City of Winchester Holidays

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Your City of Winchester Holiday

With a City of Winchester holiday package, you can forget about planning stresses and put all your energy into experiencing what this lively destination has to offer. You can expect to have a must-visit list as long as your arm during your trip to City of Winchester. One top city you'll want to explore is Winchester. If you're ready to stop dreaming and start packing, Expedia will help turn your City of Winchester holiday into a reality.

Top destinations in City of Winchester

A large stone castle with multiple towers and battlements.
FlightsFlightsHotelsHotels

Southampton

Southampton

Top City of Winchester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Pilot Boat Inn

The Pilot Boat Inn

3.5 out of 5
Price was £691, price is now £496 per person
£496
per person
18 Sept - 25 Sept
found 8 hours ago
Return flight included
Edinburgh (EDI) to Southampton (SOU)
7.8/10 Good! (28 reviews)
Music from pub until 11pm , right annoying and then again from 8am from staff in the bar, this place has no consideration for its guests upstairs, avoid unless you like awful bass coming through the building.

Reviewed on 31 May 2026

The Fig Tree Shanklin

The Fig Tree Shanklin

3.5 out of 5
Save 100% on your flight
Price was £855, price is now £537 per person
£537
per person
18 Sept - 25 Sept
found 8 hours ago
Return flight included
Edinburgh (EDI) to Southampton (SOU)
9.2/10 Wonderful! (84 reviews)
A modern and exceptionally clean hotel. The breakfast is excellent. With beach and old town mins away we were disappointed to find that we needed to use the car as hotel situated on the top of a hill. Buses and taxis were available and we would stay there again.

Reviewed on 11 Jul 2026

Enchanted Manor

Enchanted Manor

5 out of 5
Save 100% on your flight
Price was £1,328, price is now £863 per person
£863
per person
18 Sept - 25 Sept
found 8 hours ago
Return flight included
Edinburgh (EDI) to Southampton (SOU)
9.6/10 Exceptional! (30 reviews)
Amazing stay at Enchanted manor, from the moment we walked in the vibes were warm and friendly. The food and drinks were delicious and the red squirrels and badger feeding in the evenings was an amazing experience. Could not recommend this place more.

Reviewed on 18 Oct 2025

The Seaview Hotel

The Seaview Hotel

3 out of 5
Save 100% on your flight
Price was £980, price is now £660 per person
£660
per person
18 Sept - 25 Sept
found 8 hours ago
Return flight included
Edinburgh (EDI) to Southampton (SOU)
9.6/10 Exceptional! (32 reviews)
Sparkling clean room, very comfy bed, staff were helpful and friendly. The breakfast had the best sausage I’ve ever had!

Reviewed on 12 Jul 2026

Fernhurst Holiday apartments

Fernhurst Holiday apartments

4 out of 5
Save 100% on your flight
Price was £806, price is now £566 per person
£566
per person
18 Sept - 25 Sept
found 8 hours ago
Return flight included
Edinburgh (EDI) to Southampton (SOU)
9.6/10 Exceptional! (4 reviews)
A perfect place to travel the Isle of Wight

Reviewed on 5 Oct 2023

City of Winchester Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Population
46,100
Top Sights
Marwell Zoo, Hill Head Beach and Meon Shore Beach

Top hotels in City of Winchester

Meon Valley Hotel, Spa & Golf

Meon Valley Hotel, Spa & Golf

4 out of 5
Sandy Lane Southampton England
Fully refundableReserve now, pay when you stay
The price is £65 per night from 19 Jul to 20 Jul
£65
19 Jul - 20 Jul
includes taxes & fees
7/10 Good! (1,009 reviews)
"The room had everything you need but wasn’t clean and they don’t clean during your stay either. You can get new towels from reception, but no one is coming to get your previous wet/used ones. Reception desk is impressive and the 2 girls were smiley and attentive. Bathroom was ok but looking very ..."

