Windsor Hotels with Outdoor or Indoor Pools

Cambria Suites Madison East in Madison 5045 Eastpark Blvd., Madison, WI 53718 Call ~5.34 miles southeast of Windsor
  • Pool in hotel: Our hotel offers a small indoor pool
  • Mid-scale Airport property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Madison at The American Center by IHG in Madison 5109 West Terrace Dr., Madison, WI 53718 Call ~5.44 miles southeast of Windsor
  • Pool in hotel: Pool Hours: 6:00am - 11:00pm *10:00pm - 11:00pm - Adults Only*
  • Three Star Highway property
From$85
Very Good 4.5 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Madison American Center - Madison 5217 East Terrace Dr., Madison, WI 53718 Call ~5.52 miles southeast of Windsor
  • Pool available: Indoor pool! Open 8am-midnight.
  • Affordable Airport property
From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Madison East Towne Mall Area 4820 Hayes Rd., Madison, WI 53704 Call ~5.68 miles south of Windsor
  • Pool in hotel: Indoor Pool
  • Three Star Highway property
From$69
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Madison East 4862 Hayes Rd., Madison, WI 53704 Call ~5.77 miles south of Windsor
  • Pool details: 24 hour indoor pool
  • 3 star Airport hotel
From$119
Average 3.0 /5 Review Score Call BookMore Details
MainStay Suites Madison Airport in Madison 5317 High Crossing Blvd., Madison, WI 53718 Call ~5.83 miles southeast of Windsor
  • Pool details: 7am-11pm. Indoor heated pool
  • Low priced Highway property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Madison - Airport : 4822 East Washington Ave. 4822 East Washington Ave., Madison, WI 53704 Call ~5.85 miles south of Windsor
  • Includes a pool: Indoor pool and whirlpool open from 8am - 10pm
  • Two-star Airport hotel
From$72
Very Good 4.0 /5 Review Score Call BookMore Details
Staybridge Suites Madison East in Madison 3301 City View Dr., Madison, WI 53718 Call ~5.88 miles southeast of Windsor
  • Has swimming pool: open 24 hours
  • Mid-scale Highway hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Madison by IHG 5150 High Crossing Blvd., Madison, WI 53718 Call ~5.94 miles southeast of Windsor
  • Pool available: Indoor Pool & Whirlpool. Open 6:00AM - 10:00PM for everyone and 10:00PM - 11:00PM for Adults only.
  • Three Star Airport hotel
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western East Towne Suites 4801 Annamark Dr., Madison, WI 53704 Call ~6.04 miles south of Windsor
  • Includes a pool: We have in Indoor Swimming Pool that is 5.5 feet deep and is open during the hours of 7am-11pm.
  • Affordable Airport property
From$67
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Madison East 2702 Crossroads Dr., Madison, WI 53718 Call ~6.11 miles southeast of Windsor
  • Has swimming pool: Indoor pool
  • 3-star Highway property
From$79
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Madison East 2502 Crossroads Dr., Madison, GA 53718 Call ~6.18 miles southeast of Windsor
  • Pool details: Indoor Pool
  • Midscale Airport property
From$125
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hilton Madison Monona Terrace - Madison 9 East Wilson St., Madison, WI 53703 Call ~9.96 miles south of Windsor
  • Pool details: Indoor Small pool with windows and views of Lake Monona. ADA compliant. 7am - 10pm
  • Expensive Downtown hotel
From$100
Average 3.0 /5 Reviews Call BookMore Details
Best Western Premier Park Hotel 22 South Carroll St., Madison, WI 53703 Call ~9.96 miles south of Windsor
  • Pool available: Indoor heated pool from 6am to 11pm.
  • Cheap Downtown hotel
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Madison Downtown in Madison 333 West Washington Ave., Madison, WI 53703 Call ~10.07 miles south of Windsor
  • Includes a pool: Indoor Pool
  • Mid-scale Downtown property
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Plus InnTowner Madison in Madison 2424 University Ave., Madison, WI 53726 Call ~10.71 miles southwest of Windsor
  • Pool available: Indoor Heated Pool Open 6:30 AM - 10:00 PM It also includes a whirlpool and fitness center featuring 4 workout machines
  • Midscale Downtown property
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Americinn by Wyndham Madison South in Monona 101 West Broadway, Monona, WI 53716 Call ~11.49 miles south of Windsor
  • Has swimming pool
  • Low-priced Highway property
From$60
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Madison Central An Ihg Hotel : 610 John Nolen Dr. 610 John Nolen Dr., Madison, WI 53713 Call ~11.51 miles south of Windsor
  • Pool details: Relax in our Indoor Heated Salt Pool. Hours of operation are 5:30AM-11:30PM
  • Mid-scale Downtown property
From$82
Very Good 4.0 /5 Read Reviews Call BookMore Details
Days Inn & Suites by Wyndham Madison in Madison 4402 East Broadway Service Rd., Madison, WI 53716 Call ~11.55 miles south of Windsor
  • Has swimming pool: Hotel has indoor heated large size pool and a whirlpool.
