Windermere Hotels with Pools - Outdoor/Indoor Pools in Windermere ON

Windermere hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Windermere, ON for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Windermere Ontario hotel and motel rooms for children. Review the list of Windermere hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Windermere Hotels with Outdoor or Indoor Pools

Windermere House 2508 Windermere Rd., Windermere, ON P0B1P0 Call
  • Pool available: Windermere House offers an Outdoor Heated Swimming Pool that is heated between the middle of May until November. During the Winter months (November - May) the hotel converts over to a Plunge Pool
  • 3-star Resort property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Rocky Crest Golf Resort : Rr#1 Hamer Bay Rd. Rr#1 Hamer Bay Rd., Mactier, ON POC1H0 Call ~12.36 miles west of Windermere
  • With a pool!
  • High-end Downtown property
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From$255
Average 3.5 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Gravenhurst Muskoka Wharf in Gravenhurst 285 Steamship Bay Rd., Gravenhurst, ON P1P1Z9 Call ~18.57 miles southeast of Windermere
  • Our hotel comes with a pool
  • Affordable hotel
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From$86
Very good 4.0 /5 Guest Reviews Call BookMore Details
Motel 6 Huntsville, ON in Huntsville 70 Howland Dr., Huntsville, ON P1H2P9 Call ~19.15 miles northeast of Windermere
  • Includes a pool: Indoor heated swimming pool
  • Low-priced Rural hotel
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From$60
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Best Western Plus Muskoka Inn 86 Howland Dr., Huntsville, ON P1H 1M3 Call ~19.23 miles northeast of Windermere
  • Includes a pool
  • Affordable property
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From$199
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Huntsville 100 Howland Dr., Huntsville, ON P1H2P9 Call ~19.25 miles northeast of Windermere
  • Has swimming pool: Indoor Pool
  • Affordable Downtown property
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From$80
Very good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Huntsville 159 Howland Dr., Huntsvile, ON B0J1T0 Call ~19.51 miles northeast of Windermere
  • Has swimming pool: 6:00am to 10:00pm
  • 3 star Highway hotel
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From$62
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Jolly Roger Inn & Resort in Seguin 1 Junior Ln, Seguin, ON P2A2W8 Call ~21.37 miles west of Windermere
  • Has swimming pool: The pool, sauna, squash court and fitness centre are open daily from 9am until 10pm.
  • Midscale Highway hotel
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From$72
Poor 2.5 /5 Guest Reviews Call BookMore Details
Hidden Valley Resort 1755 Valley Rd., Huntsville, ON P1H1Z8 Call ~23.90 miles northeast of Windermere
  • Has swimming pool: Our indoor pool is a heated salt water pool and is open from 7am until 9pm. Our outdoor pool is not heated, is a chlorinated pool and is open from June 1st to Thanksgiving weekend (weather dependant). It is open from 7am until 9pm.
  • 3-star Resort hotel
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From$68
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Best Western Plus Parry Sound - Parry Sound 2 Pine Dr., Parry Sound, ON P2A 2L7 Call ~25.97 miles west of Windermere
  • Pool details: Indoor pool
  • Midscale Highway property
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From$95
Average 3.0 /5 Review Score Call BookMore Details
Bayview Wildwood Resort 1500 Port Stanton Pkwy., Severn Bridge, ON P0E1N0 Call ~26.39 miles south of Windermere
  • Pool in hotel: We have several pools onsite that have different hours seasonally. Our indoor pool is open year round from 8am to 10pm in prime season
  • Midscale Lake property
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From$100
Very good 4.0 /5 Reviews Call BookMore Details
Christie's Mill Inn & Spa, BW Premier Collection - Port Severn 263 Port Severn Rd. North, Port Severn, ON L0K 1S0 Call ~26.65 miles south of Windermere
  • Pool available: Pool is open from 7:00am to 11:00pm, 7 days a week. There is a max of 26 guests, reservations are not required but recommended.
  • 3 star Resort hotel
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From$87
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Hampton Inn Midland in Midland 877 King St., Midland, ON L4R0B7 Call ~34.08 miles southwest of Windermere
  • Pool available: The Hampton Inn, Midland offers an indoor pool and fitness center for our guests.
  • Affordable property
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From$80
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Quality Inn & Conference Centre 924 King St., Midland, ON L4R0B8 Call ~34.14 miles southwest of Windermere
  • Pool available: 8am to 10pm Indoor Pool
  • Affordable Suburban hotel
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From$78
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Super 8 by Wyndham Midland in Midland 1144 Hugel Ave., Midland, ON L4R0B1 Call ~34.69 miles southwest of Windermere
  • Includes a pool: 3 feet deep, open from 7am - 10:30pm, indoor, max 12 people allowed in pool area at one time
  • 2-star Highway hotel
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From$60
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Days Inn by Wyndham Orillia 5850 Rama Rd., Orillia, ON L3V0S3 Call ~37.28 miles south of Windermere
  • Has swimming pool: Our indoor pool was recently updated. The pool depth ranges from 3 feet to 6 feet deep At the present time our pool is closed
  • Two star Rural hotel
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From$60
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Fern Resort 4432 Fern Resort Rd., Orillia, ON L3V6H5 Call ~38.45 miles south of Windermere
  • Includes a pool: Indoor Pool, steam room, sauna and hot tub year round. From Victoria Day weekend to Thanksgiving weekend there are two outdoor pools, 1 children's wading pool, 2 hot tubs and a sauna outside as well as a sandy beach. Your rate also includes non-motorized water sports. Canoes, kayaks, SUP and paddle boats.
  • Three Star Resort hotel
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From$121
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Conference Centre - Orillia 201 Woodside Dr., Orillia, ON L3V6T4 Call ~38.86 miles south of Windermere
  • Pool details: Indoor pool, hot tub and sauna. Pool hours: 7am-10pm daily.
  • Midscale Downtown hotel
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From$80
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Fairfield by Marriott Inn & Suites Orillia in Orillia 8 Mulcahy Court, Orillia, ON L3V8B3 Call ~38.95 miles south of Windermere
  • Pool details: Take time to relax pool side in our indoor pool open daily from 6am until 11pm. *Maximum capacity is 21 guests
  • Midscale Suburban property
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From$80
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