Pup Scouts dogs walking together on a quiet street in Annapolis, MD during a structured pack walk

Annapolis, MD's Most Exclusive Pack Walking Service

A structured walking experience led by seasoned handlers — combining exercise, training, and social enrichment for dogs with elevated standards.

Pup Scouts dogs walking together on a quiet street in Annapolis, MD during a structured pack walk

Annapolis, MD's Most Exclusive Pack Walking Service

A structured walking experience led by seasoned handlers — combining exercise, training, and social enrichment for dogs with elevated standards.

Pup Scouts dogs walking together on a quiet street in Annapolis, MD during a structured pack walk

Annapolis, MD's Most Exclusive Pack Walking Service

A structured walking experience led by seasoned handlers — combining exercise, training, and social enrichment for dogs with elevated standards.

structured and fun

structured and fun

structured and fun

Our Pack Walks in Annapolis, MD are structured, on-leash group walks that offer more than just exercise — they provide mental stimulation, socialization, and real-world training. Whether your pup needs an outlet for energy or a routine to reinforce good behavior, our team walks in trusted Annapolis, MD trails like the with your dog’s development in mind.

Licensed & Insured

Licensed & Insured

Licensed & Insured

Background Checked Team

Background Checked Team

Background Checked Team

Photo + Video Updates

Photo + Video Updates

Photo + Video Updates

Pet First Aid Certified

Pet First Aid Certified

Pet First Aid Certified

Pup Scouts handler leading a mid-day pack walk through a neighborhood in Annapolis, MD
Dogs practicing routine and structure on a Pup Scouts pack walk in Annapolis, MD
Pup Scouts dogs walking through open space trails in Annapolis, MD with their handler

What Makes Pup Scouts Pack Walks the Gold Standard in Annapolis, MD

Traditional daycare isn’t right for every dog. Our structured walks offer a calm, trainer-led environment where your pup can thrive mentally and physically.

Dogs walking in formation during a quiet Pup Scouts outing in Annapolis, MD
Dogs walking in formation during a quiet Pup Scouts outing in Annapolis, MD

Built-In Training

Leash skills and impulse control are practiced on every walk — not just potty breaks.

Built-In Training

Leash skills and impulse control are practiced on every walk — not just potty breaks.

Pack Leader Led

Certified handlers guide every pack with a max of 8 dogs for structure and safety.

Pack Leader Led

Certified handlers guide every pack with a max of 8 dogs for structure and safety.

Local Trail Routes

Location

Trusted paths like local trails, selected for focus and enrichment.

Post-Walk Report

Get post-walk photos + videos and weekly progress snapshots to stay in the loop.

Post-Walk Report

Get post-walk photos + videos and weekly progress snapshots to stay in the loop.

Thoughtful Grouping

Dogs are matched by energy and temperament to ensure a balanced experience.

Thoughtful Grouping

Dogs are matched by energy and temperament to ensure a balanced experience.

Built-In Training

Leash skills and impulse control are practiced on every walk — not just potty breaks.

Pack Leader Led

Certified handlers guide every pack with a max of 8 dogs for structure and safety.

Location

Trusted paths like local trails, selected for focus and enrichment.

Post-Walk Report

Get post-walk photos + videos and weekly progress snapshots to stay in the loop.

Thoughtful Grouping

Dogs are matched by energy and temperament to ensure a balanced experience.

weekly commitment options

weekly commitment options

weekly commitment options

Premium Pack Walk Packages

500+ 5-Star Reviews

Real Stories from the Pack

  • Beverly B.

    and

    Harper

    Annapolis, MD

    Pup Scouts has been excellent for our dog Harper! She loves her pack walkers, and gets so excited to start her pack adventure. What a great service they provide.

    Karen C.

    Annapolis, MD

    I adore pup scouts! It’s the only service I found that picks up my girl while I’m at work and drops her off after her 4 hour pack walk! She loves riding in the pup scouts bus with all her besties ! I’m so relieved that they take great care of her while I’m gone all day- she’s living her best life!!!

