Old Portsmouth Vacation Packages

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  • Better together

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

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

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Price found within the past 48 hours. Click for updated prices.
  • Bar (on property)
    Aug 9 - Aug 15

    Winchester Wessex Hotel by Sunday + Flight

    Winchester
    5 nights
    4.0 star property
    7.6/10 - Good (1,002 reviews)
    "The view of Winchester Cathedral from my bedroom was amazing. All of the staff were extremely helpful and positive including promptly resolving air temperature issues in my room. The room was spotlessly clean. But the room felt rather tired with scratched and battered furniture and a dated bathroom. The decor in the bar and restaurant did not reflect the historic location of the building and seemed very generic and unimaginative"
    Reviewed May 22, 2026
    Roundtrip • Montreal (YUL) - London (LGW)
    YUL - LGW • 1 stop LGW - YUL • 1 stop
    CA $1,947
    CA $1,638
    per traveller
    found 22 hours ago
    Winchester Wessex Hotel by Sunday
  • 2 indoor pools, open 6:30 AM to 10:00 PM, sun loungers
    Jul 15 - Jul 22

    Four Seasons Hotel Hampshire + Flight

    Hook
    6 nights
    5.0 star property
    9.4/10 - Exceptional (244 reviews)
    "The property is gorgeous, and the staff are all warm, friendly and helpful."
    Reviewed May 23, 2026
    Roundtrip • Toronto (YYZ) - London (LGW)
    YYZ - LGW • Nonstop LGW - YYZ • Nonstop
    CA $8,110
    CA $7,005
    per traveller
    found 2 hours ago
    Four Seasons Hotel Hampshire

Where to stay in Old Portsmouth

Find the best Old Portsmouth areas and neighborhoods for the activities you enjoy most. Learn more about Old Portsmouth
Southsea

Southsea

2 out of top 10 points of interest in this area

Southsea is a destination visitors seek out for is beaches, lively bars, and seaside views. You might want to check out attractions like Fratton Park or Kings Theatre while you're exploring the neighborhood.

Find hotels in Southsea

Old Portsmouth Hotel Deals

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 $121 per night from Jun 1 to Jun 2
CA $121
CA $145 total
Jun 1 - Jun 2
includes taxes & fees
8.6/10 Excellent! (1,305 reviews)
"Clean room, breakfast,staff all very good"

Reviewed on May 22, 2026

Leonardo Hotel Southampton
Novotel Southampton

Novotel Southampton

4 out of 5
1 West Quay Road Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from May 25 to May 26
CA $153
CA $184 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"NO RESPONSE"

Reviewed on May 23, 2026

Novotel Southampton
Moxy Southampton

Moxy Southampton

3 out of 5
Harbour Parade Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from May 25 to May 26
CA $153
CA $184 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Very friendly staff and were helpful with questions"

Reviewed on May 23, 2026

Moxy Southampton
See all 4,063 properties in Old Portsmouth
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 an Old Portsmouth vacation package cost?
Get your credit card ready, because a getaway to Old Portsmouth starts from just . When you bundle your flights, hotels and car rentals into a vacation package, you'll land the best deals.
How do I get a cheap travel package to Old Portsmouth?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got everything you need. Choose a combination that suits you and watch your savings stack up. We know a package deal is never one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 properties worldwide, which lets you customize your Old Portsmouth getaway.
Where should I stay in Old Portsmouth?
Stay at a hotel within walking distance of Gunwharf Quays. This fantastic attraction is in the heart of the action and on the must-see lists of most travelers.
What are the top hotels in Old Portsmouth?
Whether you plan to stay for one night or one week in Old Portsmouth, you'll get a good night's rest at The Wellington Restaurant And Bar. This option is the first choice for lots of travelers.
How far in advance should I book my Old Portsmouth vacation?
Travelers are usually able to compare international airfares on Expedia up to 12 months prior to departure. Booking at the last minute? With a bit of luck, it's still possible to nab a cheaper ticket only weeks before your journey.
What does an Expedia Old Portsmouth travel package include?
Rental cars, hotels and flights, or any combination of them — it's totally up to you. Whether you're headed to Old Portsmouth on a family road trip or adventuring solo, there's a bundle to match every budget and style. Once you've made your booking, why not add on some tours and experiences?
What should I know before booking an Old Portsmouth travel package?
So many places to travel to, so many things to see and do. With a package, you'll be able to check more of them off your list. Combine your flights, rental cars and hotels and land big savings.
Can I choose my airline with an Old Portsmouth Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the freedom to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Old Portsmouth vacation package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or change your Old Portsmouth vacation package at no cost within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If life gets in the way of your vacation, visit our Customer Service Portal for more information.

Discover the most popular places to visit in Old Portsmouth

Sally Port

Sally Port

Ghosts of historic seafaring vessels and military sieges hover near this former harbor, remembered fondly by locals and honored by a plaque at the entry.

Sally Port

Things to do

Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

CA $37
per adult
100% of travellers recommend
Isle of Wight: Osborne Admission Ticket
Portsmouth: Ghost Walk Tour with a Guide

The Portsmouth Ghost Walk

CA $28
per adult
The Portsmouth Ghost Walk
Bar & Club queue jump entry Party Pass to multiple venues in Portsmouth

Bar & Club queue jump entry Party Pass to multiple venues in Portsmouth

CA $19
per adult
Bar & Club queue jump entry Party Pass to multiple venues in Portsmouth
See all activities in Portsmouth
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.