  • Inexpensive Highway property
From$57
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Madison Marriott South : 706 John Nolen Dr. 706 John Nolen Dr., Madison, WI 53713 Call ~11.60 miles south of Windsor
  • Pool available: indoor pool with ADA compliance. 6am - 11pm
  • 3 star Convention Center property
From$169
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites by Radisson Madison Wi : 400 River Place 400 River Place, Monana, WI 53716 Call ~11.64 miles south of Windsor
  • Pool in hotel: Open 6am-midnight Indoor Pool capacity: 25 Hot tub capacity: 10 Gorgeous pond and patio attached to pool area with tables and chairs
  • Mid-scale hotel
From$62
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites Madison South 722 John Nolen Dr., Madison, WI 53713 Call ~11.67 miles south of Windsor
  • Pool in hotel: Swimming Pool Indoor
  • Cheap Downtown property
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Madison - Monona - Madison 4802 a Tradewinds Pkwy., Madison, WI 53718 Call ~11.78 miles south of Windsor
  • Pool in hotel: 6:00 A.M.- 11:00 P.M. Indoor Pool
  • Low-priced Highway property
From$65
Very Good 4.0 /5 Review Score Call BookMore Details
Mainstay Suites Madison Wi 4802 B Tradewinds Pkwy., Madison, WI 53718 Call ~11.79 miles south of Windsor
  • Pool in hotel: 6:00 A.M.- 11:00 P.M. Indoor Pool
  • Low Cost Highway hotel
From$99
Very Good 4.5 /5 Reviews Call BookMore Details
Spark by Hilton Madison Central - Madison 102 East Rusk Ave., Madison, WI 53713 Call ~11.93 miles south of Windsor
  • Has swimming pool: The pool which is a salt water pool, is open from 7am till 11pm daily.
  • Three Star Convention Center hotel
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Madison West Middleton : 2266 Deming Way 2266 Deming Way, Middleton, WI 53562 Call ~12.12 miles southwest of Windsor
  • Pool available: Zero Depth Entry Indoor Pool with Enhanced Features and whirlpool
  • Affordable Suburban property
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson Madison West Wi 2212 Deming Way, Middleton, WI 53562 Call ~12.12 miles southwest of Windsor
  • Pool available: We have a gorgeous, indoor pool area!
  • Midscale Highway property
From$78
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites 3510 Millpond Rd., Madison, WI 53718 Call ~12.18 miles south of Windsor
  • Pool available: Relax in our heated indoor pool and hot tub, open from 6AM-12AM for your convenience.
  • Midscale Highway hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Middleton 8353 Murphy Dr., Middleton, WI 53562 Call ~12.31 miles southwest of Windsor
  • Pool in hotel: Hours are 6am-10pm (anyone) 10pm-11pm (adults only) Pool is about 22,000 gallons – Hot Tub about 2,200 gallons.
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Madison West / Middleton in Middleton 1801 Deming Way, Middleton, WI 53562 Call ~12.42 miles southwest of Windsor
  • Includes a pool: Large indoor Fun Pool area with water volleyball, children's slides, and zero-depth entrance.
  • Mid-scale Suburban hotel
From$84
Very Good 4.5 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Madison West / Middleton 8212 Greenway Blvd., Middleton, WI 53562 Call ~12.48 miles southwest of Windsor
  • Pool in hotel: Indoor Pool
  • 3 star Suburban property
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Madison West / Middleton - Middleton 8400 Market St., Middleton, WI 53562 Call ~12.52 miles southwest of Windsor
  • Pool details: Indoor Pool and whirlpool
  • 3-star Suburban hotel
From$89
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Comfort Suites Madison West - Middleton : 1253 John Q Hammons Dr. 1253 John Q Hammons Dr., Madison, WI 53717 Call ~12.73 miles southwest of Windsor
  • Pool available: Indoor Pool. 8am-10pm
  • Three Star Suburban hotel
From$78
Very Good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Madison South - Madison 1602 West Beltline Highway, Madison, WI 53713 Call ~12.77 miles south of Windsor
  • Pool details: Indoor Pool & Whirlpool. Open 7 days/week. Pool Hours: 6 am - 12 am
  • Economy Highway property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Hotel & Suites Madison West - Middleton by IHG 1109 Fourier Dr., Madison, WI 53717 Call ~12.90 miles southwest of Windsor
  • Our hotel comes with a pool
  • 3-star Suburban property
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Baymont Inn & Suites by Wyndham Madison 2810 Coho St., Madison, WI 53713 Call ~13.13 miles south of Windsor
  • Has a pool!