    Patricia J.

    and

    Morgan

    Annapolis, MD

    My pup Morgan absolutely loves pack walks. As soon as I grab the purple leash he knows exactly what day it is. The dog walkers are top notch. They keep you informed on arrival to pick up as well as drop back off and provide great recaps and pictures. My dog is exhausted every Thursday afternoon. I think the experience has been fantastic for him to socialize with dogs of all sizes and to get so much exercise at the same time.

    Pete H.

    and

    Brady

    Annapolis, MD

    My dog Brady has been going on Pup Scout walks for over 2 years now. He is excited every Wednesday morning. We feel that the group walks have helped Brady develop great social skills with other dogs.

    Kelly S.

    and

    Paxton

    Annapolis, MD

    Pup Scouts has been a great addition to Paxton's (Dalmatian) weekly exercise and social calendar! Paxton enjoyed his first pack walk last week and came back super happy! I am looking forward to his next one and possibly adding another day. Thank you MD Pup Scout Team- so grateful you are creating great pup memories in Annapolis!

    Beth S.

    and

    Cody

    Annapolis, MD

    I am so happy a friend told me about Pup Scouts! Cody loves his Thursday adventures with the pack. They pick him up on the bus and bring him back several hours later happy and ready for a nap.

    Jill H.

    Annapolis, MD

    I have a little anxious tough guy (aka Dachshund) who used to pull me on walks and wanted to confront every high energy dog that came into our path. I was so frustrated that I didn't enjoy walking with him. I found Pup Scouts at a little street festival in Annapolis, and after yet another frustrating walk and tired arm, I gave them a call. They're not just a dog walking service. They are experienced handlers that you can trust to keep your dog safe, while having fun and socializing with a pack. From the first day, he's been so much better walking right next to me on the leash, not pulling. We even walked right next to a squirrel, and he didn't flinch. They come pick him up in that little blue school bus and he comes home nice and tired. I'm so happy I found them.

    Nicole H.

    Annapolis, MD

    My dog loves going on the walks with the guys every week. They are super sweet and so great with all the dogs! We love seeing the blue school bus!

3 Steps to Get Started

01

Meet the Pack

Your dedicated pack leader visits for a personal consultation– getting to know your dog, their routine, and ensuring the perfect fit for their social group.

Pack walking experience in Annapolis, MD with Pup Scouts emphasizing safety and consistency

01

Meet the Pack

Your dedicated pack leader visits for a personal consultation– getting to know your dog, their routine, and ensuring the perfect fit for their social group.

Pack walking experience in Annapolis, MD with Pup Scouts emphasizing safety and consistency

01

Meet the Pack

Your dedicated pack leader visits for a personal consultation– getting to know your dog, their routine, and ensuring the perfect fit for their social group.

Pack walking experience in Annapolis, MD with Pup Scouts emphasizing safety and consistency

02

Easy Scheduling

Book walks through our custom app with just a few taps. Enjoy flexible scheduling, instant confirmations, and real-time support if you need us.

Pup Scouts handler leading dogs through shaded trails in Annapolis, MD

02

Easy Scheduling

Book walks through our custom app with just a few taps. Enjoy flexible scheduling, instant confirmations, and real-time support if you need us.

Pup Scouts handler leading dogs through shaded trails in Annapolis, MD

02

Easy Scheduling

Book walks through our custom app with just a few taps. Enjoy flexible scheduling, instant confirmations, and real-time support if you need us.

Pup Scouts handler leading dogs through shaded trails in Annapolis, MD

03

Daily Updates

Receive real-time photos, video clips, and a detailed post-walk report card— so you never miss a moment of your pup’s growth, joy, and new friendships.

Pup Scouts handler delivering consistent routine on a pack walk in Annapolis, MD

03

Daily Updates

Receive real-time photos, video clips, and a detailed post-walk report card— so you never miss a moment of your pup’s growth, joy, and new friendships.

Pup Scouts handler delivering consistent routine on a pack walk in Annapolis, MD

03

Daily Updates

Receive real-time photos, video clips, and a detailed post-walk report card— so you never miss a moment of your pup’s growth, joy, and new friendships.

