Chilworth Vacation Packages

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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.
Bartley Lodge Hotel

Bartley Lodge Hotel

4 out of 5
Price was CA $2,509, price is now CA $2,343 per person
CA $2,343
per person
Dec 21 - Dec 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
7.6/10 Good! (309 reviews)

Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

3 out of 5
Price was CA $3,636, price is now CA $3,312 per person
CA $3,312
per person
Dec 21 - Dec 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
8/10 Very good! (1,001 reviews)

Harbour Hotel Southampton

Harbour Hotel Southampton

5 out of 5
Southampton City Centre
Price was CA $2,920, price is now CA $2,663 per person
CA $2,663
per person
Dec 21 - Dec 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
9.2/10 Wonderful! (1,006 reviews)

Botleigh Grange Hotel & Spa

Botleigh Grange Hotel & Spa

3.5 out of 5
Price was CA $2,617, price is now CA $2,395 per person
CA $2,395
per person
Dec 21 - Dec 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
8.2/10 Very good! (502 reviews)
Always stay here when in Southampton. Out of the way and quiet. Pool being refurbished this time. Food in retaurant very good. Lovely atmosphere

Reviewed on Oct 27, 2026

Newly Refurbished 3 Bed Apartment Free Parking

Newly Refurbished 3 Bed Apartment Free Parking

2 out of 5
Bassett Green
Price was CA $2,881, price is now CA $2,696 per person
CA $2,696
per person
Dec 21 - Dec 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
No reviews

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Chilworth Hotel Deals

DoubleTree by Hilton Southampton

DoubleTree by Hilton Southampton

4 out of 5
Bracken Place, Chilworth Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from Nov 15 to Nov 16
CA $93
CA $111 total
Nov 15 - Nov 16
includes taxes & fees
DoubleTree by Hilton Southampton
Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

3 out of 5
Chilworth Manor Hotel Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Nov 8 to Nov 9
CA $97
CA $116 total
Nov 8 - Nov 9
includes taxes & fees
Best Western Chilworth Manor Hotel
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Nov 15 to Nov 16
CA $84
CA $101 total
Nov 15 - Nov 16
includes taxes & fees
8.6/10 Excellent! (1,532 reviews)
"Staff are friendly and helpful"

Reviewed on Oct 30, 2026

Leonardo Hotel Southampton
See all 3,251 properties in Chilworth
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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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.
See properties

What to do in Chilworth

Portsmouth Historic Dockyard Ticket

Portsmouth Historic Dockyard Ticket

CA $87
per adult
100% of travellers recommend
Portsmouth Historic Dockyard Ticket
Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

CA $42
per adult
100% of travellers recommend
Isle of Wight: Osborne Admission Ticket
Private Southampton Walking Tour

Private Southampton Walking Tour

CA $43
per adult
100% of travellers recommend
Private Southampton Walking Tour
See all activities in Chilworth

Frequently asked questions

How much does a Chilworth vacation package cost?
You'll find cheap prices from CA $2,343 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.