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All 2 Oconomowoc B&Bs / inns

Pleasant Street Bed and Breakfast

4.0 of 5 Bed and Breakfast   |   329 Pleasant Street, Oconomowoc, WI 53066
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A recent review
5 of 5 stars reviewed 4 days ago
Tony S El Paso
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17 people have reviewed this hotel

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Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    5 of 5 stars
  • Cleanliness
    5 of 5 stars
Date | Rating
  • English first
  • Any
English first
El Paso
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 4 days ago NEW

Randy and Sara have outdone themselves. What an amazing retreat close to the city! They’ve thought of everything. This B&B is meticulously cared for with great attention paid to the smallest details. The location is close to everything. Evenings include complimentary wine and cheese, and breakfast was just perfect. We’ve stayed at a lot of B&Bs and nothing has compared... More

Was this review helpful? Yes
RandyandSara, Owner at Pleasant Street Bed and Breakfast, responded to this review

Thank you! Your comments mean the world to us. There are a lot of great B&B's in Wisconsin and it's no wonder Wisconsin has incredibly high standards for enrollment. But to be considered the best you've experienced, feels amazing. It's what we want and it motivates us to do even more. More

Slinger, Wisconsin
1 review
5 of 5 stars Reviewed 3 weeks ago

First time is always the best, I guess. This was our first B&B experience and we will be doing it again. Some of the best food we have eaten anywhere. Randy and Sara offer a level of hospitality that is rare in this day and age. The tech in the room was top notch and the bed incredibly comfy. This... More

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RandyandSara, Owner at Pleasant Street Bed and Breakfast, responded to this review

We love people and in many respects that's one of the key reasons we opened a B&B. We had hoped it would give us a chance to get to know people of diverse backgrounds and interests. And it truly has. We love that about owning a B&B. It makes each guest a unique experience. More

Chicago, Illinois
Reviewer
4 reviews 4 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 4 weeks ago

2014. Newly remodeled house in Oconomowoc, WI. Randy and Sara Bangs - proprietors. Just everything is lovely! Located in the heart of charming Oconomowoc, WI. A brief stroll across the park to Lake LaBelle.

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RandyandSara, Owner at Pleasant Street Bed and Breakfast, responded to this review

Thank you! We too believe that accessibility is one of our most desirable features. Being less than five blocks from all of the shops, galleries and restaurants downtown, not to mention our two gorgeous downtown lakes, makes this location ideal for out of town guests. More

Chicago, Illinois
1 review
5 of 5 stars Reviewed March 9, 2014

This place will not disappoint. I decided to look for a bed and breakfast to propose to my girlfriend and after talking with Randy over the phone, he sold me on the quality and amenities of Pleasant Street and it did not disappoint. We were coming in straight from O'Hare so we asked to check-in early which Randy was completely... More

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RandyandSara, Owner at Pleasant Street Bed and Breakfast, responded to this review

Each visitor brings a special need. It could be romance. It could be business. It could be family. It could be fun. We pride ourselves on matching what we offer to the needs of our guests. I think that's what makes a stay memorable. More

Milwaukee, Wisconsin
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed February 26, 2014

My wife and I decided to get out of Milwaukee for a quick one night escape. Our only mistake was in only going for one night! From my initial phone call, Randy was tuned into our needs, whether it be a place for dinner or snacks to events that were going on in town that we might enjoy. His dinner... More

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RandyandSara, Owner at Pleasant Street Bed and Breakfast, responded to this review

You know you love what you're doing when you are as sad to see as guest leave as they are to leave themselves. More

Milwaukee, Wisconsin
1 review
5 of 5 stars Reviewed February 20, 2014

My wife took me here for my 49th birthday, but we won't need an excuse to go back. It's wonderful enough to go for the sake of going. Randy and Sara are delightful hosts. The home itself is storybook beautiful. And, in over twenty years of eating bed and breakfast breakfasts all over the world, I'm confident in saying that... More

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RandyandSara, Owner at Pleasant Street Bed and Breakfast, responded to this review

I've always said, "you want to dine whether the cook looks like they enjoy great foo.!" And how we do! More

Chambersburg, Pennsylvania, United States
2 reviews
5 of 5 stars Reviewed February 16, 2014 via mobile

We loved our stay. Nice downtown location. The food was very good. The oconomowoc room was perfect. The heated tiles and techy jacuzzi were frequented by my wife and i for the majority of our two day stay. The hosts are easy to talk with, knowledgable, and are very accommodating. We will be booking for our anni in september.

