Got a dog who’s more of an “adventure hound” than a couch potato? Then grab the leash, because Winchester is calling! From hikes and café hangouts to historical pubs and fun activities, this dog-friendly guide to Winchester has got your back (and your dog’s tail).
Plus, if you're searching for house sitting opportunities in Winchester or need a reliable Winchester pet sitter, read on to find out more!
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Best dog parks in Winchester
If your dog’s idea of a perfect day involves sprinting off-leash and making new furry friends, then Winchester’s national parks have you covered. These dog-friendly places in Winchester offer wide-open spaces, sniff-worthy trails, and a warm welcome for well-behaved dogs.
Abbey Gardens
If your dog had a bucket list, a romp through Abbey Gardens would definitely make the cut. Right in the heart of Winchester, this park offers lush green spaces, vibrant flowers, and historic vibes. Plus, it’s just a short walk from the iconic Winchester Cathedral, making it the ideal pit stop on your tour of the dog-friendly attractions around town.
Location: 65 The Broadway, Winchester SO23 9BE, United Kingdom
St. Catherine’s Hill
For dogs who love a good hike, St. Catherine’s Hill offers trails with views that are totally Insta-worthy. Your dog can lead the way through woodland paths and open fields, and you'll both love the fresh air and sweeping sights over the Itchen Valley. Bonus: You’ll feel like the king (or queen) of the hill!
Location: St. Catherine's Hill, Winchester
Oram’s Arbour
Looking for a park with a low-key vibe? Oram’s Arbour is a hidden gem where your dog can sniff around and socialize while you relax. It’s close to some of the best pubs Winchester has to offer, so you can wrap up your walk with a pint (or a water bowl).
Location: Clifton Rd, Winchester SO22 5BU, United Kingdom
Dog-friendly restaurants in Winchester
Craving a meal out but don’t want to leave your dog at home with those puppy-dog eyes? When it comes to dog-friendly Hampshire dining, Winchester rolls out the red carpet. Here's where to dine with your dog by your side.
The Dispensary Kitchen
For a dog-friendly brunch in the heart of Winchester, The Dispensary Kitchen is a top pick. Their terrace is ideal for soaking up the city vibe, and the staff is all about making your dog feel like a VIP. Expect water bowls, a warm welcome, and maybe even a cheeky treat for your four-legged friend.
Location: 5-6 The Square, Winchester SO23 9ES, United Kingdom
The Old Vine
This charming eatery near Winchester Cathedral offers a lovely outdoor area where well-behaved dogs are always welcome. You can enjoy traditional British dishes and a relaxed atmosphere while your dog chills out under the table, probably dreaming of leftovers.
Location: 8 Great Minster St, Winchester SO23 9HA, United Kingdom
Fun dog-friendly activities in Winchester
Looking for fun ways to explore Winchester, Hampshire, with your dog? Skip the usual stroll around the block and dive into these dog-friendly attractions, where your dog can sniff out new adventures while you enjoy the best of this historic city.
Explore the Winchester Cathedral grounds
Who says history can’t be dog-friendly? The iconic Winchester Cathedral welcomes leashed dogs to explore its beautiful grounds. Wander through the peaceful gardens, take in the historic architecture, and snap some photos of your dog looking regal against the cathedral backdrop.
Cost: Free
Date and Time: Open daily
Location: 9 The Cl, Winchester SO23 9LS, United Kingdom
Adventure on the Itchen Navigation Trail
If your dog loves water, the Itchen Navigation Trail is a must-visit. This picturesque path offers shaded walks along the riverbank, where your dog can paddle, splash, and enjoy the cool breeze. It’s an excellent way to enjoy Winchester together while embracing the great outdoors.
Cost: Free
Date and Time: Open daily
Location: Itchen Navigation, Winchester
Roam the New Forest
A short drive from Winchester, the New Forest is the ultimate playground for dogs. With its sprawling woodlands, open heathlands, and countless trails, your dog will be in sniffing heaven. Keep an eye out for the famous New Forest ponies and enjoy a day filled with nature, exploration, and adventure.
