Title: Book the Best Southern Highlands WINERY Hotels in 2025 | Expedia.ca [Southern Highlands Travel Guide](https://expedia.ca/Southern-Highlands.dx6049720)[Hotels in Southern Highlands](https://expedia.ca/Southern-Highlands-Hotels.d6049720.Travel-Guide-Hotels)[Vacation Rentals in Southern Highlands](https://expedia.ca/Southern-Highlands-Vacation-Rentals.d6049720.Travel-Guide-VacationRentals)[Flights to Southern Highlands](https://expedia.ca/Cheap-Flights-To-Southern-Highlands.d6049720.Travel-Guide-Flights)[Things to do in Southern Highlands](https://expedia.ca/Things-To-Do-In-Southern-Highlands.d6049720.Travel-Guide-Activities)[Southern Highlands Car Rentals](https://expedia.ca/Car-Rentals-In-Southern-Highlands.d6049720.Car-Rental-Guide)[Southern Highlands Vacation Packages](https://expedia.ca/Southern-Highlands.d6049720.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/ef8b063b36e85eba92ee3ac427488cc9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Southern Highlands ![](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 Southern Highlands Winery Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6049720&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southern Highlands Winery Hotels ![3 bars/lounges](https://images.trvl-media.com/lodging/10000000/9630000/9625600/9625554/8b3bfb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9630000/9625600/9625554/3aa10125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; pizza](https://images.trvl-media.com/lodging/10000000/9630000/9625600/9625554/b152529b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Non Smoking (Queen, Single & Foldout)](https://images.trvl-media.com/lodging/10000000/9630000/9625600/9625554/5bfff81f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Imperial Motel Bowral 8.6/10 Excellent (964) "Close to shops and parks." CA $151 CA $168 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bowral-Hotels-The-Imperial-Motel.h9625554.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30670000/30666800/30666738/8551dba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/31000000/30670000/30666800/30666738/d4a15023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30670000/30666800/30666738/c544768d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/31000000/30670000/30666800/30666738/10ffab64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A unique Southern Highlands experience Bowral 9.8/10 Exceptional (238) "Enjoyed the stay greatly, thanks for such a pleasant place" CA $159 CA $185 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bowral-Hotels-A-Unique-Southern-Highlands-Experience.h30666738.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115260000/115258000/115257922/d82c0b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115260000/115258000/115257922/07273acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115260000/115258000/115257922/7a6a1bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115260000/115258000/115257922/efa92cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay and Relax 1 - Promotion snacks on arrival Colo Vale 10/10 Exceptional (3) "I booked this holiday house for my parents, and they absolutely loved it. The place was spotlessly clean, the hospitality was outstanding, and the peaceful surroundings made for a truly relaxing stay. Highly recommended for anyone looking for a quiet and comfortable getaway! " CA $181 CA $244 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Mittagong-Hotels-A-Private-1-Bed-Cottage-Is-Set-In-The-Idyllic-Southern-Highlands-Country-Side.h115257922.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103930000/103923400/103923384/fe3bcc5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/104000000/103930000/103923400/103923384/4f795c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103930000/103923400/103923384/68a8ada6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103930000/103923400/103923384/80dcb05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets Moss Vale 9.2/10 Wonderful (5) "Excellent family friendly property. Amazing host, very generous with my kids, kind, respectful and considerate. Walk everywhere. Roomy quarters. Fluffy bath towels and toiletry items. Dog friendly. Recommend " CA $163 CA $345 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bowral-Hotels-FrenchItalian-Style-Boutique-The-Loft-Apartment-Chapmans-Breakfast-Pets.h103923384.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/108000000/107810000/107809600/107809531/609853d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107810000/107809600/107809531/4f7a3c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107810000/107809600/107809531/5f5327c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107810000/107809600/107809531/1eada5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre Exeter 10/10 Exceptional (9) "It was so warm and cozy. A great private getaway " CA $198 CA $224 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Exeter-Hotels-Spacious.h107809531.Hotel-Information) ![Sauna](https://images.trvl-media.com/lodging/73000000/72370000/72362500/72362442/77e25500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72370000/72362500/72362442/22d89f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72370000/72362500/72362442/95e65976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/73000000/72370000/72362500/72362442/2215a362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sauna Haus with Scandinavian design Bowral 10/10 Exceptional (51) "The most perfect night away with girlfriends. Relaxed, beautiful, stress free, bonus sauna :)" CA $227 CA $345 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Bowral-Hotels-Sauna-Haus-With-Scandinavian-Design.h72362442.