Resorts.0-0-d228-tAdultsOnlyResorts.Hotel-Filter-Destinations) - [Business Hotels in Montana](https://www.expedia.ca/Destinations-In-Montana-Business-Hotel.0-0-d228-tBusinessHotel.Hotel-Filter-Destinations) - [Green Hotels in Montana](https://www.expedia.ca/Destinations-In-Montana-Green-Sustainable.0-0-d228-tGreenSustainable.Hotel-Filter-Destinations) - [Hotels with Bar in Montana](https://www.expedia.ca/Destinations-In-Montana-Hotels-With-Bar.0-0-d228-tHotelswithBar.Hotel-Filter-Destinations) - 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