Services


Dog Daycare at Benny's Backyard

Sundays will now be reserved exclusively for boarding guests. Daycare services will resume during regular business hours.

At Benny’s Backyard, daycare is more than a drop-off — it’s a boutique, cage-free experience where pups enjoy supervised play, healthy socialization, and plenty of cozy rest. With 24/7 on-site staff and live webcams, you can check in anytime and feel confident your dog is in caring hands.



We welcome friendly, social dogs who enjoy the company of both humans and other pups. This ensures a happy, safe, open-play environment for every guest. 

Why Daycare Matters

  • Reduces anxiety through routine, play, and gentle supervision
  • Builds confidence and social skills
  • Provides healthy exercise and mental stimulation
  • Prevents boredom and unwanted behaviors


Proudly serving Wilton, Ridgefield, Redding, Weston, and Georgetown. 


❗Evaluation Required: Before joining daycare or boarding, each pup completes a $25 evaluation to ensure a safe, happy, and stress-free experience for everyone.


🌞 Full-Day Dog Daycare – $47 daily

Perfect for busy pet parents! Your dog will enjoy a full day of play, enrichment, and companionship in our cozy, supervised facility.


What’s included:

  • Supervised group play with CPR-trained caregivers
  • Socialization with carefully screened playmates
  • Rest breaks (because even the most playful pups need a little recharge!)
  • Indoor and outdoor playtime
  • Parent webcams for extra peace of mind — coming soon as an optional add-on service.
  • Optional add-ons: snuggle time, treats, 1-on-1 & more


Rates:

  • Discount Packages
# of Visits Regular Price You Pay Savings
10 Full Days $470 $440 Save $30 (~6.4%)
20 Full Days $940 $870 Save $70 (~7.4%)
30 Full Days $1,410 $1,290 Save $120 (~8.5%)

Prices do not include sales tax.

🐕 Half Day Passes ($35 – up to 5 hours)

💡 Parent Tip:

Save up to 10% with Benny's Backyard Play Passes - More tail wags. More play. More savings.

Ideal for shorter errands or part-time schedules, our half-day option offers:


  • Morning or afternoon play sessions
  • Socialization with other friendly pups
  • A safe and engaging environment
  • Optional add-ons to make their visit extra special

Half-day discount passes

# of Visits Regular Price You Pay Savings
10 Half Days $350 $325 Save $25 (~7.1%)
20 Half Days $700 $645 Save $55 (~7.9%)
30 Half Days $1,050 $950 Save $100 (~9.5%)

Prices do not include sales tax.

All passes expire one (1) year from the date of purchase

Dog Boarding in Wilton, CT

Happy Days, Cozy Nights.The Benny’s Way.

Going away shouldn't mean sending your pup to spend most of their time in a kennel.



At Benny’s Backyard, overnight boarding is designed to feel more like a sleepover with

friends. Our guests enjoy supervised social time, indoor and outdoor play, plenty of human

attention, and time to relax throughout the day—followed by a cozy night in the sleeping

arrangement that works best for them.


And for extra peace of mind, our team is on-site 24/7, 365 days a year.

BOOK A STAY

More Sleepover. Less Kennel.

Benny’s Backyard offers boutique dog boarding in Wilton, CT, for social dogs who enjoy

being part of the family.


Unlike a traditional kennel-centered experience, our boarding guests spend their days enjoying

the Benny’s routine—playing with compatible friends, exploring our indoor and outdoor spaces,

interacting with our team, and getting plenty of opportunities to rest and recharge.


Because we intentionally keep Benny’s smaller and more personal, our team gets to know each

guest’s personality, routine, favorite friends, and individual needs.


We don’t just know which room your dog is staying in. We know your dog.

🌙 Boarding Rates & Rewards

  • $100 per night (includes full-day daycare – a $47 value)
  • Loyalty Reward: Stay 14 nights and get 1 night free! (in one year)
  • Priority booking at The Groom Room after boarding


Departure Day: We offer complimentary pick-up until 11:00 AM. Pick-ups after that time include a half-day or full-day daycare experience, ensuring your dog enjoys a relaxed, playful day before heading home for a cozy night.


🐾 Intact Puppies

Unlike many daycare facilities, Benny’s Backyard welcomes puppies between 4 and 12 months of age, whether they are intact, spayed, or neutered, provided they are friendly, social, and can be safely integrated into our playgroups.

Female puppies may not attend while in heat.