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33563300/33563294/16d34dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33570000/33563300/33563294/47f04e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/34000000/33570000/33563300/33563294/dd7e0130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/34000000/33570000/33563300/33563294/51869eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Belle in Bowral - walk to town Bowral 9.8/10 Exceptional (59) "Fantastic stay. Spotless, comfortable and walkable to Bowral centre with all it's cafes, shops, restaurants. Welcoming wine, coffee, milk and many other condiments available. We had a lovely time and would definitely book again for next time. " CA $244 CA $377 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bowral-Hotels-Belle-In-Bowral-Walk-To-Town.h33563294.Hotel-Information) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/96000000/95010000/95004300/95004258/0e4d6114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95010000/95004300/95004258/f94044e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/96000000/95010000/95004300/95004258/82a811d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95010000/95004300/95004258/c8f7c838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family, Pet & EV Friendly Home in Bowral Centre Bowral 10/10 Exceptional (16) "We all really enjoyed our day, the listing was very accurate and Ian was fantastic" CA $317 CA $541 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bowral-Hotels-Family-Pet-Friendly-Home-In-Bowral-Centre.h95004258.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49040000/49038900/49038845/af041c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry](https://images.trvl-media.com/lodging/50000000/49040000/49038900/49038845/2c25ae9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, DVD player, books](https://images.trvl-media.com/lodging/50000000/49040000/49038900/49038845/e5a0fdad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/50000000/49040000/49038900/49038845/e760a508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rockwall - Pet-Friendly - Fire Pit Bundanoon 9.6/10 Exceptional (28) "We enjoyed our stay. The house was clean and well appointed and the yard fenced for our little dogs" CA $637 CA $637 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bundanoon-Hotels-Rockwall-Pet-Friendly-Fire-Pit.h49038845.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83390000/83380100/83380010/e8653a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/84000000/83390000/83380100/83380010/856e0abf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83390000/83380100/83380010/w1920h1077x0y0-d1a1aa90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/84000000/83390000/83380100/83380010/1aa477ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sutton Forest Retreat Sutton Forest CA $4,661 CA $4,661 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Sutton-Forest-Hotels-Sutton-Forest-Retreat-Group-Stay-For-60-Guests.h83380010.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=2025-10-27&endDate=2025-10-28®ionId=6049720&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southern Highlands Hotel Reviews ![Park Ridge Retreat](//images.trvl-media.com/lodging/7000000/7000000/6991100/6991062/9633fb06_y.jpg) ### Park Ridge Retreat 10/10 Excellent "Staff went out of there way to provide ground floor accomodation Friendly helpful staff" [](https://expedia.ca/Gerringong-Hotels-Park-Ridge-Retreat.h6991062.Hotel-Information) ![Peppers Craigieburn](//images.trvl-media.com/lodging/4000000/3020000/3016400/3016322/0c6a8059_y.jpg) ### Peppers Craigieburn 10/10 Excellent "beautiful grounds and a lovely common area to drink and sit on the balcony. Lovely grounds. basic but satisfactory rooms" [](https://expedia.ca/Bowral-Hotels-Peppers-Craigieburn.h3016322.Hotel-Information) ![Berrima Bakehouse Motel](//images.trvl-media.com/lodging/8000000/7830000/7820900/7820820/e4cbca7b_y.jpg) ### Berrima Bakehouse Motel 10/10 Excellent "Lovely stay" [](https://expedia.ca/Bowral-Hotels-Berrima-Bakehouse-Motel.h7820820.Hotel-Information) ![The Dormie House - On The Golf Course](//images.trvl-media.com/lodging/10000000/9630000/9629800/9629793/b268a6d1_y.jpg) ### The Dormie House - On The Golf Course 10/10 Excellent "We stayed here for one night and had dinner in the restaurant. The staff at Dormie House are incredible - so helpful and friendly. All of the guys who helped at check-in and dinner were so welcoming. We had a delicious meal and dessert, it was hard to narrow down a selection from the many choices on the menu! This was followed