Chilworth Vacations from $1,407

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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.

The Latest Chilworth vacation packages

Price found within the past 48 hours. Click for updated prices.
Bournemouth West Cliff Hotel & Spa

Bournemouth West Cliff Hotel & Spa

3 out of 5
Bournemouth City Centre
Price was $1,453, price is now $1,407 per person
$1,407
per person
Nov 18 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Southampton (SOU)
7.6/10 Good! (1,000 reviews)
We had a great stay, the staff were amazing, Josh on reception was the first staff member that we met. He could see I was struggling with my cases and came to my rescue. Both myself and my husband have mobility issues. Josh made such a great first impression, and from that moment we were not disappointed. The accessible room was fantastic, the breakfast was second to none. We will definitely be returning, we felt totally pampered.

Reviewed on Sep 6, 2025

Derby Manor

Derby Manor

4 out of 5
Price was $1,568, price is now $1,481 per person
$1,481
per person
Nov 18 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Southampton (SOU)
9.2/10 Wonderful! (611 reviews)
Beautiful motel with lovely rooms and amenities. Very quiet, we had a lovely stay! The room and property immaculate and breakfast was sensational. Highly recommend.

Reviewed on May 8, 2025

OYO The Lodge Bournemouth

OYO The Lodge Bournemouth

2 out of 5
Bournemouth City Centre
Price was $1,514, price is now $1,449 per person
$1,449
per person
Nov 18 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Southampton (SOU)
8.4/10 Very Good! (11 reviews)
Lovely clean and comfortable room. Staff very friendly and welcoming. Perfectly located and fit for purpose.

Reviewed on Sep 7, 2024

Langtry Manor Hotel

Langtry Manor Hotel

3.5 out of 5
Price was $1,517, price is now $1,465 per person
$1,465
per person
Nov 18 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Southampton (SOU)
8.6/10 Excellent! (366 reviews)
We had an upgrade to our room for our anniversary, this made the stay really special.

Reviewed on Sep 1, 2025

Little Robin Gate

Little Robin Gate

2.5 out of 5
Price was $1,480, price is now $1,435 per person
$1,435
per person
Nov 18 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Southampton (SOU)
10/10 Exceptional! (23 reviews)
The room en-suite was very well planned and clean.

Reviewed on Aug 23, 2025

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Discover the most popular places to visit in Chilworth

Southampton Cruise Terminal

Southampton Cruise Terminal

One of the busiest cruise ports in England is just a few steps from the historical and entertainment attractions of Southampton.

Southampton Cruise Terminal
University of Southampton

University of Southampton

Tour an oceanographic research institute, watch independent theater productions and see designs by notable British architects at this 150-year-old university.

University of Southampton
Mayflower Theatre featuring signage and theater scenes

Mayflower Theatre

From touring West End musicals to magic shows, stand-up comedy to children’s entertainment, this historic theater serves up Southampton’s best entertainment.

Mayflower Theatre

What to do in Chilworth

Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

$177
per adult
100% of travellers recommend
Stonehenge Tour from Southampton to London
Courtesy of English Heritage

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

$224
per adult
88% of travellers recommend
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor
Walk the Secrets of the Titanic

Walk the Secrets of the Titanic

$22
per adult
96% of travellers recommend
Walk the Secrets of the Titanic
See all activities in Chilworth

Chilworth Hotel Deals

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
$76 nightly
The price is $91 total per night from Oct 2 to Oct 3
$91 total
Oct 2 - Oct 3
Total with taxes and fees
Best Western Chilworth Manor Hotel
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $144 total per night from Sep 14 to Sep 15
$144 total
Sep 14 - Sep 15
Total with taxes and fees
The Winchester Hotel & Spa
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place, Southampton, England
Fully refundable
$71 nightly
The price is $85 total per night from Sep 29 to Sep 30
$85 total
Sep 29 - Sep 30
Total with taxes and fees
Leonardo Hotel Southampton
See all 2,510 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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Frequently asked questions

How much does a Chilworth vacation package cost?
You'll find cheap prices from $1,407 on Expedia for your Chilworth break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Chilworth costs.
What are the cheapest months to go to Chilworth?
April, July and September are great times to search for cheap Chilworth vacation packages. Opting to travel in less busy periods means you can generally find lower prices on accommodations and flights.
How many days is enough for Chilworth?
Usually, a handful of days is enough to explore the main sights during your Chilworth vacation. But if you prefer to have more time to unwind or go on day trips, think about extending your itinerary.
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," "Traveler 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 traveling on a weekday, when prices are often lower.
Is it cheaper to book a Chilworth vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can personalize 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?
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 vacation.
Does Expedia offer Book Now, Pay Later Chilworth vacation packages?
If you're anything like us, you love discovering new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Chilworth vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.