Old Town Holidays from £217

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Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was £277, price is now £217 per person
£217
per person
25 Mar - 28 Mar
found 4 hours ago
Return flight included
Newcastle (NCL) to Southampton (SOU)
7.4/10 Good! (1,002 reviews)
Great staff on reception. Very convenient location. Room was clean and well equipped.

Reviewed on 18 Jan 2026

Where to stay in Old Town

Find the best Old Town areas and neighborhoods for the activities you enjoy most. Learn more about Old Town
Medieval Merchant\'s House

Southampton City Centre

3 out of top 10 points of interest in this area
4/5(584 area reviews)

The lively bars and waterfront views are top of the list for many visitors to Southampton City Centre. A stop by Southampton Maritime Museum or Ocean Village Marina might round out your trip.

Find hotels in Southampton City Centre

Top hotels in Old Town

The Star Hotel

The Star Hotel

3 out of 5
26 High Street Southampton England
The price is £53 per night from 9 Mar to 10 Mar
£53
9 Mar - 10 Mar
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Very nice start in town

Reviewed on 22 Jan 2026

The Star Hotel
Novotel Southampton

Novotel Southampton

4 out of 5
1 West Quay Road Southampton England
Fully refundableReserve now, pay when you stay
The price is £53 per night from 22 Feb to 23 Feb
£53
22 Feb - 23 Feb
includes taxes & fees
8/10 Very Good! (1,005 reviews)
Very nice and clean room and the reception staff were very helpful.

Reviewed on 26 Jan 2026

Novotel 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 £66 per night from 22 Feb to 23 Feb
£66
22 Feb - 23 Feb
includes taxes & fees
8.6/10 Excellent! (1,730 reviews)
Courteous staff

Reviewed on 3 Feb 2026

Leonardo Royal Southampton Grand Harbour
See all 2,957 properties in Old Town
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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Tudor House and Garden showing a house and interior views

Tudor House and Garden

Peer back into the day-to-day lives of Southampton’s Norman and Tudor residents at the city’s most important historic house, garden and ruins.

Tudor House and Garden
Medieval Merchant\'s House

Medieval Merchant's House

This surviving treasure provides a rare glimpse of a typical medieval English townhouse and offers a simpler alternative to the ornate Tudor House.

Medieval Merchant's House
Southampton Cruise Terminal

Southampton Cruise Terminal

One of the busiest cruise ports in England is just a few steps from the historical and entertainment attractions of Southampton.

Southampton Cruise Terminal

Things to do

Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

£9
per traveller
100% of travellers recommend
Isle of Wight: Osborne Admission Ticket
Private Winchester Walking Tour

Private Winchester Walking Tour

£26
per adult
Private Winchester Walking Tour
The Winchester Ghost Walk

The Winchester Ghost Walk

£15
per adult
The Winchester Ghost Walk
See all activities in Southampton

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.