by a lovely sleep in the comfortable bed, which we really needed as we were taking part in a big event the next day. Everything was clean and fresh. I attend an annual event in Bundanoon and was so glad to have discovered the Dormie House. I'll be back next year!" [](https://expedia.ca/Bowral-Hotels-The-Dormie-House-On-The-Golf-Course.h9629793.Hotel-Information) ![Park Proxi Gibraltar Bowral](//images.trvl-media.com/lodging/10000000/9630000/9629600/9629573/44a702bf_y.jpg) ### Park Proxi Gibraltar Bowral 10/10 Excellent "hv family room that provide 3 beds" [](https://expedia.ca/Bowral-Hotels-Gibraltar-Hotel-Bowral.h9629573.Hotel-Information) ![Berida Hotel](//images.trvl-media.com/lodging/5000000/4670000/4669900/4669867/260ed8d1_y.jpg) ### Berida Hotel 10/10 Excellent "We enjoyed our quiet getaway at Berida Hotel. The staff were very friendly, the room very comfortable and we appreciated the added touch of a nice bottle of bubbles to celebrate our 45th wedding anniversary. " [](https://expedia.ca/Bowral-Hotels-Berida-Hotel.h4669867.Hotel-Information) ![Links House](//images.trvl-media.com/lodging/7000000/6030000/6021100/6021019/a23136e8_y.jpg) ### Links House 10/10 Excellent "Loved our room and with a great breakfast in the morning. Also, as we were in Bowral for a wedding, they were very accommodating in allowing us to book in early. Would definitely stay there again." 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[Apartments in Penrose](https://www.expedia.ca/Penrose-Apartments.d181090-aaApartments.Travel-Guide-Accommodation) - [Penrose Hotels](https://www.expedia.ca/Penrose-Hotels.d181090.Travel-Guide-Hotels) - [Spa Hotels in Picton](https://www.expedia.ca/Picton-Hotels-Spa-Hotel.0-0-d6232712-tSpaHotel.Travel-Guide-Filter-Hotels) - [Robertson Hotels](https://www.expedia.ca/Robertson-Hotels.d6343844.Travel-Guide-Hotels) - [Rv Parks in Robertson](https://www.expedia.ca/Robertson-RV-Parks.d6343844-aaRVParks.Travel-Guide-Accommodation) - [Lgbt Friendly Hotels in Shellharbour](https://www.expedia.ca/Shellharbour-Wollongong-Hotels-LGBT-Friendly-Hotel.0-n6177350-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Sutton Forest Hotels](https://www.expedia.ca/Sutton-Forest-Hotels.d6154698.Travel-Guide-Hotels) - [Upper Kangaroo Valley Hotels](https://www.expedia.ca/Upper-Kangaroo-Valley-Hotels.d553248634374346534.Travel-Guide-Hotels) - [Pet-Friendly Hotels in Warilla](https://www.expedia.ca/Warilla-Wollongong-Hotels-Pet-Friendly-Hotel.0-n553248634374374113-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Werai Hotels](https://www.expedia.ca/Werai-Hotels.d553248634374378988.Travel-Guide-Hotels) - [Wildes Meadow Hotels](https://www.expedia.ca/Wildes-Meadow-Hotels.d6350584.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Wollongong CBD](https://www.expedia.ca/Wollongong-CBD-Wollongong-Hotels-LGBT-Friendly-Hotel.0-n553248635976387504-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Woodlands Hotels](https://www.expedia.ca/Woodlands-Hotels.d6354584.Travel-Guide-Hotels) - [Yanderra Hotels](https://www.expedia.ca/Yanderra-Mittagong-Hotels.0-n553248634380734824-0.Travel-Guide-Filter-Hotels) - [Yerrinbool Hotels](https://www.expedia.ca/Yerrinbool-Hotels.d3000359401.Travel-Guide-Hotels) - [Flights to Exeter](https://www.expedia.ca/Cheap-Flights-To-Exeter.d3000410099.Travel-Guide-Flights) - [Flights from Bundanoon](https://www.expedia.ca/lp/flights/181559/flights-from-bundanoon) - [Flights from Kangaloon](https://www.expedia.ca/lp/flights/3000359033/flights-from-kangaloon) - [Flights from Exeter](https://www.expedia.ca/lp/flights/3000410099/flights-from-exeter) - 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[Visit Burradoo](https://www.expedia.ca/Bowral-Burradoo.dx6131999) - [Visit Bowral](https://www.expedia.ca/Bowral.dx180370) - [Visit Fitzroy Falls](https://www.expedia.ca/Fitzroy-Falls.dx6219428) - [Visit Kangaroo Valley](https://www.expedia.ca/Kangaroo-Valley.dx6157953) - [Visit Mittagong](https://www.expedia.ca/Mittagong.dx12017) - [Sutton Forest Vacations](https://www.expedia.ca/Sutton-Forest.d6154698.Destination-Travel-Guides) - [Visit Sutton Forest](https://www.expedia.ca/Sutton-Forest.dx6154698) - [Visit Yerrinbool](https://www.expedia.ca/Yerrinbool.dx3000359401) - [Car rental Avon](https://www.expedia.ca/Car-Rentals-In-Avon.d553248634380754154.Car-Rental-Guide) - [Car rental Exeter](https://www.expedia.ca/Car-Rentals-In-Exeter.d3000410099.Car-Rental-Guide) - [Car rental Medway](https://www.expedia.ca/Car-Rentals-In-Medway.d553248634374374167.Car-Rental-Guide) - [Car rental Robertson](https://www.expedia.ca/Car-Rentals-In-Robertson.d6343844.Car-Rental-Guide) - [Mittagong Vacation Rentals](https://www.expedia.ca/Mittagong-Vacation-Rentals.d12017.Travel-Guide-VacationRentals) - [Things to do in Bowral](https://www.expedia.ca/Things-To-Do-In-Bowral.d180370.Travel-Guide-Activities) - [Things to do in Kangaroo Valley](https://www.expedia.ca/Things-To-Do-In-Kangaroo-Valley.d6157953.Travel-Guide-Activities) - [Book Winery Hotels in Southern Highlands on Expedia.com.au](https://www.expedia.com.au/Southern-Highlands-Hotels-Winery-Hotels.0-0-d6049720-tWineryHotels.Travel-Guide-Filter-Hotels)