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    Happy Tails & Trails

    4.6 (91 reviews)
    Open 7:00 am - 7:00 pm

    Services - Happy Tails & Trails

    Dog daycare

    Happy Tails & Trails Photos

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    Recommended Reviews - Happy Tails & Trails

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    Puneet R.

    New to Chicago and brought my husky shepherd mix for daycare here. I've been coming back for 10 months because they do such an outstanding job. Highly recommend them for anyone who is looking for daycare needs in the West loop area.

    Before her haircut
    Jocelynn K.

    It'll be three years next week since our pup started going to Happy Tails and every time she goes her whole body shakes with excitement. You can tell staff truly know, love, and care for the dogs.

    Shelby B.

    They do such a great job here. Easy to communicate and schedule with via text. So friendly too! Our dog always looks dapper after coming here

    Peanut
    D W.

    Grooming was so great for peanut I was nervous as it was my first time taking him so didn't know what to expect but he looks so pretty! Will be taking him here now as I had issues with other groomers before

    Valentina M.

    Cash had the best time at Happy Tails & Trails! The location is also super convenient to my office. So it's a quick drop off and pick up process. The staff is also so friendly and welcoming. Always filled with so much positive energy.

    Our dog

    We adopted a bernedoodle lab mix, she is the sweetest dog. With her rapid growth, she isn't quite aware of her jumping could hurt someone and we were unsuccessful with at home, private dog lessons to curb the behavior. We brought her to Happy Trails for board and train. They sent daily videos of training. I was really nervous about how she was being treated (you just never know.) It was obvious from the videos she was at ease and not scared. We felt like the owner, Amy, really went the extra mile to work with our dog. She came back just as sweet and much better behaved!

    I just took my bernedoodle puppy to Nicole for her first puppy cut, and am so pleased with the outcome! Nicole was very patient with my pup, and listened to exactly what I wanted. When I picked up my little one, she was calm and happy. Her haircut looks great, the price is reasonable, and it was easy to get an appointment. Definitely recommend Nicole for puppy grooming and doodle grooming!

    I've been sending my pup to daycare for about six months. She absolutely loves Claudia, Angie and all her fur friends! She was extremely shy and nervous when I adopted her so I was anxious to send her to an unfamiliar place without me but Angie was great and sent me updates and pictures and now I think my dog loves happy tails more than her own home! It definitely boosted her confidence a ton, she's just a happier more confident pup now. She waits by my front door to be picked up in the morning so clearly she's a fan!

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    5 years ago

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    11 months ago

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    1 year ago

    They are simply the best there is. They take care of dogs as if they are their own. That's the highest compliment I can give.

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    3 years ago

    nicole is the best groomer in town! Always the perfect cut on my doodle and is so good with her as a skiddish dog.

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    5 years ago

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    3 years ago

    Ernie loves all of his friends at happy Tails. I feel like he's always taken care of and they accommodate our needs.

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    5 years ago

    Angie and team are the very best. Lemon is so happy and tired after a day with them! Highly recommend.

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    6 years ago

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    6 years ago

    Best in the business. Angie and Nicole are angels and I would trust nobody more than these two with my pup.

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    4 years ago

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    4 years ago

    Highly, highly recommend! They are super responsive and accommodating. My dog loves happy tails!!

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    Page 1 of 3

    Ask the Community - Happy Tails & Trails

    Do you trim cats nails? I have two five-month-old kittens and I'd like to find a place close by to have their nails trimmed regularly.

    I'm sorry we do not do cats

    Don’t See Your Question? Ask Away!

    Review Highlights - Happy Tails & Trails

    Many day cares were hesitant about taking my dog because he is a pit bull but Angie welcomed him with open arms.

