Littleton Vacations from $1,460

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Your Littleton Vacation

A great way to experience this interesting city is with a custom-made Littleton vacation package. Base yourself in the neighborhood of Alresford, which is great for walking, views and families or choose someplace else — our packages are all about you. Winchester Cathedral, Great Hall and Winchester Christmas Market are just some of the many attractions worth exploring during your trip to Littleton. Your perfect Littleton vacation is only clicks away. Explore airfares, hotels and more on Expedia for a getaway that's tailored to suit your style.

The Latest Littleton vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

3 out of 5
Price was $1,490, price is now $1,460 per person
$1,460
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
8/10 Very Good! (1,001 reviews)
The room was ok for the price, initially extremely warm, but turning the radiator off made it ok once it had cooled. Room 6 has a locked area with presumably a boiler in it, which was quite noisy. Bathrobes, tea and coffee and good towels and toiletries provided, bed was comfortable. The breakfast was very good, but the room almost unbearably hot. Drinks very expensive. Altogether, a good stay, the hotel has a lot of facilities we didn't use.

Reviewed on Oct 25, 2026

No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $1,865, price is now $1,753 per person
$1,753
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.6/10 Exceptional! (169 reviews)
Shaver socket didn’t work, bathroom mirror light too dark to use, water for the bath was only lukewarm and a lot of noise transmission from the room above. The breakfast was very good but overall too many issues to justify the high cost.

Reviewed on Oct 26, 2026

Four Seasons Hotel Hampshire

Four Seasons Hotel Hampshire

5 out of 5
Price was $2,024, price is now $1,946 per person
$1,946
per person
Jan 5 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.4/10 Exceptional! (254 reviews)

Harbour Hotel Southampton

Harbour Hotel Southampton

5 out of 5
Southampton City Centre
Price was $1,802, price is now $1,747 per person
$1,747
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.2/10 Wonderful! (1,006 reviews)

QE2 Loft Apartments

QE2 Loft Apartments

3 out of 5
Southampton City Centre
Price was $1,613, price is now $1,565 per person
$1,565
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
5.8/10 (17 reviews)

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What to do in Littleton

Walk the Secrets of the Titanic

Walk the Secrets of the Titanic

$21
per adult
98% of travellers recommend
Walk the Secrets of the Titanic
Southampton: Guided Ghost Walk

The Southampton Ghost Walk

$20
per adult
100% of travellers recommend
The Southampton Ghost Walk
Basingstoke iFLY Indoor Skydiving Experience - 2 Flights & Certificate

Basingstoke iFLY Indoor Skydiving Experience - 2 Flights & Certificate

$53
per adult
Basingstoke iFLY Indoor Skydiving Experience - 2 Flights & Certificate
See all activities in Littleton

Littleton Hotel Deals

The Running Horse

The Running Horse

4 out of 5
88 Main Road Winchester England
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $67 total per night from Nov 8 to Nov 9
$67 total
Nov 8 - Nov 9
Total with taxes and fees
9/10 Wonderful! (360 reviews)
"Room was clean and comfortable. The staff were all friendly and helpful. The food was good and there was a good choice for breakfast. Would definitely stay there again if in the area."

Reviewed on Oct 21, 2026

The Running Horse
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $72 total per night from Nov 15 to Nov 16
$72 total
Nov 15 - Nov 16
Total with taxes and fees
8.6/10 Excellent! (1,541 reviews)
"Great great location. Don’t need to stay near the pier and pay their price. Great value at this hotel, clean , modern,well maintained and excellent location. Bar and restaurant on site so no need to venture out hunting for something. Many friends stay near pier for pre cruises but way more expensive ..."

Reviewed on Oct 24, 2026

Leonardo Hotel Southampton
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

4 out of 5
West Quay Road Southampton England
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $107 total per night from Nov 1 to Nov 2
$107 total
Nov 1 - Nov 2
Total with taxes and fees
Leonardo Royal Southampton Grand Harbour
See all 1,523 properties in Littleton
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.

Find the Best Littleton Vacation Packages

Littleton Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Max Temp Winter
45ºF
Max Temp Summer
70ºF
Top Sights
Winchester Cathedral, Marwell Zoo and Winchester Science Centre and Planetarium

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Frequently asked questions

How much does a Littleton vacation package cost?
You can pick up a vacation package to this destination from $1,460 on Expedia. But how much your vacation to Littleton costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Littleton?
If you'd like to snag a cheap Littleton vacation package, consider planning a trip in May, June and December. You'll usually find lower rates on flights and accommodations during these months — perfect for budget-conscious travelers.
How many days is enough for Littleton?
The ideal duration for your Littleton vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to check out all the leading sights and explore some hidden gems along the way.
How to find the best Littleton package deals?
Use Expedia's filters to help you find some fabulous Littleton package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Littleton package deals in the low 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 Littleton vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking accommodations and flights separately. Better still, you can customize your Littleton escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Littleton?
If you're considering an impromptu Littleton getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Littleton vacation packages?
If you're anything like us, you love traveling but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Littleton trip 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 see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.