Because accommodating intact puppies requires additional planning, scheduling, and individualized supervision, a separate pricing structure applies:


  • Half-Day Daycare: $45
  • Full-Day Daycare: $57
  • Overnight Boarding: $135/night*

For an even more enriching visit, consider adding One-on-One Playtime, Snuggle Time, or a Delicious Special Treat. For an even more enriching visit, consider adding One-on-One Playtime, Snuggle Time, or a Delicious Special Treat.


*Overnight boarding includes two complimentary enrichment add-ons of your choice.

**Special packages are available for Puppy full and half days


WHAT A BOARDING DAY LOOKS LIKE

Boarding Includes the Benny’s Experience


Boarding isn't just about where your dog sleeps.


Our overnight guests get to enjoy their days at Benny’s too:

• Supervised social time with compatible friends

• Indoor and outdoor play

• Plenty of human interaction and affection

• Meals according to their normal routine

• Rest and decompression when needed

• Comfortable sleeping arrangements

• Staff on-site 24/7

• Lots of opportunities to play, relax and simply be a dog


Great care isn't nonstop activity. We balance play, rest, socialization and individual attention

based on each dog's age, personality and energy level.


That means happier days—and hopefully some very sleepy pups at bedtime.


CAGE-FREE PHILOSOPHY

More Freedom. Less Time Confined.

Our cage-free philosophy doesn't mean dogs never use a crate or private space.


It means confinement isn't the center of their Benny’s experience.


Our guests spend as much time as appropriate playing, socializing, exploring, and relaxing

outside of crates. Private suites and crates are available when needed for meals, naps,

decompression, safety, and overnight care.


Some pups want to play all day.


Some need an afternoon nap.


Some want to curl up next to their best friend.


And some just need a quiet moment by themselves.


Getting to know that difference is part of getting to know your dog.


  • Peak Days at Benny’s Backyard

    During high-demand travel periods, a $7/night peak rate applies, along with a 2-night minimum stay.


    Peak periods include:

    • MLK Weekend
    • Winter & Spring Break
    • Memorial Day Weekend
    • Summer Season
    • Labor Day Weekend
    • Thanksgiving
    • Holiday / End of Year

    Exact dates may vary slightly each year and will be confirmed at the time of booking.


    Holiday Hours

    We adjust lobby hours on select holidays, but your pup is always cared for with 24/7, 365 on-site staff 💛


    • Thanksgiving Day: Closed (no daycare)
    • Christmas Day: Closed (no daycare)
    • New Year’s Day: Afternoon pick-up only
    • Christmas Eve: Morning drop-off & pick-up only

🏡 Comfortable Sleeping Options

Cozy Nights, Their Way

Every dog is different, especially when it comes to bedtime. That’s why Benny’s offers different

overnight options based on your pup’s comfort, personality, and needs.

  • Open-Camp Sleeping

    For social pups who enjoy sleeping around familiar friends, our open-camp option provides a cozy, home-like overnight experience with comfortable sleeping areas and plenty of familiar faces.

  • Private Suites / Cozy Crates

    Some dogs simply prefer their own space. Our private suites provide a comfortable, peaceful place to relax and sleep after a busy Benny’s day. 


    We’ll help determine which option is the best fit for your pup. 


    And whichever option they choose, someone from our team is on-site overnight.


24/7 CARE

Someone Is Here. Even at 2 AM.

One of the biggest differences at Benny’s happens after the lobby closes.


Our team is on-site 24 hours a day, 365 days a year.


That means our overnight guests aren't simply left alone in the building until morning. Someone

is here throughout the night to provide care, monitor our guests and respond if a pup needs us.


Because cozy nights should bring peace of mind to dogs and their parents.


🕓 Daily Routine & Loving Supervision

Dogs enjoy a structured day filled with playtime, cuddles, meal breaks, and rest periods, all under the care of our trained team. We treat every guest as if they were our own!


🐕 Social & Enriching Environment

Your dog will safely socialize, play, and relax with other screened pups in our supervised play areas—keeping tails wagging all day long.


💖 Personalized Care

Every pup has their own routine and personality, and we make sure their stay reflects that—from special diets and medications to bedtime snuggles or quiet time.


New to Benny’s?

We want your dog's first overnight stay to feel familiar—not like being dropped off somewhere

completely new.


Every new pup must first complete a Benny’s evaluation so we can learn about their

personality, social skills, play style, and comfort around other dogs and people.



