Winchester Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Winchester

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 S$156 per night from 10 Feb to 11 Feb
S$156
includes taxes & fees
10 Feb - 11 Feb
8.2/10 Very Good! (1,001 reviews)
"My daughter was ill during our stay and the hotel staff were extremely helpful and kind to us, especially the staff in the Spa."

Reviewed on 3 Feb,2025

The Winchester Hotel & Spa
Norton Park Hotel, Spa & Manor House
Norton Park Hotel, Spa & Manor House
4 out of 5
Sutton Scotney, Winchester, England
Fully refundableReserve now, pay when you stay
The price is S$160 per night from 16 Feb to 17 Feb
S$160
includes taxes & fees
16 Feb - 17 Feb
7.8/10 Good! (999 reviews)
Another Amazing Stay
"Another Amazing Stay - free beverages and premium Nespresso Coffee. Quality sleep with SPA and breakfast before going to work. What else do you need."

Reviewed on 5 Feb,2025

Norton Park Hotel, Spa & Manor House
Mercure Wessex Winchester Hotel
Mercure Wessex Winchester Hotel
4 out of 5
Paternoster Row, Winchester, England
Fully refundableReserve now, pay when you stay
The price is S$117 per night from 23 Feb to 24 Feb
S$117
includes taxes & fees
23 Feb - 24 Feb
7.2/10 Good! (1,001 reviews)
"Good breakfast. Staff are all very nice and I enjoyed the view of the cathedral from my room."

Reviewed on 5 Feb,2025

Mercure Wessex Winchester Hotel
See all 2,768 properties in 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.

Frequently asked questions

How much does a Winchester holiday package cost?
You’ll find cheap prices on Expedia for your Winchester escape. However, factors like the hotel choice, length of stay and season will influence how much your holiday to Winchester costs.
What are the cheapest months to go to Winchester?
You’re likely to find lower rates and better availability in January, February and November. Take a look at our cheap Winchester holiday packages and you could get some excellent off-season deals.
How many days is enough for Winchester?
Allow around 2 days for your Winchester holiday if you want to take in all that makes this place special. Wander around popular areas, including Littleton and Sparsholt. Then make a beeline for top attractions like Theatre Royal Winchester and Westgate Museum. With a good itinerary, you’ll be kept busy with room for some rest and relaxation too. Want to venture outside of Winchester? Consider an excursion or two.
Is it worth booking a holiday package to Winchester?
Well known for its views, nightlife and walking trails, a Winchester holiday has something for everyone. Be sure to check out main sights like Winchester Cathedral and Winchester Christmas Market, and consider renting a set of wheels for day trips to discover even more.
How to find the best Winchester package deals?
Begin your search for a Winchester package deal by entering your preferred travel dates and destination under our “Packages” tab. Then apply a few filters, like “Guest rating” and “Property type,” to tailor the results to your exact style. You can also sort by “Package discount” and discover offers that come with irresistible savings. If you don’t find the ideal Winchester package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winchester escape off to a flying start.
Is it cheaper to book a Winchester holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can tailor your Winchester getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Winchester?
Enjoy incredible bargains by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Winchester getaway.
How to plan a trip to Winchester?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to holiday in Winchester.
  2. Budget wisely: Besides the cost of your hotel, you should factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Winchester.
  3. Decide how long to go for: Now that you’re up to speed on Winchester, you can figure out the ideal length of your break. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Winchester holiday package.

Popular places to visit

Winchester Cathedral which includes religious aspects, a church or cathedral and a garden

Winchester Cathedral

4.5/5(253 reviews)

With its exquisite artwork and fascinating historical relics, Winchester’s Gothic masterpiece is thought to be one of the nation’s finest cathedrals.

Winchester Cathedral
Wolvesey Castle featuring heritage elements and a castle

Wolvesey Castle

Explore fascinating ruins set amid serene parkland to be transported back hundreds of years and discover a magnificent medieval castle.

Wolvesey Castle

Avington Park

Enjoy the beautiful countryside and explore Avington Park, a lovely green space in Itchen Abbas. Visit the stunning cathedral and lively bars in this family-friendly area.

Avington Park

What to do in Winchester

Journey Through Winchester's Past: Private Tour

Journey Through Winchester's Past: Private Tour

S$152
per traveller
Journey Through Winchester's Past: Private Tour
Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

S$218
per adult
Stonehenge Tour from Southampton to London
Courtesy of English Heritage

Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor

S$331
per adult
86% of travellers recommend
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor
See all activities in Winchester

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.