    Mentioned in 52 reviews

    Read more highlights

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    I have been very reluctant to write a review on City Pets, perhaps because I feel so sick and…read moreguilty for having taken Cooper here to get groomed just because their rates are less than at Kaiser's (two blocks away) - a good lesson to "buy nice or buy twice". Grooming: I initially took Cooper here for doggie day care since I was working and going to part-time business school. I noticed they offered grooming and decided to try them out since their rate was less than at Kaiser's. The second time I took Cooper for grooming, he came home with such a close shave! Lisa told me they had to take extra fur off since it was matted. I thought it wasn't a big deal until a year later when my husband and I noticed that Cooper's fur was not growing back. We took him to the vet to confirm it wasn't due to a medical reason, and she told us that his fur had been cut down too short that it destroyed his fur follicles. Please see the attached before and after photos. We are distraught that his beautiful fur has not grown back (his neck especially remains bare). Doggie Daycare: The dogs are not given walks during the day. Instead, there are just pee pads on the floor so that the dogs can relieve themselves inside. This can be very counter-intuitive for a puppy who has just learned to be house-trained.

    Loved it here, very nice groomer , made my Elvis look super handsome and get lots of compliments…read morealso was very fast took about 1 hour and 30 mins for this haircut meanwhile other groomers were telling me it'll take more than 3 hours . Also affordable $75 plus tip for this specialty poodle haircut

    Chicago Urban Pets

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    I needed to get a new pet sitter for my two cats after moving outside the service area of my…read moreprevious pet sitter. I researched a bunch of pet sitters on Yelp and contacted a couple. Stephanie was very responsive and immediately set up an introductory call to get to know my needs and everything about my cats. Stephanie and her team took great care of my cats while we were out of town for a week. The app that Chicago Urban Pets uses allows you to include all the information, and pictures, of your pets. When the sitters come to visit, it lets you know when they have entered your home and after the visit the sitter sends you a detailed report and pictures. It truly allowed us to enjoy our vacation and know that our babies were being very well taken care of. Thank you Stephanie, Abbi, Oliver and Victor!

    Chicago Urban Pets Review…read more We called Chicago Urban Pets in advance of our arrival to Chicago. We requested their services for 1 hour with our dog in our hotel room while we would be gone for less than 2 hours. This is what happened. Text message to company: Stephanie, Unfortunately, we aren't very satisfied with the services of the sitters. They arrived late, at 11:00 am, for a one hour visit due to "transport issues." We made it clear we were checking out of the hotel at 12:00 pm. We also made it clear we needed a one hour visit between 9:30-11:30 am. We left at 9:10 am and returned at 11:30 am while the sitters were still present. They said they had just gotten back to the room with Ivy. By our calculations Ivy's walk was very short. Additionally, as a result of the sitters showing up late, Ivy had an accident in the hotel and the hotel is charging us a $250 deep cleaning fee and a $100 annoyance fee. One of the two hours that we were gone was dedicated to your services that we did not fully receive and it also cost us an extra $350. I never want to poorly review any company, especially a locally owned company. But I feel I have no choice in this case. Is there anything I am missing regarding your policies for sitters showing up late? Jodi Watson Text response from company: Hi Jodi I am very sorry to hear about these unforeseen's. Additional costs from the hotel is no one's idea of a good time. Looking over our notes and communications it looks like you had expectations that were different from the nature of our policy and I will make sure Sophie calls you Monday so we can clears things out. Best Stephanie, owner Resolution: I spoke with Sophie on Monday, Jan 30th. The company felt a fair resolution would be to charge us $40 for a 45 minute stay, instead of $48 for a one hour stay, although the sitters were alone with Ivy for 30 minutes. The other 15 (ish) was with us present upon our return to the hotel. Sophie stated the policy is that if you book a sitter from 9:30-11:30, they can arrive at any time between those hours. So, technically, they could have arrived at 11:30 and stayed til 12:30 - even with our hotel check out at 12:00. Had we known this, it would have changed our timing of events and it certainly would have changed who we chose for an agency. The Gwen Hotel recommended we use their Consierge service when choosing a pet agency in the future. We feel this is a good idea.

    Happy Tails & Trails - pet_sitting - Updated August 2026

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