Cost: Free
Date and Time: Open daily
Location: Unnamed Road, Brockenhurst SO42 7YQ, United Kingdom
Best dog-friendly walking trails in Winchester
If your dog is always ready for an adventure, these dog-friendly walks in Winchester are perfect for stretching those paws and exploring some of the top attractions in the area. From historic themed trails to picturesque riverside strolls, there’s something for every kind of walker – two-legged or four!
St. Catherine's Hill Walk
For dogs who love a challenge, the St. Catherine's Hill Walk is a must. This 4 km hike takes you up a rewarding climb with stunning views over Winchester. Along the way, you’ll find ancient earthworks and wildflower meadows that make for a paw-some adventure.
Location: Bull Drove, Winchester SO23 9PA, United Kingdom
Length: 4 km
Winnall Moors Nature Reserve
If your dog loves exploring, take them to the Winnall Moors Nature Reserve, where a network of dog-friendly hikes in Winchester offers a mix of boardwalks, wooded areas, and open meadows. This spot is ideal for dogs who enjoy a mix of terrains and new scents.
Location: Winnall Moors Nature Reserve, Winchester
Length: Varies, with shorter and longer trails available
The best dog-friendly cafes in Winchester
Craving a caffeine fix but don’t want to leave your dog behind? These dog-friendly cafes in Winchester not only welcome well-behaved dogs but also offer a cozy spot for you to sip, snack, and relax. Perfect for exploring the best of dog-friendly Hampshire with your pooch by your side!
Flat Whites Coffee
At Flat Whites, your dog isn’t just allowed – they’re adored! This charming dog-friendly cafe in Winchester offers top-notch coffee and even treats for your loyal sidekick. The relaxed atmosphere and friendly staff make it a hit with local dog owners.
Location: Market St, Winchester SO23 9EP, United Kingdom
The Corner House
If brunch is your vibe, head to The Corner House, where the garden area is fantastic for chilling out. Your dog will love lounging while you enjoy fresh pastries and a delicious coffee.
Location: 15 Bereweeke Cl, Winchester SO22 6AR, UK
Winchester Cathedral Shop & Cafe
Located in the heart of Winchester, Hampshire, this cafe offers a welcoming environment for dog lovers. With outdoor seating, you and your dog can enjoy a bite to eat while soaking up the relaxed ambiance of the city.
Annual dog events in Winchester
If you're looking to mix and mingle with fellow dog lovers, Winchester offers some tail-wagging good times with its annual dog-friendly events. From costume parades to charity walks, these events are sure to create special memories.
Paws in the Park
This fun-filled event at Abbey Gardens brings together dog owners from all over Winchester, Hampshire. Expect agility demonstrations, market stalls, and even a dog show where your dog can strut their stuff for a prize!
Cost: Free entry
Date and Time: Annually in June, 10 AM - 4 PM
Location: Abbey Gardens, The Broadway, Winchester SO23 9BE
Doggy Dress-Up Parade
Get those costumes ready! The Doggy Dress-Up Parade takes place every autumn and is a highlight for creative pet parents. Dress your pooch in their finest and join the fun as they prance down the streets of Winchester with fellow costumed canines.
Cost: £5 entry fee (proceeds go to local animal charities)
Date and Time: October, 12 PM - 3 PM
The best dog-friendly pubs in Winchester
Why should humans have all the fun? From quirky interiors to riverside views, these dog-friendly pubs in Winchester make sure you and your dog can enjoy a great night out together. Cheers to good company and even better boops!
The Black Boy
A Winchester institution, The Black Boy is as quirky as it is welcoming. With eclectic decor and a welcoming attitude, this pub offers water bowls and treats for your pup while you enjoy a pint of local ale. The friendly staff might even sneak your dog a biscuit (or two)!
Location: 1 Wharf Hill, Winchester SO23 9NP, United Kingdom
The Wykeham Arms
Just a stone's throw from Winchester Cathedral, The Wykeham Arms offers a quintessential British pub experience. Dogs are welcome inside and out, with water bowls provided and cozy corners where your dog can relax while you sample their hearty pub menu.
Location: 75 Kingsgate St, Winchester SO23 9PE, United Kingdom
The Bishop on the Bridge
Overlooking the River Itchen, The Bishop on the Bridge boasts a spacious outdoor terrace where dogs are treated like VIPs. The pub provides water bowls and a relaxed setting where you and your dog can unwind together.
