Windsor Hotels with Pools - Outdoor/Indoor Pools in Windsor WI

Windsor 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 Windsor, WI for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Windsor Wisconsin hotel and motel rooms for children. Review the list of Windsor hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Windsor Hotels with Outdoor or Indoor Pools

Cambria Suites Madison East
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
5045 Eastpark Blvd., Madison, WI 53718 +1-888-389-4121 ~5.34 miles southeast of Windsor
  • Includes a pool: Our hotel offers a small indoor pool
  • Three Star Airport property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Madison at the American Center : 5109 West Terrace Dr.
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
5109 West Terrace Dr., Madison, WI 53718 +1-888-675-2083 ~5.44 miles southeast of Windsor
  • Pool in hotel: Pool Hours: 6:00am - 11:00pm *10:00pm - 11:00pm - Adults Only*
  • 3 star Highway hotel
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From$85
Very good 4.5 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Madison American Center - Madison
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
5217 East Terrace Dr., Madison, WI 53718 +1-800-716-8490 ~5.52 miles southeast of Windsor
  • Pool in hotel: Indoor pool! Open 8am-midnight.
  • 3 star Airport property
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From$74
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Madison East Towne Mall Area - Madison
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
4820 Hayes Rd., Madison, WI 53704 +1-800-805-5223 ~5.68 miles south of Windsor
  • Pool in hotel: Indoor Pool
  • Affordable Highway property
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From$69
Very good 4.5 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Madison East
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
4862 Hayes Rd., Madison, WI 53704 +1-888-965-1860 ~5.77 miles south of Windsor
  • Pool available: 24 hour indoor pool
  • Three Star Airport property
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From$119
Average 3.0 /5 Review Score Call BookMore Details
MainStay Suites Madison Airport : 5317 High Crossing Blvd.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
5317 High Crossing Blvd., Madison, WI 53718 +1-888-788-5576 ~5.83 miles southeast of Windsor
  • Includes a pool: 7am-11pm. Indoor heated pool
  • Economy Highway property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Madison - Airport - Madison
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
4822 East Washington Ave., Madison, WI 53704 +1-888-897-9207 ~5.85 miles south of Windsor
  • Includes a pool: Indoor pool and whirlpool open from 8am - 10pm
  • Economical Airport property
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From$72
Very good 4.0 /5 Reviews Call BookMore Details
Staybridge Suites Madison East - Madison
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3301 City View Dr., Madison, WI 53718 +1-888-311-4278 ~5.88 miles southeast of Windsor
  • Pool available: open 24 hours
  • Midscale Highway hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Madison by IHG
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
5150 High Crossing Blvd., Madison, WI 53718 +1-888-469-4795 ~5.94 miles southeast of Windsor
  • Pool details: Indoor Pool & Whirlpool. Open 6:00AM - 10:00PM for everyone and 10:00PM - 11:00PM for Adults only.
  • Midscale Airport property
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From$80
Very good 4.0 /5 Reviews Call BookMore Details
Best Western East Towne Suites - Madison
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
4801 Annamark Dr., Madison, WI 53704 +1-888-734-9421 ~6.04 miles south of Windsor
  • Pool available: We have in Indoor Swimming Pool that is 5.5 feet deep and is open during the hours of 7am-11pm.
  • Midscale Airport hotel
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From$67
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Madison East
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2702 Crossroads Dr., Madison, WI 53718 +1-888-841-5292 ~6.11 miles southeast of Windsor
  • Includes a pool: Indoor pool
  • 3-star Highway hotel
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From$79
Very good 4.5 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Madison East
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2502 Crossroads Dr., Madison, GA 53718 +1-888-455-5160 ~6.18 miles southeast of Windsor
  • Pool in hotel: Indoor Pool
  • Midscale Airport hotel
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From$125
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Hilton Madison Monona Terrace - Madison
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
9 East Wilson St., Madison, WI 53703 +1-888-965-8297 ~9.96 miles south of Windsor
  • Pool available: Indoor Small pool with windows and views of Lake Monona. ADA compliant. 7am - 10pm
  • Four-star Downtown hotel
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From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Premier Park Hotel
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
22 South Carroll St., Madison, WI 53703 +1-888-906-6358 ~9.96 miles south of Windsor
  • Has swimming pool: Indoor heated pool from 6am to 11pm.
  • 2-star Downtown hotel
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From$109
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Madison Downtown
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
333 West Washington Ave., Madison, WI 53703 +1-888-749-6785 ~10.07 miles south of Windsor
  • Has swimming pool: Indoor Pool
  • 3-star Downtown hotel
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From$99
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Plus InnTowner Madison : 2424 University Ave.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2424 University Ave., Madison, WI 53726 +1-888-878-9982 ~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
  • Three Star Downtown hotel
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From$119
Very good 4.0 /5 Review Score Call BookMore Details
Americinn by Wyndham Madison South
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
101 West Broadway, Monona, WI 53716 +1-888-389-4485 ~11.49 miles south of Windsor
  • With a pool!
