Windsor Hotels with Outdoor or Indoor Pools

Comfort Inn & Suites Madison North
+1-888-389-4121
5025 Co Highway V, Deforest, WI 53532 +1-888-389-4121 ~3.27 miles northwest of Windsor
  • Pool available: The pool is open 7am to 11pm. We have a regular size lap pool, zero depth entry children's pool and hot tub.
  • Affordable Rural property
From$84
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Cambria Suites Madison East - Madison
+1-888-675-2083
5045 Eastpark Blvd., Madison, WI 53718 +1-888-675-2083 ~5.34 miles southeast of Windsor
  • Pool available: Our hotel offers a small indoor pool
  • 3 star Airport property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Madison at the American Center
+1-800-716-8490
5109 West Terrace Dr., Madison, WI 53718 +1-800-716-8490 ~5.44 miles southeast of Windsor
  • Pool details: Pool Hours: 6:00am - 11:00pm *10:00pm - 11:00pm - Adults Only*
  • 3-star Highway property
From$85
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Madison American Center
+1-800-805-5223
5217 East Terrace Dr., Madison, WI 53718 +1-800-805-5223 ~5.52 miles southeast of Windsor
  • Pool in hotel: Indoor pool! Open 8am-midnight.
  • Affordable Airport hotel
From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Madison East Towne Mall Area in Madison
+1-888-965-1860
4820 Hayes Rd., Madison, WI 53704 +1-888-965-1860 ~5.68 miles south of Windsor
  • Pool available: Indoor Pool
  • Midscale Highway property
From$69
Very Good 4.5 /5 Review Score Call BookMore Details
Residence Inn by Marriott Madison East in Madison
+1-888-788-5576
4862 Hayes Rd., Madison, WI 53704 +1-888-788-5576 ~5.77 miles south of Windsor
  • Has swimming pool: 24 hour indoor pool
  • Affordable Airport property
From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
MainStay Suites Madison Airport
+1-888-897-9207
5317 High Crossing Blvd., Madison, WI 53718 +1-888-897-9207 ~5.83 miles southeast of Windsor
  • Pool in hotel: 7am-11pm. Indoor heated pool
  • 2 star Highway property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Madison - Airport - Madison
+1-888-311-4278
4822 East Washington Ave., Madison, WI 53704 +1-888-311-4278 ~5.85 miles south of Windsor
  • Pool details: Indoor pool and whirlpool open from 7am - 11pm
  • Low Cost Airport hotel
From$72
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Staybridge Suites Madison East
+1-888-469-4795
3301 City View Dr., Madison, WI 53718 +1-888-469-4795 ~5.88 miles southeast of Windsor
  • Pool available: open 24 hours
  • 3 star Highway property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Madison, an IHG Hotel : 5150 High Crossing Blvd.
+1-888-734-9421
5150 High Crossing Blvd., Madison, WI 53718 +1-888-734-9421 ~5.94 miles southeast of Windsor
  • Pool in hotel: Indoor Pool & Whirlpool. Open 6:00AM - 10:00PM for everyone and 10:00PM - 11:00PM for Adults only.
  • Mid-scale Airport property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western East Towne Suites in Madison
+1-888-841-5292
4801 Annamark Dr., Madison, WI 53704 +1-888-841-5292 ~6.04 miles south of Windsor
  • Has swimming pool: We have in Indoor Swimming Pool that is 5.5 feet deep and is open during the hours of 7am-11pm.
  • Three Star Airport hotel
From$66
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Madison East
+1-888-455-5160
2702 Crossroads Dr., Madison, WI 53718 +1-888-455-5160 ~6.11 miles southeast of Windsor
  • Pool available: Indoor pool
  • Affordable Highway hotel
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Madison East - Madison
+1-888-965-8297
2502 Crossroads Dr., Madison, WI 53718 +1-888-965-8297 ~6.18 miles southeast of Windsor
  • Has swimming pool: Indoor Pool
  • 3 star Airport hotel
From$125
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Madison Concourse Hotel : 1 West Dayton St.