  • Low Cost property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Americinn by Wyndham Madison West 516 Grand Canyon Dr., Madison, WI 53719 Call ~13.46 miles southwest of Windsor
  • Pool in hotel: Indoor pool and hot tub. Open from 6 am until 12 am.
  • 3-star Highway property
From$55
Very Good 4.0 /5 Read Reviews Call BookMore Details
Mainstay Suites Fitchburg Madison in Fitchburg 5421 Caddis Bend, Fitchburg, WI 53711 Call ~14.02 miles south of Windsor
  • Has swimming pool: 6 am to 11 pm.
  • Two star Suburban property
From$70
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Wyndham Garden Madison Fitchburg 2969 Cahill Main, Fitchburg, WI 53711 Call ~14.26 miles south of Windsor
  • Pool in hotel: 6 AM-11 PM Heated Indoor Pool and Whirlpool
  • 3-star Suburban property
From$94
Average 3.0 /5 Review Score Call BookMore Details
Staybridge Suites Madison Fitchburg 2916 Hardrock Rd., Fitchburg, WI 53719 Call ~15.54 miles southwest of Windsor
  • Has swimming pool: Pool and Fitness Center open daily 5am-10pm. ADA lift assist available for pool.
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites by Radisson Madison Southwest Wi 6275 Nesbitt Rd., Madison, WI 53719 Call ~15.86 miles southwest of Windsor
  • Pool in hotel: We have a large swimming pool with basketball hoops and balls, a large hot tub, and a kiddie play area.
  • Affordable Suburban hotel
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Madison-Verona, an IHG Hotel : 515 West Verona Ave. 515 West Verona Ave., Verona, WI 53593 Call ~18.52 miles southwest of Windsor
  • Pool available: We have an indoor swimming pool and whirlpool that is open daily 5:30am until 11:00pm.
  • 3 star Suburban property
From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Madison / Verona - Verona 846 Liberty Dr., Verona, WI 53593 Call ~18.53 miles southwest of Windsor
  • Pool in hotel: Enjoy our indoor heated pool from 7:00am - 10:00pm.
  • Three Star Suburban property
From$129
Average 3.0 /5 Reviews Call BookMore Details
Sleep Inn & Suites Oregon Madison : 1120 Park St. 1120 Park St., Oregon, WI 53575 Call ~20.64 miles south of Windsor
  • Pool in hotel: We feature an indoor pool and a hot tub that is half indoor and half outdoor.
  • Economy Suburban property
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
TRU by Hilton Stoughton - Stoughton 2500 Jackson St., Stoughton, GA 53589 Call ~20.65 miles south of Windsor
  • We have a pool
  • Mid-scale property
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Resort Hotel & Conference Center 2701 County Rd. Cx, Portage, WI 53901 Call ~25.50 miles north of Windsor
  • Pool in hotel: 6 am until 10:30 pm
  • Three Star Convention Center property
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Americinn & Suites by Wyndham Baraboo Event Center in Baraboo 626 West Pine St., Baraboo, WI 53913 Call ~28.05 miles northwest of Windsor
  • Pool available: Our majestic indoor pool, hot tub and steam room is located on the fourth floor of the hotel. You can enjoy the view of Baraboo Bluffs from the pool area.
  • Mid-scale Convention Center hotel
From$59
Average 3.5 /5 Reviews Call BookMore Details
Best Western Baraboo Inn 725 West Pine St., West Baraboo, WI 53913 Call ~28.14 miles northwest of Windsor
  • Pool in hotel: Indoor Pool and Hot Tub open 6 am - 11 pm. Size: 25X30 feet. Maximum depth: 5 ft. Indoor Pool and Hot Tub
  • Economical Highway hotel
From$55
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Jefferson 1409 West Junction Rd., Jefferson, WI 53549 Call ~29.87 miles east of Windsor
  • Has swimming pool: Indoor pool open 7am to 10pm daily.
  • Mid-scale Highway property
From$64
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson - Fort Atkinson 1650 Doris Dr., Fort Atkinson, WI 53538 Call ~30.51 miles southeast of Windsor
  • Includes a pool: Indoor pool and fitness center open from 6:00am - Midnight.
  • 3 star Rural property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Back to Top