Maidenhead Vacation Packages

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Your Maidenhead Vacation

Simplify your travel planning by booking a Maidenhead vacation package. One of the best neighborhoods to stay in this vibrant city is Binfield, which is good for walking and more. Eager to venture out and explore? Windsor Castle, LEGOLAND® Windsor and Cliveden House are some of the top-rated places to visit during a trip to Maidenhead. Whoever you're going away with and whatever the size of your budget, your ultimate Maidenhead vacation is just clicks away with Expedia.

Top Maidenhead Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Private Boutique Apartments London

Private Boutique Apartments London

2.5 out of 5
Shoreditch
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
6.6/10 (53 reviews)
Very good location. Well connected with public transportation. Conveniently located for city worker.

Reviewed on Nov. 4, 2024

THE KNIGHT OF NOTTINGHILL

THE KNIGHT OF NOTTINGHILL

3.5 out of 5
Notting Hill
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
8.6/10 Excellent! (20 reviews)
I booked this last minute when another hotel booking fell through. All I knew was that I liked the area it was in and needed a place to sleep but I was so pleasantly surprised by how nice and cute it was. Highly recommend for solo travelers!

Reviewed on Sep. 10, 2024

Maddox Street - 3 bed

Maddox Street - 3 bed

2 out of 5
London City Centre
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
No reviews
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (338 reviews)
The inn is amazing and the staff are very friendly. Very comfortable bed and delicious food. The only downside was the location & small size of the room. Otherwise, we enjoyed our stay at Three Falcons!

Reviewed on Aug. 7, 2025

The Savoy

The Savoy

5 out of 5
London City Centre
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to London (LHR)
9.6/10 Exceptional! (1,007 reviews)
The property itself is nice but the rooms are not; the junior suite I stayed in was dingy with no view which made it feel dark, dreary and dilapidated.

Reviewed on Jul. 31, 2025

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Maidenhead Hotel Deals

Sofitel London Heathrow

Sofitel London Heathrow

5 out of 5
Terminal 5, London Heathrow Airport, West Drayton, England
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from Aug 12 to Aug 13
CA $235
CA $282 total
Aug 12 - Aug 13
includes taxes & fees
8.8/10 Excellent! (4,403 reviews)
Sofitel At London Heathrow
"One of my friends the better airport hotels at Heathrow. More spacious room. Cheap fort able bed. Good restaurants. Convenient."

Reviewed on Aug. 5, 2025

Sofitel London Heathrow
Hyatt Place London Heathrow Airport

Hyatt Place London Heathrow Airport

4 out of 5
The Grove, Bath Road, West Drayton, England
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Aug 18 to Aug 19
CA $154
CA $185 total
Aug 18 - Aug 19
includes taxes & fees
9/10 Wonderful! (3,750 reviews)
"The hotel was flexible in doing what we asked. Very appreciative."

Reviewed on Aug. 4, 2025

Hyatt Place London Heathrow Airport
Hilton Garden Inn London Heathrow Terminal 2 and 3

Hilton Garden Inn London Heathrow Terminal 2 and 3

3.5 out of 5
Heathrow T2, Hounslow, England
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from Aug 17 to Aug 18
CA $260
CA $313 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (4,722 reviews)
"Room was delightful, clean and modern and perfect for a quick overnight stay!"

Reviewed on Aug. 6, 2025

Hilton Garden Inn London Heathrow Terminal 2 and 3
See all 6,007 properties in Maidenhead
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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Discover the most popular places to visit in Maidenhead

Cliveden House

Cliveden House

You can learn about the history of Taplow when you stop by Cliveden House. Wander the area's riverfront or simply enjoy one of its lively bars.

Cliveden House

Bray Marina

Explore the waterfront of Bray Marina and enjoy activities such as golfing in Maidenhead. Stroll along the area's riverfront, or simply savor its charming coffeehouses.

Bray Marina

What to do in Maidenhead

LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

CA $75
per traveller
80% of travellers recommend
LEGOLAND® Windsor Resort Tickets
sunset at Windsor Castle in London

Windsor Castle Admission Tickets

CA $57
per adult
78% of travellers recommend
Windsor Castle Admission Tickets
THORPE PARK Resort Tickets

THORPE PARK Resort Tickets

CA $64
per traveller
THORPE PARK Resort Tickets
See all activities in Maidenhead

Frequently asked questions

How much does a Maidenhead vacation package cost?
You'll find cheap prices from CA $1,232 on Expedia for your Maidenhead break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Maidenhead costs.
What are the cheapest months to go to Maidenhead?
February, March and April are great times to look for cheap Maidenhead vacation packages. Opting to travel in quieter periods means you can generally find lower prices on hotels and flights.
How many days is enough for Maidenhead?
Maidenhead vacations can be short or long, but to really get a feel for this destination, we'd say 2 days is a good ballpark. With this timeframe, you can fit in top attractions like Theatre Royal and National Trust Cliveden and seek out some underrated gems. Don't forget to visit cool neighbourhoods such as Windsor City Centre and Farnham Common either. If you plan wisely, you may even be able to take a day trip or two from Maidenhead too.
Is it worth booking a vacation package to Maidenhead?
Popular for its views, history and nature, a Maidenhead vacation is a hit with all kinds of visitors. Be sure to check out top sights like National Trust Cliveden and Maidenhead Railway Bridge, and consider renting a car for day trips to explore even more.
How to find the best Maidenhead package deals?
Start your search for a Maidenhead package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Maidenhead package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Maidenhead escape underway.
Is it cheaper to book a Maidenhead vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can personalize your Maidenhead getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Maidenhead?
Secure incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Maidenhead vacation.
How to plan a trip to Maidenhead?

  1. Pick your travel dates: The things you plan to do in Maidenhead and your favourite season will help you decide when to go.
  2. Plan your budget wisely: As well as the price of your stay, you'll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Maidenhead.
  3. Determine how many days away: Start by making a list of all the sights and activities you want to experience in Maidenhead. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Maidenhead vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.