Pup Scouts handler delivering consistent routine on a pack walk in Annapolis, MD

FREQUENTLY ASKED QUESTIONS

FREQUENTLY ASKED QUESTIONS

FREQUENTLY ASKED QUESTIONS

What Pup Parents Ask Us Most

Where do you walk the dogs in Annapolis, MD?

Our walkers use scenic, dog-friendly trails in local trails, chosen for their safety and sensory enrichment. We avoid busy sidewalks and high-traffic areas to create calm, focused walks that feel like mini adventures.

Where do you walk the dogs in Annapolis, MD?

Our walkers use scenic, dog-friendly trails in local trails, chosen for their safety and sensory enrichment. We avoid busy sidewalks and high-traffic areas to create calm, focused walks that feel like mini adventures.

Where do you walk the dogs in Annapolis, MD?

Our walkers use scenic, dog-friendly trails in local trails, chosen for their safety and sensory enrichment. We avoid busy sidewalks and high-traffic areas to create calm, focused walks that feel like mini adventures.

How many dogs are in each pack?

We cap each pack at 5-8 dogs to ensure your pup gets plenty of attention and structure. These aren’t random groups — they’re thoughtfully matched based on temperament, size, and pace.

How many dogs are in each pack?

We cap each pack at 5-8 dogs to ensure your pup gets plenty of attention and structure. These aren’t random groups — they’re thoughtfully matched based on temperament, size, and pace.

How many dogs are in each pack?

We cap each pack at 5-8 dogs to ensure your pup gets plenty of attention and structure. These aren’t random groups — they’re thoughtfully matched based on temperament, size, and pace.

What makes Pup Scouts Pack Walks different from a regular walk?

Our Pack Walks are more than just strolls — they’re structured, enrichment-based outings designed to nurture your dog’s body and mind. In Annapolis, MD, we explore local trails with small, curated groups led by trained handlers focused on socialization, focus, and fun.

What makes Pup Scouts Pack Walks different from a regular walk?

Our Pack Walks are more than just strolls — they’re structured, enrichment-based outings designed to nurture your dog’s body and mind. In Annapolis, MD, we explore local trails with small, curated groups led by trained handlers focused on socialization, focus, and fun.

What makes Pup Scouts Pack Walks different from a regular walk?

Our Pack Walks are more than just strolls — they’re structured, enrichment-based outings designed to nurture your dog’s body and mind. In Annapolis, MD, we explore local trails with small, curated groups led by trained handlers focused on socialization, focus, and fun.

How do you decide if my dog is a good fit?

Every new Pup Scout begins with a behavior assessment and a trial walk. This lets us understand their personality, energy level, and comfort zone so we can recommend the right path — whether that’s private walks or structured pack adventures.

How do you decide if my dog is a good fit?

Every new Pup Scout begins with a behavior assessment and a trial walk. This lets us understand their personality, energy level, and comfort zone so we can recommend the right path — whether that’s private walks or structured pack adventures.

How do you decide if my dog is a good fit?

Every new Pup Scout begins with a behavior assessment and a trial walk. This lets us understand their personality, energy level, and comfort zone so we can recommend the right path — whether that’s private walks or structured pack adventures.

What if my dog isn’t social yet?

That’s exactly why families choose us. Many pups start with solo walks in Annapolis, MD to build trust and confidence. Over time, we gently introduce them to a well-matched pack, helping them grow at their own pace.

What if my dog isn’t social yet?

That’s exactly why families choose us. Many pups start with solo walks in Annapolis, MD to build trust and confidence. Over time, we gently introduce them to a well-matched pack, helping them grow at their own pace.

What if my dog isn’t social yet?

That’s exactly why families choose us. Many pups start with solo walks in Annapolis, MD to build trust and confidence. Over time, we gently introduce them to a well-matched pack, helping them grow at their own pace.

Can my dog walk solo instead of with a pack?

Absolutely. We offer private walks in Annapolis, MD for dogs who are recovering, reactive, or just need a bit more one-on-one care before joining a group. We’ll meet them exactly where they are, and progress only when they’re ready.