  • Low-priced Highway property
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Madison Central An Ihg Hotel in Madison
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
610 John Nolen Dr., Madison, WI 53713 +1-888-389-4121 ~11.51 miles south of Windsor
  • Has swimming pool: Relax in our Indoor Heated Salt Pool. Hours of operation are 5:30AM-11:30PM
  • 3-star Downtown property
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From$82
Very good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn & Suites by Wyndham Madison - Madison
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
4402 East Broadway Service Rd., Madison, WI 53716 +1-888-675-2083 ~11.55 miles south of Windsor
  • Includes a pool: Hotel has indoor heated large size pool and a whirlpool.
  • Cheap Highway hotel
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From$57
Very good 4.0 /5 Guest Reviews Call BookMore Details
Madison Marriott South | Marriott Bonvoy : 706 John Nolen Dr.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
706 John Nolen Dr., Madison, WI 53713 +1-800-716-8490 ~11.60 miles south of Windsor
  • Pool details: indoor pool with ADA compliance. 6am - 11pm
  • Midscale Convention Center property
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From$169
Very good 4.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites by Radisson Madison Wi
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
400 River Place, Monana, WI 53716 +1-800-805-5223 ~11.64 miles south of Windsor
  • Pool available: Open 6am-midnight Indoor Pool capacity: 25 Hot tub capacity: 10 Gorgeous pond and patio attached to pool area with tables and chairs
  • Midscale hotel
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From$62
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites Madison South
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
722 John Nolen Dr., Madison, WI 53713 +1-888-965-1860 ~11.67 miles south of Windsor
  • Pool details: Swimming Pool Indoor
  • Low-priced Downtown hotel
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From$80
Very good 4.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites Madison - Monona
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
4802 a Tradewinds Pkwy., Madison, WI 53718 +1-888-788-5576 ~11.78 miles south of Windsor
  • Pool in hotel: 6:00 A.M.- 11:00 P.M. Indoor Pool
  • Two star Highway property
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From$65
Very good 4.0 /5 Read Reviews Call BookMore Details
Mainstay Suites Madison Wi
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
4802 B Tradewinds Pkwy., Madison, WI 53718 +1-888-897-9207 ~11.79 miles south of Windsor
  • Has swimming pool: 6:00 A.M.- 11:00 P.M. Indoor Pool
  • Low Cost Highway hotel
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From$99
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Spark by Hilton Madison Central
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
102 East Rusk Ave., Madison, WI 53713 +1-888-311-4278 ~11.93 miles south of Windsor
  • Includes a pool: The pool which is a salt water pool, is open from 7am till 11pm daily.
  • Midscale Convention Center property
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From$79
Very good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Madison West Middleton
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2266 Deming Way, Middleton, WI 53562 +1-888-469-4795 ~12.12 miles southwest of Windsor
  • Has swimming pool: Zero Depth Entry Indoor Pool with Enhanced Features and whirlpool
  • 3 star Suburban hotel
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From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Valued Stay Madison in Madison
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
6606 Maahic Way, Madison, WI 53718 +1-888-734-9421 ~12.12 miles south of Windsor
  • Includes a pool: Outdoor Pool (Seasonal) Open from 9.00 AM to 10.00 PM everyday
  • 2-star Highway property
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From$54
Poor 2.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Madison West Wi in Middleton
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2212 Deming Way, Middleton, WI 53562 +1-888-841-5292 ~12.12 miles southwest of Windsor
  • Pool details: We have a gorgeous, indoor pool area!
  • 3 star Highway property
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From$78
Very good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites : 3510 Millpond Rd.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3510 Millpond Rd., Madison, WI 53718 +1-888-455-5160 ~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.
  • Three Star Highway property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Middleton - Middleton
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
8353 Murphy Dr., Middleton, WI 53562 +1-888-965-8297 ~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.
  • Midscale Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Madison West / Middleton : 1801 Deming Way
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1801 Deming Way, Middleton, WI 53562 +1-888-906-6358 ~12.42 miles southwest of Windsor
  • Pool details: Large indoor Fun Pool area with water volleyball, children's slides, and zero-depth entrance.
