Southampton Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Southampton Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Hotel on Pownal
Downtown Charlottetown
CA $1,268
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
8.6/10 Excellent! (1,014 reviews)
smell bad and i paid for extra for my room and it's was so bad (normal)
Reviewed on Oct 4, 2026
The Sydney Boutique Inn
Downtown Charlottetown
CA $1,299
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9.8/10 Exceptional! (1,007 reviews)
Rooms are immaculate.
Great hot breakfast
Staff very helpful
Reviewed on Oct 4, 2026
Ready to book your vacation to Southampton?
Southampton Hotel Deals
Rodd Crowbush Golf & Beach Resort
632 Route 350 West Saint Peters PE
CA $189
CA $217 total
Oct 7 - Oct 8
includes taxes & fees
8.8/10 Excellent! (725 reviews)
"We had a great 3 nights. Everything was great and we had more than we needed. We even enjoyed the spa services which were great! The staff were kind and helpful."
Reviewed on Oct 3, 2026
Rodd Brudenell River
86 Dewar's Lane Georgetown Royalty PE
Fully refundable
CA $121
CA $139 total
Oct 15 - Oct 16
includes taxes & fees
The Barn at Spry Point
222 Ark Lane Lot B The Barn Little Pond PE
Fully refundableReserve now, pay when you stay
CA $132
CA $152 total
Oct 5 - Oct 6
includes taxes & fees
9.2/10 Wonderful! (112 reviews)
"Loved having nice kitchen and BBQ. Owner, Dave, was helpful."
Reviewed on Oct 2, 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.
Frequently asked questions
How much does a Southampton vacation package cost?
You'll find cheap prices from CA $1,268 on Expedia for your Southampton escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Southampton costs.
What are the cheapest months to go to Southampton?
If you're looking to book a cheap Southampton vacation package, consider travelling in January, February and November. You'll usually find lower rates on flights and accommodations during these months — ideal for travellers wishing to save money.
How many days is enough for Southampton?
The ideal duration for your Southampton vacation depends on what you'd like to do. Typically, a few days to a week will give you time to tick off all the main attractions and explore some hidden gems along the way.
How to find the best Southampton package deals?
Use Expedia's filter tool to find some of the best Southampton package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Southampton package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Southampton vacation as a package?
You can enjoy significant savings on your Southampton getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Southampton?
If you've got your Southampton travel dates locked in, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Southampton?
- Choose when to travel: Check your diary and pack your bags. Your preferred season and the available activities will also help you decide when to visit Southampton.
- Set a budget: Consider expenses like food, flights and transportation when calculating how much to put aside for your trip to Southampton. Then, pick a property that works with your budget, whether that's an affordable stay or a more luxurious retreat.
- Set the duration of your trip: Start by listing all the attractions you'd like to experience in Southampton. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Southampton vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
