Inn on Hillwind

N 4922 Hillwind Road , Plymouth, WI 53073 USA (Show map)


This beautiful Victorian situated on five scenic acres is located 2 minutes to downtown Plymouth, 8 minutes to Kohler golf and Elkhart Lake's Road America, and 12 minutes to Sheboygan's lakefront. Inviting rooms/suites feature king sized whirlpool, fireplace, queen or king sized bed, TV/VCR/DVD/cable, C.D. stereo, and private balconies with spectacular views. A full breakfast is served each morning. Breakfast can be delivered to your room or you can choose to have it at your own candlelit table for two in the dining room. A coffee pot, fresh flowers, comfy robes, and chocolates, complete each spacious room. Complimentary wine, snacks, and home baked cookies are served each eve in the common area. Quiet season rates $99-$169.



Write A Review
  • Guest room4.9
  • Service5
  • Value4.7
  • Cleanliness4.9
  • Onsite Dining4.7


4.6 on April 21, 2014

This was an absolutely beautiful property, inside and out. The grounds and inn were very clean and well kept. Service was outstanding. Will certainly go back.


5 on August 14, 2013

Fantastic! Peaceful! Private! Great treats and meals! Great service! Beautiful room! Great hospitality!

Wonderful Experience

5 on September 09, 2012

We never knew that this wonderful Bed and Breakfast even existed in the Plymouth WI area and we lived in Elkhart Lake for over 9 years before leaving the area. We recently had an anniversary dinner to attend in Plymouth and found Inn on Hillwind. We found this Inn to be delightful and very wonderful experience in the Plymouth WI area. We plan to come back often during various seasons of the year. Breakfast and snacks were fantastic. They are better than any Chicago Hotel or Fancy Hotel could offer. Cannot wait to go back. Wonderful and friendly owners.

5/14/12 Visit to Hillwind Bed and Breakfast

4.4 on May 17, 2012

A beautiful, peaceful country setting. Jean welcomed us with a warm, pleasant atmosphere with soft background music, a plate of wonderful fresh backed cookies just out of the oven, the smell of the house was wonderful coming in. She explained our options of coming down to breakfast or leaving it at our door. She was very helpful in explaining area attractions and any questions we had and left us a bottle of wine, a plate of those wonderful cookies, pop corn and a pitcher of hot water for tea if desired on the dining table. We stayed in the smallest room at the Inn which was clean and decorated with attention to detail with a cute private balcony which we sat out on with our glass of wine listening to the birds, very relaxing and peaceful setting. The breakfast was delicious and portions were more than adequate. We really enjoyed our stay and the walk down the road. Thanks for a nice get away!

The Place to Stay!

5 on May 13, 2012

A relaxing getaway in beautiful country. Our room faced out over the barn/silo in which I sat on our balcony sipping an early morning cup of joe listening to the faint rooster calls. Breakfast was to die for... amazing recipes. Afternoon cookies, cheese, crackers, wine was a nice treat to end our activities of the day. Service A++. A definite place to re-visit!


5 on February 25, 2010

We were treated like family. Beautiful home thru out. We can't even described how much we love this place. This was our 2nd visit and we hope to go back soon. Thank you for wonderful memories.

Wonderful B & B

4.8 on October 13, 2009

Never having stayed at a Bed and Breakfast before, we wondered what to expect. Hillwind Inn is absolutely beautiful and we'd love to revisit it. This 160 year old former farmhouse is lovingly cared for by its owners, who welcome guests with home-made cookies every evening and delicious made-from-scratch breakfasts each morning. Lovely rooms--romantic fireplaces and comfy beds. Stunning views of Kettle Moraine. This place is fabulous!

Excellent B&B

4.6 on August 14, 2009

Coming to Hillwind is like putting on a pair of comfy slippers -- instant relaxation! Beautiful setting, gorgeous decor, excellent hosts, and delicious food. Love the snacks & wine at night -- especially the cookies!

Great Experience

5 on June 22, 2009

My husband and I celebrated our 10 year wedding anniversary here. The location was perfect--near so much to do and to see, but very secluded and relaxing. Our room exceeded our expectations! It was cozy and very private. All the staff were extremely friendly and helpful. Of course, the breakfasts were great!

Engagement Weekend

5 on November 08, 2008

We originally visited Hillwind Farm on the weekend I asked my wife to marry me. I rented a plane at the Sheboygan Airport and popped the question about 5,000 ft. above Lake Michigan. We have returned every year since. Each year they never fail to impress us and make our stay as happy as the first time. We love it there. Jeff and Angie Schmitz

View More Reviews

Rooms & Rates

Room # 1 Martha's Suite

Our most spacious suite, over 500 sq. feet, features king size whirlpool, fireplace, king sized canopy bed dressed in designer linens, 3 season private sitting porch, private entrance and private bath. The private attached bathroom features a luxurious 2 person shower. This suite also features a kitchenette with microware, refrigerator, eating area, and sink. Perfect for multi-night or long term stays. TV/VCR/DVD/Cable, CD stereo, wireless internet and coffee pot complete this fabulous room.