Can my dog walk solo instead of with a pack?

Absolutely. We offer private walks in Annapolis, MD for dogs who are recovering, reactive, or just need a bit more one-on-one care before joining a group. We’ll meet them exactly where they are, and progress only when they’re ready.

Can my dog walk solo instead of with a pack?

Absolutely. We offer private walks in Annapolis, MD for dogs who are recovering, reactive, or just need a bit more one-on-one care before joining a group. We’ll meet them exactly where they are, and progress only when they’re ready.

Can you still walk my dog if I’m not home?

Definitely. Most Pup Scouts families in Annapolis, MD provide a secure way for us to access their home — like a lockbox or garage code — so your pup never misses a walk. We make it effortless to keep their routine consistent, even on your busiest days.

Can you still walk my dog if I’m not home?

Definitely. Most Pup Scouts families in Annapolis, MD provide a secure way for us to access their home — like a lockbox or garage code — so your pup never misses a walk. We make it effortless to keep their routine consistent, even on your busiest days.

Can you still walk my dog if I’m not home?

Definitely. Most Pup Scouts families in Annapolis, MD provide a secure way for us to access their home — like a lockbox or garage code — so your pup never misses a walk. We make it effortless to keep their routine consistent, even on your busiest days.

How do I know my dog is safe?

You'll receive a detailed report with photos after each walk, and you can always check in with our staff through the app while your pup is out adventuring. Our pack leaders are certified in pet first aid and fully insured for your peace of mind.

How do I know my dog is safe?

You'll receive a detailed report with photos after each walk, and you can always check in with our staff through the app while your pup is out adventuring. Our pack leaders are certified in pet first aid and fully insured for your peace of mind.

How do I know my dog is safe?

You'll receive a detailed report with photos after each walk, and you can always check in with our staff through the app while your pup is out adventuring. Our pack leaders are certified in pet first aid and fully insured for your peace of mind.

From the Blog

From the Blog

From the Blog

Read More About Pack Walking in Annapolis, MD

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SERvice areas

SERvice areas

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Pup Scouts dogs enjoying socialization and exercise during a walk through Annapolis, MD

Discover how our structured group walks deliver the consistency, socialization, and enrichment your dog craves — all with expert handlers you can trust.

Meet your local pack leader and see if we're the right fit.

What services are you interested in?

Pick as many as you’d like. We'll create a care plan that fits your routine.

Let’s get to know you and your pup.

Within a day, you'll hear from your dedicated local team to tailor your pup’s care and get you on the schedule.

Let’s get to know you and your pup.

Within a day, you'll hear from your dedicated local team to tailor your pup’s care and get you on the schedule.

Let’s get to know you and your pup.

Within a day, you'll hear from your dedicated local team to tailor your pup’s care and get you on the schedule.

Discover how our structured group walks deliver the consistency, socialization, and enrichment your dog craves — all with expert handlers you can trust.

Meet your local pack leader and see if we're the right fit.

What services are you interested in?

Pick as many as you’d like. We'll create a care plan that fits your routine.

Let’s get to know you and your pup.

Within a day, you'll hear from your dedicated local team to tailor your pup’s care and get you on the schedule.

Let’s get to know you and your pup.

Within a day, you'll hear from your dedicated local team to tailor your pup’s care and get you on the schedule.

Let’s get to know you and your pup.

Within a day, you'll hear from your dedicated local team to tailor your pup’s care and get you on the schedule.

Discover how our structured group walks deliver the consistency, socialization, and enrichment your dog craves — all with expert handlers you can trust.

Meet your local pack leader and see if we're the right fit.

What services are you interested in?

Pick as many as you’d like. We'll create a care plan that fits your routine.

Let’s get to know you and your pup.

Within a day, you'll hear from your dedicated local team to tailor your pup’s care and get you on the schedule.

Let’s get to know you and your pup.

Within a day, you'll hear from your dedicated local team to tailor your pup’s care and get you on the schedule.

Let’s get to know you and your pup.

Within a day, you'll hear from your dedicated local team to tailor your pup’s care and get you on the schedule.