Dog-friendly wineries in Winchester
While Winchester itself doesn't have wineries within its city limits, there are some fantastic options in the surrounding Hampshire countryside where you can enjoy a glass of wine with your dog by your side.
Black Chalk Vineyard & Winery
Located in Stockbridge, just a short drive from Winchester, Black Chalk Vineyard & Winery offers beautiful vineyard tours and tasting experiences. Dogs are welcome in the outdoor areas, making it a lovely location to relax and enjoy the countryside.
Location: Fullerton Rd, Andover SP11 7JX, United Kingdom
The Grange Vineyard and Winery
Situated in Alresford, The Grange Wine Estate offers outdoor seating where you can savor award-winning English sparkling wines. The estate often hosts events where well-behaved dogs are welcome.
Location: Road, Burges Field Winery Co Ltd, The Winery, Itchen Stoke, Alresford SO24 0QW, United Kingdom
Dog-friendly beaches in Winchester
Winchester is a bit inland, so while there aren't any beaches right in the city, there are some dog-friendly beaches within a short drive. Here are two great options for a sandy day out with your doggie.
Lepe Beach
Located in the New Forest, Lepe Beach offers stunning views of the Solent and welcomes well-behaved dogs all year round. There's plenty of space for them to explore, and the nearby country park has walking trails and picnic spots.
Location: NCI Stone Point c\o: HCC, Office Country Park, Lepe, Southampton SO45 1AD, United Kingdom
Calshot Beach
Just under an hour from Winchester, Calshot Beach is excellent for a seaside adventure with your dog. The pebbled shore and the long promenade offer all the space you need for long walks. Dogs are allowed on the beach outside of peak season, and the surrounding area has cafes where you can grab a bite.
Location: Calshot Cl, Calshot, Southampton SO45 1BP, United Kingdom
Tips for pet parents in Winchester
Experiencing Winchester with a pup can be a bundle of fun, and, with a little preparation, you can ensure they're just as comfortable as you are! Here are some practical tips for keeping your dog happy in Winchester.
Make the most of the countryside and nature
Winchester is packed with lovely dog-friendly walks, from peaceful riverside strolls to the rolling hills of the South Downs. Whether your pup loves a city wander or a full-on countryside adventure, there’s plenty of space to sniff and explore!
Prepare a grab-and-go kit
Prepare a bag with everything your dog might need – food, treats, a dog coat for chillier days, and a towel (perfect for those inevitable splashes in the River Itchen). A little preparation makes for a stress-free stay.
Plan ahead for your trip
There are numerous options for dog-friendly accommodation in Winchester, from pet-friendly hotels to adorable B&Bs your furry friend will adore.
Planning a getaway but can’t take your four-legged sidekick this time? Pets are happiest at home, and vets agree – so why not consider welcoming an in-home pet sitter to keep your home and pets safe while you're away? To find out more, click below.
Find a pet sitter in Winchester
Tips for pet sitters in Winchester
Exploring Winchester while pet sitting? It’s the best way to enjoy this charming city - here’s how to make the most of your stay.
Create a personalized pet itinerary
Reach out to the pet parent and ask about their dog's favorite activities. Then, plan your days with a mix of visits to dog-friendly places in Winchester, like walks along the River Itchen or playtime at Abbey Gardens. A well-planned itinerary means a happy dog and an enjoyable stay.
Mix fun with routine
Routine is key, but Winchester is full of dog-friendly spots to explore. Stick to the usual feeding and walk schedule, but mix in some new experiences if the pet parent approves - perhaps a visit to a dog-welcoming café or an extended countryside walk in the South Downs National Park. Balancing comfort with small adventures ensures a happy, tail-wagging companion.
Share a “doggy diary” with the pet parent
Take photos and jot down highlights of your time with their dog. Whether it’s a cute moment at St. Catherine’s Hill or a peaceful walk through the New Forest, pet parents love knowing their dog had a great time. It also helps build trust and rapport for future sits.
Experience Winchester through house sitting
Enjoy a stay in a real home in exchange for pet sitting, and experience Winchester through a local’s lens! It's the best way to explore a new location, live like a local, and enjoy the company of a new four-pawed pal.
Finding a house sit
