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Windsor Vacation Packages

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Windsor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
One Hundred Shoreditch

One Hundred Shoreditch

4 out of 5
Price was $1,479, price is now $1,144 per person
$1,144
per person
Nov 19 - Nov 23
found 16 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
Stay at this hotel in London. Enjoy free WiFi, 3 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Tower of London and St. Paul's Cathedral are located nearby.

Elegant Apartment in Marylebone

Elegant Apartment in Marylebone

2.5 out of 5
Save 100% on your flight
Price was $4,731, price is now $2,990 per person
$2,990
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
Stay at this apartment in London. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Marble Arch and Oxford Street are located nearby.

Apartment in Pimlico Near Tate Britain

Apartment in Pimlico Near Tate Britain

2 out of 5
Save 100% on your flight
Price was $5,070, price is now $3,367 per person
$3,367
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
Stay at this apartment in London. Enjoy free parking and in-room washers/dryers. Popular attractions Buckingham Palace and Big Ben are located nearby.

Dao By Dorsett West London

Dao By Dorsett West London

4 out of 5
Save 100% on your flight
Price was $2,707, price is now $1,811 per person
$1,811
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
Stay at this hotel in London. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Hyde Park and Marble Arch are located nearby.
The room wasn't ready when we arrived at 3:30 though the booking said ready by 3. It didn't take too long but was a bit annoying. The room itself was lovely though it was a bit strange to not have a bin and I would have liked more coffee etc. We got a wake up call at 5am which we didn't ask for. When we checked out I brought this up and we were told it was a mistake and the person apologised but I would have preferred if they apologised without me prompting and maybe offered us some kind of compensation. I have issues sleeping so it was really quite disruptive. I did wonder if it was because we were clearly not well off and the place is quite posh. I don't have an issue with someone making a mistake but seems weird not to apologise.

Reviewed on Aug 21, 2026

Edward Hotel Paddington

Edward Hotel Paddington

3.5 out of 5
Save 100% on your flight
Price was $2,678, price is now $1,865 per person
$1,865
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
Stay at this hotel in London. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyde Park and Marble Arch are located nearby.

The Langham, London

The Langham, London

5 out of 5
Save 100% on your flight
Price was $4,877, price is now $3,491 per person
$3,491
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
Book a stay at this luxury hotel in London. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Oxford Street and Piccadilly Circus are located nearby.

Spacious London Townhouse With Parking

Spacious London Townhouse With Parking

2.5 out of 5
Save 100% on your flight
Price was $3,209, price is now $2,350 per person
$2,350
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
Stay at this apartment in London. Enjoy free parking and in-room washers/dryers. Popular attractions Hyde Park and Marble Arch are located nearby.

The Princes Residences

The Princes Residences

4 out of 5
Price was $2,877, price is now $2,113 per person
$2,113
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
Stay at this apartment in London. Enjoy free WiFi, concierge services, and in-room washers/dryers. Popular attractions Hyde Park and Buckingham Palace are located nearby.

Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Miiro Templeton Garden

Miiro Templeton Garden

4 out of 5
London City Centre
Price was $1,574, price is now $1,172 per person
$1,172
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Price was $1,816, price is now $1,276 per person
$1,276
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London The Westminster

4 out of 5
London City Centre
Price was $1,810, price is now $1,274 per person
$1,274
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
Spacious London Townhouse With Parking

Spacious London Townhouse With Parking

2.5 out of 5
City of Westminster
Save 100% on your flight
Price was $3,209, price is now $2,350 per person
$2,350
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)

Windsor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Dao By Dorsett West London

Dao By Dorsett West London

4 out of 5
Hammersmith and Fulham
Save 100% on your flight
Price was $2,707, price is now $1,811 per person
$1,811
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
Elegant Apartment in Marylebone

Elegant Apartment in Marylebone

2.5 out of 5
London City Centre
Save 100% on your flight
Price was $4,731, price is now $2,990 per person
$2,990
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
Apartment in Pimlico Near Tate Britain

Apartment in Pimlico Near Tate Britain

2 out of 5
London City Centre
Save 100% on your flight
Price was $5,070, price is now $3,367 per person
$3,367
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
Edward Hotel Paddington

Edward Hotel Paddington

3.5 out of 5
London City Centre
Save 100% on your flight
Price was $2,678, price is now $1,865 per person
$1,865
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)

Top Flight Deals

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

Vueling Airlines
Sat, Dec 12 - Tue, Jan 12
FCO
Fiumicino - Leonardo da Vinci Intl.
LHR
Heathrow
$177 Roundtrip, found 16 hours ago
$177
Roundtrip
found 16 hours ago
Select Vueling Airlines flight, departing Sat, Dec 12 from Fiumicino - Leonardo da Vinci Intl. to Heathrow, returning Tue, Jan 12, priced at $177 found 16 hours ago
Icelandair
Mon, Oct 12 - Tue, Oct 20
YYZ
Pearson Intl.
LHR
Heathrow
$542 Roundtrip, found 22 hours ago
$542
Roundtrip
found 22 hours ago
Select Icelandair flight, departing Mon, Oct 12 from Pearson Intl. to Heathrow, returning Tue, Oct 20, priced at $542 found 22 hours ago
Air Transat
Sun, Oct 25 - Mon, Nov 9
YYZ
Pearson Intl.
LGW
Gatwick
$564 Roundtrip, found 22 hours ago
$564
Roundtrip
found 22 hours ago
Select Air Transat flight, departing Sun, Oct 25 from Pearson Intl. to Gatwick, returning Mon, Nov 9, priced at $564 found 22 hours ago
Scandinavian Airlines
Tue, Oct 6 - Tue, Oct 13
JFK
John F. Kennedy Intl.
LHR
Heathrow
$626 Roundtrip, found 18 hours ago
$626
Roundtrip
found 18 hours ago
Select Scandinavian Airlines flight, departing Tue, Oct 6 from John F. Kennedy Intl. to Heathrow, returning Tue, Oct 13, priced at $626 found 18 hours ago