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Cowes Vacation Packages

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Cowes Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Fig Tree Shanklin

The Fig Tree Shanklin

3.5 out of 5
Price was $1,218, price is now $1,106 per person
$1,106
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Stay at this hotel in Shanklin. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Shanklin Theatre and Shanklin Beach are located nearby.
Lovely hotel, I would have liked to see an option of pancakes or waffles for breakfast with fruit compote. Great staff, very helpful.

Reviewed on Aug 23, 2026

Holiday Home by UK Coast With Sea Views

Holiday Home by UK Coast With Sea Views

2.5 out of 5
Price was $1,582, price is now $1,278 per person
$1,278
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Stay at this vacation home in Calbourne. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Gurnard Beach and RedJet Ferry Terminal are located nearby.

No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
Price was $1,722, price is now $1,487 per person
$1,487
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Book a stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free WiFi, and an airport shuttle (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.

St Maur

St Maur

4 out of 5
Price was $1,501, price is now $1,374 per person
$1,374
per person
Nov 3 - Nov 8
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Stay at this guesthouse in Ventnor. Enjoy free parking, daily housekeeping, and a garden. Popular attractions Ventnor Park and Ventnor Beach are located nearby.
My husband and I had such a lovely stay at St Maur hotel.. such a lovely run place with great breakfast, comfy clean rooms and pleasant staff. Will definitely recommend and would love to visit again 😃

Reviewed on Aug 17, 2026

Southampton Getaway Huge Home Garden Sleeps 10

Southampton Getaway Huge Home Garden Sleeps 10

2 out of 5
Price was $2,177, price is now $2,003 per person
$2,003
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Stay at this vacation home in Southampton. Enjoy a garden. Popular attractions Exbury Gardens and Steam Railway and Holbury Manor Ponds Country Park are located nearby.

Serene Riverside 6BR Luxury Retreat in Curdridge

Serene Riverside 6BR Luxury Retreat in Curdridge

3 out of 5
Price was $3,132, price is now $2,907 per person
$2,907
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Book a stay at this business-friendly vacation home in Southampton. Enjoy free parking and a garden. Popular attractions WestQuay Shopping Centre and Wickham Estate are located nearby.

Perfect for contractors

Perfect for contractors

3.5 out of 5
Price was $1,588, price is now $1,485 per person
$1,485
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Stay at this guesthouse in Southampton. Enjoy free WiFi and free parking. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.
Really nice house, table football etc for the kids, nice back garden and well-equipped kitchen. Really happy

Reviewed on Aug 31, 2025

Orange Grove Hotel & Gardens

Orange Grove Hotel & Gardens

3 out of 5
Price was $1,214, price is now $1,140 per person
$1,140
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Stay at this guesthouse in Southampton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions WestQuay Shopping Centre and Solent Breeze Beach are located nearby.
Had a two night stay and thoroughly enjoyed every minute- amazing friendly staff in beautiful surroundings. Food was amazing in restaurant both evenings and breakfast really first class . My only regret is lack of biscuits in the room 😂😂😂

Reviewed on Aug 19, 2026

Cowes Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Fig Tree Shanklin

The Fig Tree Shanklin

3.5 out of 5
Price was $1,218, price is now $1,106 per person
$1,106
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Holiday Home by UK Coast With Sea Views

Holiday Home by UK Coast With Sea Views

2.5 out of 5
Price was $1,497, price is now $1,231 per person
$1,231
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $1,720, price is now $1,523 per person
$1,523
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
Serene Riverside 6BR Luxury Retreat in Curdridge

Serene Riverside 6BR Luxury Retreat in Curdridge

3 out of 5
Price was $2,630, price is now $2,462 per person
$2,462
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)

Cowes Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Home by UK Coast With Sea Views

Holiday Home by UK Coast With Sea Views

2.5 out of 5
Price was $1,582, price is now $1,278 per person
$1,278
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $1,722, price is now $1,487 per person
$1,487
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
The Fig Tree Shanklin

The Fig Tree Shanklin

3.5 out of 5
Price was $1,453, price is now $1,289 per person
$1,289
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
St Maur

St Maur

4 out of 5
Price was $1,501, price is now $1,374 per person
$1,374
per person
Nov 3 - Nov 8
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)