  • Maximum Capacity: 4
  • Bathroom Private Bath
  • Beds 1 King

Nightly Rate: $169 - $199

Room # 2 John K. Curtis

This two room suite features a queen size bed dressed in luxurious linens. The adjoining sitting room features a stunning view of the Kettle Moraine hills. View the beautiful fieldstone fireplace from the sitting room or the bedroom. The private balcony makes this room perfect for reading in the afternoon or sharing a glass of wine at sunset. The large private attached bath includes a king sized whirlpool with shower and a second fireplace, TV/VCR/DVD/Cable, CD player, wireless internet and in room coffee pot complete this suite.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $149 - $179

Room 3 J. Edward Curtis

The master bedroom boasts a turret overlooking the hills of the Kettle Moraine. The private balcony makes this room perfect for drinking your coffee in the morning or sharing a glass of wine at dusk. This room features a fireplace, a turret with a small sitting area and a queen sized four poster bed dressed in luxurious linens. The private attached bath includes a king sized whirlpool with shower. A TV/VCR/DVD/Cable, CD player, wireless internet and in room coffee pot complete this room.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $129 - $149

Room 4 Mary Anhlat Room

This romantic room features a queen sized four poster bed dressed in luxurious linens. A brick fireplace and a king sized whirlpool tub with shower make this room truly romantic. TV/VCR/DVD/Cable, CD player, wireless internet, in room coffee pot, screened-in covered outside sitting porch and private entrance complete this room.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $119 - $149

Room # 5 Nancy Gallagher

This room features a queen sized canopy bed dressed in fine linens, The private attached bath features an oversized Kohler shower. A floor to ceiling stone fireplace, TV/VCR/DVD/Cable, CD player, wireless internet, in room coffee pot and private balcony complete this room.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $99 - $129

Visit Website


Location Type

Countryside, Small town


Milwaukee, WI (MKE-General Mitchell Intl.) 55 miles

Area Attractions

Antique Shopping, Art Galleries, Beach, Concert venue, Gourmet/Fine Dining, Historical interests, Lake, Live Music, Movie Theater, Museum, National/State parks, Nature area, Outlet Stores, Performing Theater, Picnic area, Religious Services, River, Ski area, Winery

Visit Website

Inn Details

Establishment type

Bed and Breakfast, Country Inn, Historic Inn, Boutique Hotel

On-site amenities

Board games, Copier, Fax Machine, Movie library, Parking, Telephone

Room amenities

Air conditioning, Alarm clock, Amenities Basket, Bath robes, CD player, Ceiling fans, Coffee/Tea facilities, DVD Player, Desk, Fireplace, Hairdryer, Hot tub/whirlpool tub, Internet Service, Ironing Board, Private entrance, Radio, Satellite/Cable TV, TV, VCR, Videos, Wi-Fi, Wired internet

On-site activities

Bicycle rental, Bicycle riding trails, Bird watching, Boating, Canoeing, Cross-country ski trails, Downhill Skiing, Fishing, Golfing, Hiking trails, Horseback riding, Kayaking, Mountain Bike trails, Antiquing, Sailing, Shopping, Sight-seeing, Ski rentals, Snow shoe rental, Snow shoe trails, Swimming, Tennis courts, Water sports

Visit Website


  • Check In:: 4:00 - 8:00 P.M
  • Check Out:: Noon
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only outside only
  • Drinking Allowed: Yes
  • Alcohol Provided Yes
  • Suitable For Children: Limited call
  • Childcare Provided: No
  • Guest Pets Allowed: No
  • Disabled Access No

Terms and Conditions

  • Accepted payments AMEX, VISA, Discover, Mastercard, Personal checks, Travelers checks, Cash
  • Deposit Amount Required: A one night or 50% deposit is required to guarantee room.
  • Cancellations: Room must be cancelled at least 30 days prior to date of arrival for a full refund. If cancellation becomes necessary with less than a 30 day notice a refund will be issued only if room is re-rented for same number of days. Group reservations and special event reservations vary. Please see website .innonhillwind for cancellation policy for groups and special events.
Visit Website



Jean M Hayes

Languages spoken


Resident Pets


Visit Website




  • Time Served: between 9:00 and 10:30 A.M.
  • Serving Location: Dining Room, Guest room

Special meal options

Low fat , Restrictive , Vegetarian

Signature Dish

Inn on Hillwind's Veggie Pie
A cheesy egg bake with an assortment of fresh veggies.


Visit Website