Old Portsmouth Vacations from $1,431

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Your Old Portsmouth Vacation

Leap into your next great adventure with one of our Old Portsmouth vacation packages. Spend your days uncovering this neighborhood's many delights, such as its history. Your trip to Old Portsmouth wouldn't be complete without seeing top attractions nearby such as Gunwharf Quays, Spinnaker Tower and HMS Victory. Don't just wish for it — take action! Secure your ultimate Old Portsmouth vacation with Expedia and get to where you're going your way.

The Latest Old Portsmouth Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Botleigh Grange Hotel & Spa

Botleigh Grange Hotel & Spa

$1,431
per person
Jan 4 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
8.2/10 Very Good! (502 reviews)
Badly cracked washbasin and tiles around the bath. Bath taps corroded and spun due to being loose. Room was cold the radiator could not be turned on. Breakfast and staff excellent

Reviewed on Oct 21, 2026

No.4 Carlton Hotel

No.4 Carlton Hotel

The Polygon
$1,943
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.6/10 Exceptional! (169 reviews)
Harbour Hotel Southampton

Harbour Hotel Southampton

Southampton City Centre
$1,911
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.2/10 Wonderful! (1,006 reviews)
Four Seasons Hotel Hampshire

Four Seasons Hotel Hampshire

$2,097
per person
Jan 4 - Jan 7
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.4/10 Exceptional! (254 reviews)
QE2 Loft Apartments

QE2 Loft Apartments

Southampton City Centre
$1,806
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
5.8/10 (17 reviews)

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
A historic building with a grand staircase and a cannon in front.

Southsea

3 out of top 10 points of interest in this area

Plan a vacation in Portsmouth’s lively seaside neighborhood, which has an ancient castle, long beaches, sprawling gardens, museums, piers and entertainment centers.

Find hotels in Southsea
A statue of St. John the Evangelist in front of a large red brick church with two towers.

Portsmouth City Centre

2 out of top 10 points of interest in this area

Victorian architecture lines the modern avenues of this port city, which has a thriving shopping boulevard and concert venues in historic buildings.

Find hotels in Portsmouth City Centre
A panoramic view of a city with a river, industrial buildings, and a distant church spire.

Cosham

Cosham is popular for its abundant dining options, and you can check out PlayZone Portsmouth, a top attraction in the neighborhood.

Find hotels in Cosham
A marina with boats docked, a pedestrian walkway, and a restaurant with outdoor seating.

Port Solent

Portsmouth's prime destination for food lovers is an attractive marina full of restaurants and cafés of every variety, making it ideal for a meal out.

Find hotels in Port Solent
A modern sail-shaped building, a marina with boats, and a city skyline with various buildings.

Hilsea

If you're looking for some top things to see and do in Hilsea and surrounding area, you can visit Portsmouth International Port and Charles Dickens Birthplace.

Find hotels in Hilsea

Old Portsmouth Hotel Deals

Leonardo Hotel Southampton

Leonardo Hotel Southampton

1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
$60 nightly
$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
Holiday Inn Portsmouth by IHG

Holiday Inn Portsmouth by IHG

Pembroke Road Portsmouth England
Fully refundable
$55 nightly
$66 total
Nov 8 - Nov 9
Total with taxes and fees
Holiday Inn Portsmouth by IHG
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

West Quay Road Southampton England
Fully refundableReserve now, pay when you stay
$89 nightly
$107 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (1,750 reviews)
"Le petit déjeuner et le fish & chips étaient excellents"

Reviewed on Oct 25, 2026

Leonardo Royal Southampton Grand Harbour
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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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Stay near popular Old Portsmouth attractions

A coastal scene with a pier, a stone wall, and a flag.

Square Tower

9.2/10 (9 reviews)
Near the coast, this centuries-old cube-shaped fortress offers a surprising event space, providing an exceptional venue for live music concerts and other events.
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A stone archway leading to a waterfront view.

Sally Port

8.0/10 (28 reviews)
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.
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A stone fortification by a river with a sunset in the background.

Round Tower

10.0/10 (1 review)
With its varied art displays and its vistas of passing ships and submarines, this cylindrical fort is a major historical attraction on the Millennium Promenade.
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Old Portsmouth Beach

Why not spend a lazy afternoon at Old Portsmouth Beach during your trip to Portsmouth? Make some time to visit the monuments while you're in the area.
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Cathedral of St. Thomas

6.0/10 (1 review)
Find out about the history of Portsmouth with a stop at Cathedral of St. Thomas. Stroll along the waterfront in this relaxing area, or check out its lively bars.
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Things to do

Portsmouth Historic Dockyard Ticket

Portsmouth Historic Dockyard Ticket

$61
per adult
100% of travellers recommend
Portsmouth Historic Dockyard Ticket
Bar & Club queue jump entry Party Pass to multiple venues in Portsmouth

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

$13
per adult
Bar & Club queue jump entry Party Pass to multiple venues in Portsmouth
The rear of the House - but the front as you come from the sea

Osborne House-A driver guided tour of Victoria's Island Paradise

$1,099
per traveler
Osborne House-A driver guided tour of Victoria's Island Paradise
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.