Was this review helpful? Yes
RandyandSara, Owner at Pleasant Street Bed and Breakfast, responded to this review

The greatest pleasure as a B&B owner is to see the transformation of guests from the time they arrive to when they leave. This wonderful couple with four children and twins less than a year old were due for a well deserved break. It was a joy to see them unwind and reconnect. We love being that special place which... More

Bogota, Colombia
1 review
5 of 5 stars Reviewed January 22, 2014

My fiancé and I had a lovely time at this charming inn. Randy and Sara really went above and beyond to make sure that we had a nice, cozy stay. The morning breakfast was delicious and they even gifted me a jar of their homemade raspberry jam because I liked it so much. The location was great, too, as we... More

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RandyandSara, Owner at Pleasant Street Bed and Breakfast, responded to this review

Our proximity to downtown is a great asset. Being less than five blocks from anything downtown makes it particularly easy for travelers to walk to dinner or get a late night snack. More

Milwaukee, Wisconsin
1 review
5 of 5 stars Reviewed January 20, 2014

We had planned a quick get away to Door County that was foiled by the weather. Our back up plan was a trip closer to home which led us to the Pleasant Street Bed and Breakfast. What a wonderful Plan B! We have stayed at many B&Bs throughout the years and thoroughly enjoyed our stay. The home was gorgeous, our... More

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RandyandSara, Owner at Pleasant Street Bed and Breakfast, responded to this review

We hope that every guest wants to return. It's the ultimate compliment. More

New Orleans, Louisiana
Contributor
14 reviews 14 reviews
5 hotel reviews
16 helpful votes 16 helpful votes
5 of 5 stars Reviewed January 13, 2014

Great new B&B in Oconomowoc and the only lodging option within the downtown area which allows you to easily walk anywhere. The older house is great with beautiful woodwork and decor is very well done with very comfortable rooms - I could see this being a good fit for either couples looking for a getaway trip or even a business... More

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RandyandSara, Owner at Pleasant Street Bed and Breakfast, responded to this review

Serving business customers is something we have a passion for and a segment of the market that is a top priority for Pleasant Street Bed and Breakfast. Our rooms are designed to serve business travelers as effectively and enjoyably as leisure travelers. We have a desk with power strip in every suite. We offer free wifi, free room cancelation (Sun-Thurs),... More

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Additional Information about Pleasant Street Bed and Breakfast

Address: 329 Pleasant Street, Oconomowoc, WI 53066
Phone Number:
Location: United States > Wisconsin > Oconomowoc
Amenities:
Free Breakfast Free High Speed Internet ( WiFi ) Free Parking Room Service Suites
Hotel Style:
Ranked #1 of 2 B&Bs / Inns in Oconomowoc
Price Range (Based on Average Rates): $$
Hotel Class:4 star — Pleasant Street Bed and Breakfast 4*
Official Description (provided by the hotel):
Intimate bed and breakfast in historic 1910 Arts and Crafts home. Exquisite accommodations, gourmet breakfast and a service orientation that caters to each customer's needs make this an ideal place for a honeymoon, romantic getaway, visit with family, lake vacation or important business trip. Located two blocks from downtown Oconomowoc and conveniently accessible to both Milwaukee and Madison with easy access to I94. All guest rooms feature a king or queen sized pillow-top bed, luxurious linens, private bathroom, iPad 4, Sonos stereo system, stocked mini-refrigerator, free wifi, HD television, Keurig coffee-maker and nightly wine and cheese reception, homemade treats and complimentary breakfast in bed. Choose between a suite that offers a beautiful gas fireplace or top of the line Kohler spa tub. ... more   less 
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