See what we’ve been up to…

The Great Wonderfest 2019

With just ONE WEEK to go – don’t miss out on tickets to this brand-new family festival for the Isle of Wight!
🎟👉 www.greatwonderfest.com/tickets

Leave your car at home

There is no need to bring your car when you visit us in Cowes on the Isle of Wight – in fact we highly recommend that you don’t bother at all, as its faster and greener to leave it at home.

Grab a train down to Southampton Central station and jump on the Quayconnect bus which will take you down to the Red Jet terminal. It’s then a hop over the water to West Cowes and a 5 min stroll up the road to us. (we use a network rail card which can give you a 30% discount on travel and makes a huge difference – book your train ticket all the way to West Cowes and get the boat trip included in the price plus this makes the bus bit free between the train and ferry – just show your ticket – we use Trainline)

Once in Cowes you have lots of choices for travelling around – the bus network is amazing and we have a stop right outside our door (book a bus pass when you book your room with us) which takes you to Newport and beyond. If pedal power is your thing then you can hire a bike from Two Elements for the day or more – we have a flat trail from Cowes all the way to Sandown on the south coast of the Island (about 30 miles total if you go all the way but there are a couple of great stops on the way) or why not try riding round the whole Island, 66 miles of undulating countryside and some spectacular views.

If you want to rent a car then we recommend using Co-Wheels Car Club which has cars just 5 mins walk from us – you need to join up at least a week before you arrive so they can send you a membership card to be able to unlock a car when you are here. You can rent a car by the hour and no need to pay for it to sit on our driveway for the evening when you head down to town for dinner. Check it out – Co Wheels IOW – currently no joining fee or minimum monthly spend and a £25 credit

To help encourage everyone to leave there car at home we would like to offer a 5% discount for anyone travelling on foot – use the code greenstar5 when you book online


Round the Island Race 2019

Available for B&B


Having had a long standing booking with sponsors for over 7 years we are finally able to offer bed and breakfast accommodation over the Round the Island Race Weekend (29th June 2019)

Being less than 5 minute walk to both Shepards Wharf & Cowes Yacht Haven we are ideal for those looking for a more relaxed and luxurious nights sleep before the big day

We do have a 2 night minimum stay requirement and are booking up fast so please do book online or call us on 01983 293599.

Cowes Week 2019

Stay close to the action in 2019

We have two options at The Caledon - you can book the whole house for self-catering rental - this is £12'100 for 8 nights of Cowes week 2019

Alternatively we will be taking bed and breakfast bookings for Lendy Cowes Week 2019 from the the end of April if the whole house is not booked.

As it is always so so busy in Cowes we are only taking bookings for at least 7 nights starting on Friday or Saturday 9th/10th August 2019. So if you want to stay close to the action or are in need of a few rooms for entertaining clients then let us know

Mark & Andrea

The Caledon

bed and breakfast cowes isle of wight

Stay at The Caledon for Lendy Cowes Week 2019



Get away from it all – Headon Warren



Nothing beats a walk up Headon Warren to revitalise the mind body and spirit – next time you are on the Isle of Wight make sure you visit one of our local secrets.


Accommodation in Cowes for UKSA Course

Come and stay at The Caledon Guest House Cowes while on your course at the UKSA

We are only an 8 min walk from UKSA and a 4 min walk to Red Ensign Training.

We provide peaceful luxury in comfy ensuite rooms with free fast wifi, parking and a great breakfast each morning. 

Most rooms have a desk for studying into the evening if you need or you are welcome to work in our dining rooms so you can spread out and get ready to pass your course.

We have a small fridge and microwave for you to prepare an evening meal if you are on a budget or Cowes town is a 5 min walk down the hill and has plenty of pubs and restaurants to keep you entertained all week.



Hassle free corporate bookings

No longer does one person have to do all the bookings, anyone in the team can arrange accommodation without the need to use company credit cards.

Are you in charge of booking your company guests or corporate clients accommodation when they visit the Island?

It can be both time consuming and difficult trying to arrange travel dates, arrival times and then the accounts team!

We have taken some of the hassle out of the process with our new Corporate Membership package – once your company is set up , one phone call or email to us and we can book your accommodation needs and take care of the all the accounting payments and invoices directly with your accounts team. Invoices are sent directly to accounts on the day your guest arrives with us, payment is automatically taken from your bank the next day by direct debit. We also text directly to your guests to arrange arrival times, send directions and online check in forms. Easy.

You can still take advantage of either 7 day cancellation policy or non refundable booking terms.

Just give us a call on 01983 293599 or email stay@the-caledon.co.uk and we can get you set up



Book Now Pay Later

Booking options

We have updated our booking pages and now you can book your room and pay when you check out instead. Don't worry if you need us to take payment in advance if you are booking for a friend or work colleague we can do that too (just give us a shout and we will process it for you)

If your plans are set in stone and you want to save a few pounds (10% discount)  you can also use our new non refundable rates. Same room, same great breakfast and service - but you pay at the time of booking and can't change your mind.

Also we you can reserve your room at our non refundable rates and pay over a few months/weeks with our new Direct Debit Scheme. Just give us a call and we can set you up no problem at all