Littleton Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Littleton 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 7 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 7 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 7 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 7 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 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
No reviews

Ready to book your vacation to Littleton?

 

Choose your dates

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
The price is CA $81 per night from Nov 8 to Nov 9
CA $81
CA $97 total
Nov 8 - Nov 9
includes taxes & 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
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
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
The price is CA $125 per night from Nov 8 to Nov 9
CA $125
CA $150 total
Nov 8 - Nov 9
includes taxes & fees
8.6/10 Excellent! (1,733 reviews)
"👍good ………………………………………………."

Reviewed on Oct 30, 2026

Leonardo Royal Southampton Grand Harbour
See all 1,522 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Littleton

Private Southampton Walking Tour

Private Southampton Walking Tour

CA $43
per adult
100% of travellers recommend
Private Southampton Walking Tour
Basingstoke iFLY Indoor Skydiving Experience - 2 Flights & Certificate

Basingstoke iFLY Indoor Skydiving Experience - 2 Flights & Certificate

CA $75
per adult
Basingstoke iFLY Indoor Skydiving Experience - 2 Flights & Certificate
The Winchester Ghost Walk

The Winchester Ghost Walk

CA $28
per adult
The Winchester Ghost Walk
See all activities in Littleton

Frequently asked questions

How much does a Littleton vacation package cost?
You'll find cheap prices from CA $2,343 on Expedia for your Littleton escape. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Littleton costs.
What are the cheapest months to go to Littleton?
The off-season is the best time to visit Littleton if you're trying to save. Another tip for finding cheap Littleton vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Littleton?
We recommend planning a Littleton vacation for around 2 days. This gives you time to visit top sights including Winchester Science Centre and Planetarium and Winchester City Mill, as well as explore neighbourhoods like Sutton Scotney and Sparsholt. You could even make time for one or two day trips beyond Littleton.
How to find the best Littleton package deals?
Use Expedia's filter tool to find some great 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 break for midweek, or look for Littleton package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Littleton vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Littleton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Littleton?
If you're considering an impromptu Littleton getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Littleton?

  1. Pick your travel dates: The things you plan to do in Littleton and your favourite season will help you decide when to go.
  2. Plan your budget wisely: As well as the price of your accommodations, you'll need to factor in other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Littleton.
  3. Decide how long to go for: Now that you're more familiar with Littleton, you can figure out the right length of your vacation. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Littleton vacation package that brings all your bookings together.

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