  • 3 star Suburban hotel
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From$84
Very good 4.5 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Madison West / Middleton
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
8212 Greenway Blvd., Middleton, WI 53562 +1-888-749-6785 ~12.48 miles southwest of Windsor
  • Pool in hotel: Indoor Pool
  • Affordable Suburban hotel
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From$79
Very good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Madison West / Middleton : 8400 Market St.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
8400 Market St., Middleton, WI 53562 +1-888-878-9982 ~12.52 miles southwest of Windsor
  • Has swimming pool: Indoor Pool and whirlpool
  • 3-star Suburban hotel
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From$89
Very good 4.5 /5 Recent Reviews Call BookMore Details
Comfort Suites Madison West - Middleton - Madison
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1253 John Q Hammons Dr., Madison, WI 53717 +1-888-389-4485 ~12.73 miles southwest of Windsor
  • Includes a pool: Indoor Pool. 8am-10pm
  • Three Star Suburban hotel
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From$78
Very good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Madison South in Madison
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1602 West Beltline Highway, Madison, WI 53713 +1-888-389-4121 ~12.77 miles south of Windsor
  • Pool in hotel: Indoor Pool & Whirlpool. Open 7 days/week. Pool Hours: 6 am - 12 am
  • Inexpensive Highway hotel
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Hotel & Suites Madison West - Middleton by IHG - Madison
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1109 Fourier Dr., Madison, WI 53717 +1-888-675-2083 ~12.90 miles southwest of Windsor
  • Includes a pool
  • 3 star Suburban hotel
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From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Baymont Inn & Suites by Wyndham Madison : 2810 Coho St.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2810 Coho St., Madison, WI 53713 +1-800-716-8490 ~13.13 miles south of Windsor
  • Includes a pool
  • 2-star property
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Americinn by Wyndham Madison West
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
516 Grand Canyon Dr., Madison, WI 53719 +1-800-805-5223 ~13.46 miles southwest of Windsor
  • Pool details: Indoor pool and hot tub. Open from 6 am until 12 am.
  • Midscale Highway property
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From$55
Very good 4.0 /5 Review Score Call BookMore Details
Mainstay Suites Fitchburg Madison : 5421 Caddis Bend
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
5421 Caddis Bend, Fitchburg, WI 53711 +1-888-965-1860 ~14.02 miles south of Windsor
  • Pool details: 6 am to 11 pm.
  • Inexpensive Suburban property
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From$70
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wyndham Garden Madison Fitchburg - Fitchburg
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2969 Cahill Main, Fitchburg, WI 53711 +1-888-788-5576 ~14.26 miles south of Windsor
  • Has swimming pool: 6 AM-11 PM Heated Indoor Pool and Whirlpool
  • Three Star Suburban property
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From$94
Average 3.0 /5 Reviews Call BookMore Details
Staybridge Suites Madison Fitchburg : 2916 Hardrock Rd.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2916 Hardrock Rd., Fitchburg, WI 53719 +1-888-897-9207 ~15.54 miles southwest of Windsor
  • Has swimming pool: Pool and Fitness Center open daily 5am-10pm. ADA lift assist available for pool.
  • Midscale Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Madison Southwest Wi : 6275 Nesbitt Rd.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
6275 Nesbitt Rd., Madison, WI 53719 +1-888-311-4278 ~15.86 miles southwest of Windsor
  • Pool details: We have a large swimming pool with basketball hoops and balls, a large hot tub, and a kiddie play area.
  • Three Star Suburban hotel
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From$75
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Madison-Verona, an IHG Hotel : 515 West Verona Ave.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
515 West Verona Ave., Verona, WI 53593 +1-888-469-4795 ~18.52 miles southwest of Windsor
  • Pool in hotel: We have an indoor swimming pool and whirlpool that is open daily 5:30am until 11:00pm.
  • 3-star Suburban property
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From$84
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Madison / Verona : 846 Liberty Dr.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
846 Liberty Dr., Verona, WI 53593 +1-888-734-9421 ~18.53 miles southwest of Windsor
  • Pool in hotel: Enjoy our indoor heated pool from 7:00am - 10:00pm.
  • 3 star Suburban property
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From$129
Average 3.0 /5 Reviews Call BookMore Details
TRU by Hilton Stoughton
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2500 Jackson St., Stoughton, GA 53589 +1-888-841-5292 ~20.65 miles south of Windsor
  • Includes a pool
  • Affordable property
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From$90
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Resort Hotel & Conference Center
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2701 County Rd. Cx, Portage, WI 53901 +1-888-455-5160 ~25.50 miles north of Windsor
  • Pool details: 6 am until 10:30 pm
  • 3-star Convention Center hotel
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From$80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Americinn & Suites by Wyndham Baraboo Event Center in Baraboo
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
626 West Pine St., Baraboo, WI 53913 +1-888-965-8297 ~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
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From$59
Average 3.5 /5 Recent Reviews Call BookMore Details
Best Western Baraboo Inn
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
725 West Pine St., West Baraboo, WI 53913 +1-888-906-6358 ~28.14 miles northwest of Windsor
  • Pool details: Indoor Pool and Hot Tub open 6 am - 11 pm. Size: 25X30 feet. Maximum depth: 5 ft. Indoor Pool and Hot Tub
  • Low Cost Highway property
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From$55
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Jefferson : 1409 West Junction Rd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1409 West Junction Rd., Jefferson, WI 53549 +1-888-749-6785 ~29.87 miles east of Windsor
  • Pool details: Indoor pool open 7am to 10pm daily.
  • Affordable Highway property
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From$64
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Watertown : 101 Aviation Way
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
101 Aviation Way, Watertown, WI 53094 +1-888-878-9982 ~30.85 miles east of Windsor
  • We have a pool
  • Affordable Rural hotel
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From$64
Average 3.0 /5 Latest Reviews Call BookMore Details
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