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
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (312 reviews)
Amazing staff and cozy rooms. Bathroom was a bit small.

Reviewed on Jul. 1, 2025

Royal Garden Hotel

Royal Garden Hotel

5 out of 5
London City Centre
Save 100% on your flight
per person
Aug 22 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9.2/10 Wonderful! (1,762 reviews)
Amazing from the second we walked in! The staff were really friendly and attentive. The room was very elegant but stylish, with an incredibly comfortable bed (the pillows could be a bit more pluffy, but I’ll let them off). But the real thing that made the stay was the service. A phone call from the front desk after being in the room for 30 minutes making sure we settled in ok, turndown service in the evening so when we go back in after seeing a show the bed was ready for sleep with the curtains drawn and water bottles placed on the nightstands. These details made my partner and I feel really looked after and we would without a doubt stay again!

Reviewed on Jul. 4, 2025

Corinthia London

Corinthia London

5 out of 5
London City Centre
Save 100% on your flight
per person
Aug 7 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9.8/10 Exceptional! (1,001 reviews)
Amazing staff and service! Loved it! Rooms were specious and beautiful, lobby and restaurants were always filled with fresh flowers, so gorgeous! Thank you for the best stay in London!

Reviewed on Jun. 20, 2025

Ferrum

Ferrum

2 out of 5
Wembley Park
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to London (LHR)
10/10 Exceptional! (1 review)
THE KNIGHT OF NOTTINGHILL

THE KNIGHT OF NOTTINGHILL

3.5 out of 5
Notting Hill
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.6/10 Excellent! (18 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

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 $272 per night from Jul 17 to Jul 18
CA $272
CA $326 total
Jul 17 - Jul 18
includes taxes & fees
8.8/10 Excellent! (4,342 reviews)
"perfect for travel in & out of Heathrow with BA - great staff & super rooms"

Reviewed on Jul. 3, 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 $151 per night from Jul 27 to Jul 28
CA $151
CA $181 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (3,652 reviews)
"I stayed here for one night to catch my flight at Heathrow Airport. Check in was easy, all the staff I dealt with were extremely friendly. I had an issue with the air conditioner and someone came to my room to assist. I opted for the breakfast and it was good with lots of options. I would stay here ..."

Reviewed on Jul. 3, 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 $276 per night from Jul 21 to Jul 22
CA $276
CA $332 total
Jul 21 - Jul 22
includes taxes & fees
8.8/10 Excellent! (4,658 reviews)
"Convenient and comfortable."

Reviewed on Jul. 2, 2025

Hilton Garden Inn London Heathrow Terminal 2 and 3
See all 6,118 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 top-notch restaurants.

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 $166
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
Coach Transfer - Heathrow Airport to Victoria Coach Station

Coach Transfer - Heathrow Airport to Victoria Coach Station (TTD)

CA $20
per adult
84% of travellers recommend
Coach Transfer - Heathrow Airport to Victoria Coach Station (TTD)
See all activities in Maidenhead

Frequently asked questions

How much does a Maidenhead vacation package cost?
You'll find cheap prices from CA $997 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.