+1-888-906-6358
1 West Dayton St., Madison, WI 53703 +1-888-906-6358 ~9.78 miles south of Windsor
  • Has swimming pool
  • 3 star Downtown hotel
From$100
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hilton Madison Monona Terrace
+1-888-749-6785
9 East Wilson St., Madison, WI 53703 +1-888-749-6785 ~9.96 miles south of Windsor
  • Pool details: Indoor Small pool with windows and views of Lake Monona. ADA compliant. 7am - 10pm
  • 4-star Downtown property
From$100
Average 3.0 /5 Review Score Call BookMore Details
Best Western Premier Park Hotel in Madison
+1-888-878-9982
22 South Carroll St., Madison, WI 53703 +1-888-878-9982 ~9.96 miles south of Windsor
  • Includes a pool
  • Two-star Downtown property
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Lodi I-90 : W9250 Prospect Dr.
+1-888-389-4485
W9250 Prospect Dr., Lodi, WI 53555 +1-888-389-4485 ~10.02 miles northwest of Windsor
  • Pool in hotel
  • Low Cost Rural property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Madison Downtown
+1-888-389-4121
333 West Washington Ave., Madison, WI 53703 +1-888-389-4121 ~10.07 miles south of Windsor
  • Pool details: Indoor Pool
  • 2-star Downtown hotel
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Plus InnTowner Madison : 2424 University Ave.
+1-888-675-2083
2424 University Ave., Madison, WI 53726 +1-888-675-2083 ~10.71 miles southwest of Windsor
  • Includes a pool: Indoor Heated Pool Open 6:30 AM - 10:00 PM It also includes a whirlpool and fitness center featuring 4 workout machines
  • Midscale Downtown hotel
From$109
Very Good 4.5 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Madison - Madison
+1-800-716-8490
4601 Frey St., Madison, WI 53705 +1-800-716-8490 ~11.23 miles southwest of Windsor
  • Pool available: Indoor Pool 7a-11p
  • 3-star Suburban property
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Americinn by Wyndham Madison South
+1-800-805-5223
101 West Broadway, Monona, WI 53716 +1-800-805-5223 ~11.49 miles south of Windsor
  • Our hotel comes with a pool
  • Economical 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.
+1-888-965-1860
610 John Nolen Dr., Madison, WI 53713 +1-888-965-1860 ~11.51 miles south of Windsor
  • Includes a pool: Relax in our Indoor Heated Salt Pool. Hours of operation are 5:30AM-11:30PM
  • Mid-scale Downtown hotel
From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn & Suites by Wyndham Madison : 4402 East Broadway Service Rd.
+1-888-788-5576
4402 East Broadway Service Rd., Madison, WI 53716 +1-888-788-5576 ~11.55 miles south of Windsor
  • Has swimming pool: Hotel has indoor heated large size pool and a whirlpool.
  • Low priced Highway property
From$57
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Madison Wi
+1-888-897-9207
400 River Place, Madison, WI 53716 +1-888-897-9207 ~11.64 miles south of Windsor
  • Has swimming pool: Open 6am-midnight Indoor Pool capacity: 25 Hot tub capacity: 10 Gorgeous pond and patio attached to pool area with tables and chairs
  • 3 star property
From$62
Average 3.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites Madison : 4802 a Tradewinds Pkwy.
+1-888-311-4278
4802 a Tradewinds Pkwy., Madison, WI 53718 +1-888-311-4278 ~11.78 miles south of Windsor
  • Pool in hotel: 6:00 A.M.- 11:00 P.M. Indoor Pool
  • Low Cost Highway hotel
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Mainstay Suites Madison Wi
+1-888-469-4795
4802 B Tradewinds Pkwy., Madison, WI 53718 +1-888-469-4795 ~11.79 miles south of Windsor
  • Pool available: 6:00 A.M.- 11:00 P.M. Indoor Pool
  • Inexpensive Highway property
From$99
Very Good 4.5 /5 Reviews Call BookMore Details
Clarion Suites at the Alliant Energy Center : 2110 Rimrock Rd.