Reviewed on 11 Jul 2026

Meon Valley Hotel, Spa & Golf
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane Winchester England
Fully refundableReserve now, pay when you stay
The price is £127 per night from 27 Jul to 28 Jul
£127
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (1,013 reviews)
"Rooms was absolutely spotless and very clean. Staff were also absolutely amazing. However I did find the spa facilities a little dated and also ali"

Reviewed on 13 Jul 2026

The Winchester Hotel & Spa
New Place

New Place

4 out of 5
Shirrell Heath Southampton England
Fully refundableReserve now, pay when you stay
The price is £68 per night from 9 Aug to 10 Aug
£68
9 Aug - 10 Aug
includes taxes & fees
8.4/10 Very good! (1,010 reviews)
"The main building and gardens are beautiful and well maintained. Unfortunately our room was on the small side. The safe was broken and our window was difficult to open. A member of staff kindly came to our room to help us. The window had stuck and it needed a forceful shove to open. Also while we ..."

Reviewed on 13 Jul 2026

New Place
See all 6,293 properties in City of Winchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much does a City of Winchester travel package cost?
Discover the best of City of Winchester from as little as £496. Choose from a wonderful selection of rental cars, hotels and flights to suit your budget. You can score even better deals when you add some experiences or tours to your travel package.
If I'm not able to travel, can I cancel my City of Winchester travel package?
Yes, you can. We realise life happens, so we're happy to help if you need to make changes to your City of Winchester travel package. You may be able to amend or cancel your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to City of Winchester?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got them all. Select a combination that best suits you and see your savings pile up. We know a package deal is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your City of Winchester holiday.
Does Expedia offer Book Now, Pay Later City of Winchester holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your wallet. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all types of budgets, so you can jet away on that well-earned holiday sooner.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you stumble on an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.

Where should I stay in City of Winchester?
You'll fall in love with Winchester. Well-known attractions, like Winchester Cathedral and Great Hall, will keep you on the go in this lively city.
What are the top hotels in City of Winchester?
For properties in Winchester with friendly service and cosy beds, you can't beat St Johns Croft and The Old Vine. If you're stopping by Fareham as well, you can look forward to a good night's sleep at St Johns Croft or Meon Valley Hotel, Golf & Country Club.
How far in advance should I book my City of Winchester holiday?
Savvy travellers often book early. You can normally look up international airfares on Expedia up to 12 months before your flight. If you're purchasing your ticket at the last minute, don't stress. Discounted prices sometimes occur just weeks before departure dates.
What does an Expedia City of Winchester travel package include?
You can choose from any combination of hotels, rental cars and flights. Once you've made your booking, you can also add on activities and tours. Want to pick your airfare class? That's also easy to do. The choice is yours when it comes to planning your ideal City of Winchester trip.
What should I know before booking a City of Winchester travel package?
So many places to go, so many things to see. With a package, you'll be able to cross more of them off your list. Bundle your flights, rental cars and hotels and make big savings.
Can I choose my airline with a City of Winchester Expedia travel package?
You can, and with more than 550 airlines to pick from across the globe, you have loads of choice. Have a look through the available options and find out which airline fits your budget and needs.

Stay near popular City of Winchester attractions

A historic cathedral with tall spires and large stained glass windows.

Winchester Cathedral

9.4/10 (713 reviews)
With its exquisite artwork and fascinating historical relics, Winchester’s Gothic masterpiece is thought to be one of the nation’s finest cathedrals.
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What to do in City of Winchester

Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

£22
per adult
100% of travellers recommend
Isle of Wight: Osborne Admission Ticket
Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

£137
per adult
98% of travellers recommend
Stonehenge Tour from Southampton to London
Southampton: Secrets of the Titanic Guided Walking Tour

Southampton: Secrets of the Titanic Guided Walking Tour

£16
per adult
100% of travellers recommend
Southampton: Secrets of the Titanic Guided Walking Tour
See all activities in City of Winchester

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.