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.
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
Price was CA $1,627, price is now CA $1,054 per person
CA $1,054
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (338 reviews)
The room was comfortable and a good size. There is no hotel staff available to interact with on site and the elevator doesn’t run between 11pm and 7 am. With a room on the fifth floor that can be an issue. Although the neighborhood is quiet it is also remote from most tourists attractions. The restaurant below the hotel was outstanding.

Reviewed on Aug. 14, 2025

Leicester Square Studios

Leicester Square Studios

2 out of 5
London City Centre
Price was CA $3,345, price is now CA $2,019 per person
CA $2,019
per person
Oct 5 - Oct 11
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (32 reviews)
Great location! Nice little apartment in a bustling area. Highly recommend

Reviewed on May 8, 2025

1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Price was CA $4,188, price is now CA $2,746 per person
CA $2,746
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to London (LHR)
9.6/10 Exceptional! (275 reviews)
Lovely property. Balcony was a great perk during my stay.

Reviewed on Aug. 16, 2025

Urban Chic - Chiltern and Baker

Urban Chic - Chiltern and Baker

5 out of 5
London City Centre
Price was CA $5,836, price is now CA $3,829 per person
CA $3,829
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to London (LHR)
10/10 Exceptional! (1 review)
Treehouse Hotel London

Treehouse Hotel London

4 out of 5
London City Centre
Price was CA $3,437, price is now CA $2,288 per person
CA $2,288
per person
Oct 1 - Oct 6
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9/10 Wonderful! (442 reviews)
Nice spot for business stay in SoHo. Small but nice and clean rooms. Only complaint was that restaurant was closed for a private event on my last night and I didn’t see that communicated. There are few later night dining options (after 8:30 pm) open in the area. Great spot otherwise and restaurant has a great view.

Reviewed on Aug. 16, 2025

Ready to book your vacation to Maidenhead?

 

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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 $218 per night from Aug 25 to Aug 26
CA $218
CA $261 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (4,449 reviews)
"Always love sofitel"

Reviewed on Aug. 18, 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 $137 per night from Aug 29 to Aug 30
CA $137
CA $164 total
Aug 29 - Aug 30
includes taxes & fees
9/10 Wonderful! (3,791 reviews)
"."

Reviewed on Aug. 17, 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 $291 per night from Sep 1 to Sep 2
CA $291
CA $349 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (4,730 reviews)
"It's Quiet"

Reviewed on Aug. 17, 2025

Hilton Garden Inn London Heathrow Terminal 2 and 3
See all 6,025 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

sunset at Windsor Castle in London

Windsor Castle Admission Tickets

CA $58
per adult
78% of travellers recommend
Windsor Castle Admission Tickets
Windsor Castle, Stonehenge and Bath Day Tour with Lunch Pack

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

CA $165
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

CA $69
per traveller
78% of travellers recommend
LEGOLAND® Windsor 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 $1,054 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.