+1-888-734-9421
2110 Rimrock Rd., Madison, WI 53713 +1-888-734-9421 ~11.93 miles south of Windsor
  • Pool details: The pool is normally open from 7am till 11pm daily. There is also a hot tub in the pool area.
  • Three Star Convention Center property
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Madison West Middleton - Middleton
+1-888-841-5292
2266 Deming Way, Middleton, WI 53562 +1-888-841-5292 ~12.12 miles southwest of Windsor
  • Pool details: Zero Depth Entry Indoor Pool with Enhanced Features and whirlpool
  • Mid-scale Suburban hotel
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Valued Stay Madison : 6606 Maahic Way
+1-888-455-5160
6606 Maahic Way, Madison, WI 53718 +1-888-455-5160 ~12.12 miles south of Windsor
  • Includes a pool: Outdoor Pool (Seasonal) Open from 9.00 AM to 10.00 PM everyday
  • Low-priced Highway property
Country Inn & Suites by Radisson Madison West Wi : 2212 Deming Way
+1-888-965-8297
2212 Deming Way, Middleton, WI 53562 +1-888-965-8297 ~12.12 miles southwest of Windsor
  • Has swimming pool: We have a gorgeous, indoor pool area!
  • Mid-scale Highway property
From$78
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites in Madison
+1-888-906-6358
3510 Millpond Rd., Madison, WI 53718 +1-888-906-6358 ~12.18 miles south of Windsor
  • Pool in hotel: Relax in our heated indoor pool and hot tub, open from 6AM-12AM for your convenience.
  • 3-star Highway property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Middleton
+1-888-749-6785
8353 Murphy Dr., Middleton, WI 53562 +1-888-749-6785 ~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.
  • 3-star Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Madison West / Middleton in Middleton
+1-888-878-9982
1801 Deming Way, Middleton, WI 53562 +1-888-878-9982 ~12.42 miles southwest of Windsor
  • Has swimming pool: Large indoor Fun Pool area with water volleyball, children's slides, and zero-depth entrance.
  • Affordable Suburban property
From$84
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Madison West / Middleton
+1-888-389-4485
8400 Market St., Middleton, WI 53562 +1-888-389-4485 ~12.52 miles southwest of Windsor
  • Pool in hotel: Indoor Pool and whirlpool
  • Three Star Suburban hotel
From$89
Very Good 4.5 /5 Reviews Call BookMore Details
Comfort Suites Madison West in Madison
+1-888-389-4121
1253 John Q Hammons Dr., Madison, WI 53717 +1-888-389-4121 ~12.73 miles southwest of Windsor
  • Includes a pool: Indoor Pool. 8am-10pm
  • Affordable Suburban hotel
From$78
Very Good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Madison South : 1602 West Beltline Highway
+1-888-675-2083
1602 West Beltline Highway, Madison, WI 53713 +1-888-675-2083 ~12.77 miles south of Windsor
  • Includes a pool: Indoor Pool & Whirlpool. Open 7 days/week. Pool Hours: 6 am - 12 am
  • 2 star Highway property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Hotel & Suites Madison West, an IHG Hotel
+1-800-716-8490
1109 Fourier Dr., Madison, WI 53717 +1-800-716-8490 ~12.90 miles southwest of Windsor
  • Pool in hotel
  • Midscale Suburban property
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Madison West/Middleton WI West
+1-800-805-5223
8102 Excelsior Dr., Madison, WI 53717 +1-800-805-5223 ~13.17 miles southwest of Windsor
  • Pool in hotel: Offering a large indoor pool and whirlpool in addition to a game room in the pool recreation area. Available daily from 6:00 AM to 11:00 PM.
