Chilworth Holidays

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Top hotels in Chilworth

Best Western Chilworth Manor Hotel
Best Western Chilworth Manor Hotel
3 out of 5
Romsey Road, Chilworth Manor, Southampton, England
Fully refundableReserve now, pay when you stay
The price is S$113 per night from 15 Jun to 16 Jun
S$113
15 Jun - 16 Jun
includes taxes & fees
8/10 Very Good! (931 reviews)
"Beautiful property. Everything was sparkling. Meal was great."

Reviewed on 4 Jun, 2025

Best Western Chilworth Manor Hotel
Leonardo Hotel Southampton
Leonardo Hotel Southampton
4 out of 5
1 Charlotte Place, Southampton, England
Fully refundable
The price is S$108 per night from 15 Jun to 16 Jun
S$108
15 Jun - 16 Jun
includes taxes & fees
8.4/10 Very Good! (1,157 reviews)
"Very nice place to stay. If you are cruising out of South Hampton please give this little place a go. It was a very short uber ride to the port and the room as well as service was very very good. Will definitely look them up next time crossing out of South Hampton."

Reviewed on 5 Jun, 2025

Leonardo Hotel Southampton
The Winchester Hotel & Spa
The Winchester Hotel & Spa
4 out of 5
Worthy Lane, Winchester, England
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,002 reviews)
Pleasant.
"Hotel pleasant. Could have done with a fan in the room. Gym was small but enough for when working away. Good location for walking into Winchester"

Reviewed on 6 Jun, 2025

The Winchester Hotel & Spa
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 Chilworth holiday package cost?
You’ll find cheap prices on Expedia for your Chilworth break. However, factors like the hotel choice, length of stay and season will influence how much your holiday to Chilworth costs.
What are the cheapest months to go to Chilworth?
Travel in the off-peak season and you’re likely to score cheap Chilworth holiday packages. Remember that school holiday periods and local events and festivals can have an impact on prices, so do some research before booking.
How many days is enough for Chilworth?
With a well-planned schedule, you can easily visit the main Chilworth sights in a handful of days. But if you’d like to venture off the beaten track or take day trips, consider booking your Chilworth holiday for longer.
How to find the best Chilworth package deals?
Bagging a cheap Chilworth package deal is easy with Expedia. After you’ve entered your destination and preferred dates under our “Packages” tab, set your budget range, add a couple of filters and see what’s available. You can tweak your search by “Amenities,” “Property type,” “Traveller experience” and more. Sort the results by “Price: low to high” to view the most pocket-friendly Chilworth package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Chilworth holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can personalise your Chilworth escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Chilworth?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Chilworth holiday.
How to plan a trip to Chilworth?

  1. Choose when to get away: Check your diary and get packing. Your favourite time of year and the available activities will also help you decide when to holiday in Chilworth.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to activities and flights. Your accommodation will probably be the biggest expense during your trip to Chilworth.
  3. Decide how long to go for: Now that you’re up to speed on Chilworth, you can work out the right length of your holiday. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that’s left now is to find a Chilworth holiday package that brings all your bookings together.

Popular places to visit

What to do in Chilworth

* 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.