Chilworth Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Chilworth Vacation
Book a Chilworth vacation package that has everything you need without any unnecessary extras. Great for dining, cafes and bars and pubs, think about staying in the neighborhood of Southampton City Centre. If taking in sights is part of the plan during your trip to Chilworth, stop by top attractions like Southampton Maritime Museum, University of Southampton and Mayflower Theatre. Whoever you're heading away with and whatever the size of your budget, your ultimate Chilworth vacation is just a few clicks away with Expedia.
Top Chilworth Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Hampshire
CA $3,043
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Southampton (SOU)
9.4/10 Exceptional! (251 reviews)
We booked the Four Season for a mini-moon and arrived the day after our wedding to be greeted by a spectacular view of a country house on top of a hill.
The wonderful valet and reception staff warmly welcomed us and showed us to our (upgraded) room which was spectacular- and had flowers and chocolate congratulating us on our marriage.
The food in the restaurant was excellent each time we visited and we could well believe that the Sunday roast is the best In Hampshire- well worth going for even if you’re not a guest!
The walk around the grounds was scenic and gave us a taste of the rural English countryside- whilst the spa experience was luxurious with great indoor/ outdoor pools and spa treatments!
Special shoutout to Mohamed E on reception who went above and beyond at all all times and made our special stay perfect!
We can’t recommend the Four Seasons Hampshire highly enough - we’ll be back next year for our anniversary!
Reviewed on Sep 14, 2026
Ready to book your vacation to Chilworth?
Chilworth Hotel Deals
DoubleTree by Hilton Southampton
Bracken Place, Chilworth Southampton England
Fully refundableReserve now, pay when you stay
CA $110
CA $132 total
Sep 27 - Sep 28
includes taxes & fees
8.2/10 Very good! (623 reviews)
"Its with heavy heart, at times you leave reviews that are harsh , but you hope balanced. The hotel is very pretty and in a nice settings. Checking in very fast and efficient with good service. The room was very nice and bathroom clean. We used the bar, which was okay. The only issue was the bed and ..."
Reviewed on Sep 14, 2026
Best Western Chilworth Manor Hotel
Chilworth Manor Hotel Southampton England
Fully refundableReserve now, pay when you stay
CA $106
CA $127 total
Sep 20 - Sep 21
includes taxes & fees
8/10 Very good! (1,002 reviews)
"Hotel is in a great setting"
Reviewed on Sep 14, 2026
Leonardo Hotel Southampton
1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
CA $98
CA $118 total
Sep 27 - Sep 28
includes taxes & fees
8.6/10 Excellent! (1,502 reviews)
"The breakfast was delicious and plentiful. The breakfast staff were friendly and efficient so there was always food available. The room was clean but the bathroom can use an update as the plumbing was making noises. Overall we did like the hotel and would stay again."
Reviewed on Sep 14, 2026
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.
Stay near popular Chilworth attractions
Stoneham Golf Club
8.0/10 (1 review)
Enjoy a round of golf in Chilworth at Stoneham Golf Club. Wander around the area's the lush forest or experience its acclaimed theater scene.
What to do in Chilworth
Isle of Wight: Osborne Admission Ticket
CA $42
per adult
100% of travellers recommend
Portsmouth Historic Dockyard Ticket
CA $87
per adult
100% of travellers recommend
Frequently asked questions
How much does a Chilworth vacation package cost?
You'll find cheap prices from CA $1,241 on Expedia for your Chilworth escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Chilworth costs.
What are the cheapest months to go to Chilworth?
Plan your trip for the off-peak season and you're likely to get cheap Chilworth vacation packages. Remember that school vacation periods and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Chilworth?
We recommend booking a Chilworth vacation for at least 2 days. This will give you enough time to visit top sights including Tudor House and Garden and The Common, and explore neighbourhoods like Southampton City Centre and Ocean Village. You might even be able to squeeze in one or two day trips beyond Chilworth.
How to find the best Chilworth package deals?
Use Expedia's filter tool to find some unbeatable Chilworth package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Chilworth package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Chilworth vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays separately. Better still, you can tailor 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 vacation package to Chilworth?
If you're considering a spontaneous Chilworth vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Chilworth?
- Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Chilworth.
- Plan your budget wisely: On top of the cost of your hotel, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that may arise during your trip to Chilworth.
- Decide how many days away: Start by making a list of all the attractions you want to experience in Chilworth. Then, estimate how long you'll need at each, including any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Chilworth vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