  • Midscale Highway property
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Americinn by Wyndham Madison West - Madison
+1-888-965-1860
516 Grand Canyon Dr., Madison, WI 53719 +1-888-965-1860 ~13.46 miles southwest of Windsor
  • Includes a pool: Indoor pool and hot tub. Open from 6 am until 12 am.
  • Three Star Highway property
From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Mainstay Suites Fitchburg Madison
+1-888-788-5576
5421 Caddis Bend, Fitchburg, WI 53711 +1-888-788-5576 ~14.02 miles south of Windsor
  • Pool available: 6 am to 11 pm.
  • Low-priced Suburban property
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Wyndham Garden Madison Fitchburg
+1-888-897-9207
2969 Cahill Main, Fitchburg, WI 53711 +1-888-897-9207 ~14.26 miles south of Windsor
  • Has swimming pool: 6 AM-11 PM Heated Indoor Pool and Whirlpool
  • Three Star Suburban hotel
From$94
Average 3.0 /5 Reviews Call BookMore Details
Staybridge Suites Madison Fitchburg - Fitchburg
+1-888-311-4278
2916 Hardrock Rd., Fitchburg, WI 53719 +1-888-311-4278 ~15.54 miles southwest of Windsor
  • Pool available: Pool and Fitness Center open daily 5am-10pm. ADA lift assist available for pool.
  • Mid-scale Suburban property
From$93
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites by Radisson Madison Southwest Wi
+1-888-469-4795
6275 Nesbitt Rd., Madison, WI 53719 +1-888-469-4795 ~15.81 miles southwest of Windsor
  • Has swimming pool: We have a large swimming pool with basketball hoops and balls, a large hot tub, and a kiddie play area.
  • 3 star Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Madison-Verona, an IHG Hotel
+1-888-734-9421
515 West Verona Ave., Verona, WI 53593 +1-888-734-9421 ~18.52 miles southwest of Windsor
  • Pool details: We have an indoor swimming pool and whirlpool that is open daily 5:30am until 11:00pm.
  • Affordable Suburban property
From$84
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Madison / Verona : 846 Liberty Dr.
+1-888-841-5292
846 Liberty Dr., Verona, WI 53593 +1-888-841-5292 ~18.53 miles southwest of Windsor
  • Pool in hotel: Enjoy our indoor heated pool from 7:00am - 10:00pm.
  • Midscale Suburban property
From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
TRU by Hilton Stoughton : 2500 Jackson St.
+1-888-455-5160
2500 Jackson St., Stoughton, WI 53589 +1-888-455-5160 ~20.65 miles south of Windsor
  • Our hotel comes with a pool
  • 3-star hotel
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Resort Hotel & Conference Center in Portage
+1-888-965-8297
2701 County Rd. Cx, Portage, WI 53901 +1-888-965-8297 ~25.50 miles north of Windsor
  • Pool in hotel: 6 am until 10:30 pm
  • Mid-scale Convention Center property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Americinn & Suites by Wyndham Baraboo Event Center
+1-888-906-6358
626 West Pine St., Baraboo, WI 53913 +1-888-906-6358 ~28.05 miles northwest of Windsor
  • Has swimming pool: 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.
  • Midscale Convention Center hotel
From$59
Average 3.5 /5 Recent Reviews Call BookMore Details
Best Western Baraboo Inn : 725 West Pine St.
+1-888-749-6785
725 West Pine St., West Baraboo, WI 53913 +1-888-749-6785 ~28.14 miles northwest of Windsor
  • Has swimming pool: Indoor Pool and Hot Tub open 6 am - 11 pm. Size: 25X30 feet. Maximum depth: 5 ft. Indoor Pool and Hot Tub
  • Two-star Highway hotel
From$55
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Suites Johnson Creek Conference Center
+1-888-878-9982
725 Paradise Lane, Johnson Creek, WI 53038 +1-888-878-9982 ~29.64 miles east of Windsor
  • Pool in hotel: We have an indoor swimming pool, spa and kiddie pool open from 6am to 11pm, until midnight for adults
  • Mid-scale Convention Center hotel
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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