Before a longer boarding stay, we also recommend at least one daycare visit whenever

possible. This gives your pup a chance to become familiar with:

• Our team

• The facility

• Our daily routine

• Other Benny’s pups

• Rest areas and sleeping spaces


Then, when boarding day arrives, they're coming back to a place they already know.

SCHEDULE AN EVALUATION

REQUIREMENTS

Before Joining the Pack

To help keep everyone at Benny’s happy and healthy, boarding guests must meet our daycare

and social requirements.


Dogs must:

• Be friendly with people and other dogs

• Successfully complete their Benny’s evaluation

• Meet our age and spay/neuter requirements

• Have current Rabies vaccination

• Have current DHPP/DAPP vaccination

• Have current Bordetella vaccination

• Have a fecal exam within the last 12 months


Have a question about whether Benny’s is the right fit for your pup? Call or text us. We’re

happy to talk.


BOOKING & CANCELLATION POLICY

Planning Your Pup’s Stay

To reserve your pup’s boarding stay, a 20% deposit is required at the time of booking.


We understand that plans can change. For a full refund of your deposit, cancellations must

be made at least 4 days before your scheduled check-in date.


Cancellations made less than 4 days before check-in are not eligible for a deposit refund.



Because Benny’s is intentionally a smaller facility with limited overnight availability, we

recommend booking early—especially for weekends, school breaks, and holidays.


Their Vacation Starts at Benny’s

Whether you're away for one night or heading out on a longer vacation, our goal is to make

Benny’s a place your dog is excited to return to.


Familiar people. Familiar friends. Happy days and cozy nights.


Already part of the pack?

BOOK BOARDING

Add-ons are available to enhance their experience:

Add-Ons to Elevate Your Session

Customize your experience with premium add-ons — just $15 each

(Massage add-on $25 — because your muscles deserve extra love)


⭐️ Bundle + Save:
Pick **ANY 3 add-ons — excluding massage — for only $30!
Why choose one when you can pamper yourself with three?

  • Snuggle Time — $15

    Dedicated cuddle time and affection with one of our team members.

  • Story Time — $15

    A relaxing one-on-one story session—perfect for winding down before bedtime.

  • Special Treat — $15

    A tasty surprise to make their stay extra special.

  • 1-on-1 Play & Cuddle — $15

    Personal time tailored to what your pup enjoys most.

  • Relaxing Massage — $30

    A gentle relaxation session for pups who deserve a little extra pampering.

  • The Groom Room Roundtrip — $20 🐾✂️

    Boarding at Benny’s? No need to miss their grooming appointment!


    Because Benny’s Backyard and The Groom Room in Ridgefield are under the same ownership, we can take your pup to their scheduled The Groom Room appointment and bring them safely back to Benny’s afterward.


    You enjoy your time away, your pup enjoys their Benny’s stay—and they can come home freshly groomed too!


    Grooming services are provided and charged separately by The Groom Room. A grooming

    appointment must be scheduled in advance and is subject to availability.

  • Special Treats

    Delight your pup with tasty, wholesome snacks made just for them—because every good dog deserves a reward.

  • Snuggle Time

    Extra cuddles and gentle affection from our loving staff to make your dog feel safe, relaxed, and cherished.

  • Story Time

    A soothing, quiet moment where your pup can unwind with a calming story—perfect for bedtime or nap time.

  • 1-on-1 Play & Cuddle Sessions

    Dedicated time for personalized play and bonding, tailored to your dog’s energy level and personality.

  • Relaxing Massage

    A calming full-body massage that helps your pup relax, ease tension, and feel comforted — especially when mom or dad isn’t around. Promotes circulation, reduces stress, and adds a little extra love to their stay.

  • Benny’s Bundle — $30

    Choose any three $15 add-ons for the price of two.


    (Relaxing massage and The Groom Room Roundtrip are not included)

Whether you call it dog boarding, dog lodging, or overnight dog care, Benny’s Backyard in Wilton, CT is your dog’s home away from home. We proudly serve dogs from Wilton, Ridgefield, Redding, Weston, and surrounding communities in Connecticut and New York. Our boutique, cage-free facility offers 24/7 on-site staff and live cameras for added peace of mind.

BOOK NOW
Five dogs smiling at the camera, including several golden retrievers, in a dog grooming shop.

Request A Service

Booking your pup’s next visit is just a click away! Whether you're scheduling daycare, boarding, or adding a little extra love with our special add-ons, our Parent Portal makes it easy and convenient. Manage appointments, update preferences, and stay connected—all in one place.