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Isle of Wight Vacation Packages

Isle of Wight Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Best Western Plus The Connaught Hotel & Spa

Best Western Plus The Connaught Hotel & Spa

4 out of 5
Bournemouth City Centre
Price was $976, price is now $927 per person
$927
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star spa hotel in Bournemouth. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Poole Harbour and Bournemouth Beach are located nearby.
Derby Manor

Derby Manor

4 out of 5
Price was $1,147, price is now $1,039 per person
$1,039
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star B&B in Bournemouth. Enjoy free parking, daily housekeeping, and a garden. Popular attractions Poole Harbour and Bournemouth Beach are located nearby.
No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $1,401, price is now $1,291 per person
$1,291
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star 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.
Macdonald Botley Park Hotel & Spa

Macdonald Botley Park Hotel & Spa

4 out of 5
Price was $1,089, price is now $1,045 per person
$1,045
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star spa hotel in Southampton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions WestQuay Shopping Centre and Utilita Bowl are located nearby.
Bartley Lodge Hotel

Bartley Lodge Hotel

4 out of 5
Price was $1,099, price is now $1,055 per person
$1,055
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star business-friendly hotel in Southampton. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions New Forest National Park and Paultons Family Theme Park - Home of Peppa Pig World are located nearby.
Perfect for contractors

Perfect for contractors

3.5 out of 5
Price was $1,269, price is now $1,223 per person
$1,223
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
Stay at this 3.5-star guesthouse in Southampton. Enjoy free WiFi and free parking. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.
The Orchid Hotel

The Orchid Hotel

4 out of 5
Bournemouth City Centre
Price was $990, price is now $956 per person
$956
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Stay at this 4-star beach hotel in Bournemouth. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Poole Harbour and Bournemouth Beach are located nearby.
Shirley House 2 Guest House Self Catering by Southampton General Hospital

Shirley House 2 Guest House Self Catering by Southampton General Hospital

2.5 out of 5
Shirley
Price was $1,021, price is now $989 per person
$989
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
Stay at this guesthouse in Southampton. Enjoy free WiFi, laundry facilities, and Netflix. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.

3-4 Night Vacations in Isle of Wight

Price found within the past 48 hours. Click for updated prices.
Best Western Plus The Connaught Hotel & Spa

Best Western Plus The Connaught Hotel & Spa

4 out of 5
Bournemouth City Centre
Price was $976, price is now $927 per person
$927
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
Derby Manor

Derby Manor

4 out of 5
Price was $1,147, price is now $1,039 per person
$1,039
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $1,122, price is now $1,055 per person
$1,055
per person
Nov 19 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
The Orchid Hotel

The Orchid Hotel

4 out of 5
Bournemouth City Centre
Price was $990, price is now $956 per person
$956
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)

5-7 Night Vacations in Isle of Wight

Price found within the past 48 hours. Click for updated prices.
Hampshire Court Hotel & Spa

Hampshire Court Hotel & Spa

4 out of 5
Price was $755, price is now $716 per person
$716
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
Warbrook House Heritage Hotel

Warbrook House Heritage Hotel

4 out of 5
Price was $766, price is now $731 per person
$731
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)

Cheap Hotel Deals in Isle of Wight

Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade, Isle of Wight, Ryde, England
Stay at this 3.5-star beach hotel in Ryde. Enjoy free breakfast, 2 bars/lounges, and parking (surcharge). Our guests praise the breakfast and the helpful staff ...
Opens in a new windowRoyal Esplanade Hotel
The Q Hotel

The Q Hotel

3 out of 5
12 Queens Road, Shanklin, England
Stay at this 3-star spa hotel in Shanklin. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shanklin Theatre and Shanklin Beach are located ...
Opens in a new windowThe Q Hotel
The Wight

The Wight

4 out of 5
11 Avenue Road, Sandown, England
Stay at this 4-star family-friendly guesthouse in Sandown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowThe Wight
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The Brunswick

The Brunswick

3 out of 5
Queen's Road, Shanklin, England
Stay at this 3-star hotel in Shanklin. Enjoy free breakfast, an outdoor pool, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowThe Brunswick
Channel View Hotel

Channel View Hotel

2 out of 5
4-8 Royal Street, isle of wight, Sandown, England
Stay at this hotel in Sandown. Enjoy free WiFi, free parking, and room service. Popular attractions Sandown Pier and Sandown Beach are located nearby.
Opens in a new windowChannel View Hotel
The Broadway Park Hotel

The Broadway Park Hotel

3.5 out of 5
Melville Street, Sandown, England
Stay at this 3.5-star hotel in Sandown. Enjoy breakfast (surcharge), parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the ...
Opens in a new windowThe Broadway Park Hotel
Whitecliff Bay Holiday Park

Whitecliff Bay Holiday Park

2.5 out of 5
Hillway Road, Bembridge, England
Book a stay at this family-friendly holiday park in Bembridge. Enjoy free parking, an outdoor pool, and a beach locale. Popular attractions Whitecliff Bay Beach ...
Opens in a new windowWhitecliff Bay Holiday Park
Luccombe Manor Country House Hotel

Luccombe Manor Country House Hotel

3 out of 5
11 Popham Road, Shanklin, England
Stay at this 3-star family-friendly hotel in Shanklin. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowLuccombe Manor Country House Hotel
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Aer Lingus
Tue, Nov 4 - Wed, Nov 5
DUB
Dublin
SOU
Southampton
$223 Roundtrip, found 3 days ago
$223
Roundtrip
found 3 days ago
Select Aer Lingus flight, departing Tue, Nov 4 from Dublin to Southampton, returning Wed, Nov 5, priced at $223 found 3 days ago
Aer Lingus
Wed, Nov 5 - Thu, Nov 6
DUB
Dublin
SOU
Southampton
$229 Roundtrip, found 3 days ago
$229
Roundtrip
found 3 days ago
Select Aer Lingus flight, departing Wed, Nov 5 from Dublin to Southampton, returning Thu, Nov 6, priced at $229 found 3 days ago
KLM
Sun, Nov 2 - Thu, Nov 6
DUB
Dublin
SOU
Southampton
$288 Roundtrip, found 3 days ago
$288
Roundtrip
found 3 days ago
Select KLM flight, departing Sun, Nov 2 from Dublin to Southampton, returning Thu, Nov 6, priced at $288 found 3 days ago
British Airways
Wed, Nov 5 - Thu, Nov 6
DUB
Dublin
SOU
Southampton
$312 Roundtrip, found 3 days ago
$312
Roundtrip
found 3 days ago
Select British Airways flight, departing Wed, Nov 5 from Dublin to Southampton, returning Thu, Nov 6, priced at $312 found 3 days ago