Days Inn, 395 Boundary Trail
81 rooms, indoor pool, waterslide, hot tub, some kitchenettes, honeymoon, jacuzzi suites and Conference & Event Centre. Phone (204) 325-8888
Quality Inn, 851 Main Street
54 rooms including kitchenettes, indoor pool, hot tub, steam room, fitness centre, Conference & Event Centre, lounge, restaurant and cold beer store. Phone (204) 325-4381
Triangle Oasis Motel, 880 Centennial Street
14 rooms. Phone (204) 325-8922
Winkler Campground
Features two bays with a variety of options for your RV. Some sites have sewer hookup with 30 amp service; others have only 15 amp service. The campground is within walking distance to the Aquatic Centre, golf course and downtown. 
The Days Inn and Quality Inn also offer Conference Facilities. You may also find meeting space at the PW Enns Centennial Concert Hall or the Winkler Senior Centre.