Maidenhead Vacations from $692

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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.

The Latest Maidenhead vacation packages

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 $1,112, price is now $692 per person
$692
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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

Hybrid Resi Greenwich

Hybrid Resi Greenwich

3.5 out of 5
Greenwich
Save 100% on your flight
Price was $2,079, price is now $1,489 per person
$1,489
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
8.6/10 Excellent! (4 reviews)
The River Thames Collection

The River Thames Collection

4 out of 5
Greenwich
Save 100% on your flight
Price was $2,282, price is now $1,699 per person
$1,699
per person
Sep 20 - Sep 27
found 12 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Save 100% on your flight
Price was $2,109, price is now $1,227 per person
$1,227
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (2,617 reviews)
Great staff, excellent location, delicious breakfast, clean and modern rooms. Overall a fantastic place to stay

Reviewed on Aug 20, 2025

Leicester Square Studios

Leicester Square Studios

2 out of 5
London City Centre
Save 100% on your flight
Price was $2,022, price is now $1,257 per person
$1,257
per person
Nov 6 - Nov 11
found 9 hours ago
Roundtrip flight included
New York (NYC) 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

Don't see what you're looking for?
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Discover the most popular places to visit in Maidenhead

Salmon

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
Cliveden

National Trust Cliveden

You can find out about the history of Taplow with a stop at National Trust Cliveden. Stroll along the area's riverfront, or simply savor its charming coffeehouses.

National Trust Cliveden

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

$42
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

$120
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

$176
per adult
100% of travellers recommend
Stonehenge Tour from Southampton to London
See all activities in Maidenhead

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
$157 nightly
The price is $189 total per night from Aug 25 to Aug 26
$189 total
Aug 25 - Aug 26
Total includes taxes and fees
8.8/10 Excellent! (4,454 reviews)
"We had a free upgrade on arrival which was a lovely treat after a long drive from Cornwall! Room was excellent as well as the customer service, will definitely be back! Thank you!"

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
$99 nightly
The price is $119 total per night from Aug 29 to Aug 30
$119 total
Aug 29 - Aug 30
Total includes taxes and fees
9/10 Wonderful! (3,800 reviews)
"Close to airport. A few restaurants within a close walk. Clean & friendly staff"

Reviewed on Aug 18, 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
$208 nightly
The price is $249 total per night from Aug 26 to Aug 27
$249 total
Aug 26 - Aug 27
Total includes taxes and fees
8.8/10 Excellent! (4,738 reviews)
"Best thing about this hotel is how quickly you can get to the airport just bay walking. Very convenient when you have an early flight"

Reviewed on Aug 18, 2025

Hilton Garden Inn London Heathrow Terminal 2 and 3
See all 6,071 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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Frequently asked questions

How much does a Maidenhead vacation package cost?
You can grab a vacation package to this destination from $692 on Expedia. However, how much your vacation to Maidenhead costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Maidenhead?
If you'd like to score a cheap Maidenhead vacation package, consider visiting in June, July and December. You'll generally find lower prices on flights and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Maidenhead?
We'd suggest booking a Maidenhead vacation for a minimum of 2 days. This will give you enough time to check off top attractions including Maidenhead Railway Bridge and Bird Hills Golf Centre, and explore neighborhoods like Windsor City Centre and Farnham Common. You could even slot in a day trip beyond Maidenhead.
Is it worth booking a vacation package to Maidenhead?
Popular for its nature, history and family-friendly attractions, a Maidenhead vacation is a hit with all types of travelers. Be sure to check out leading sights like Cliveden House and Bray Marina, and consider renting a car for day trips to discover even more.
How to find the best Maidenhead package deals?
Begin your search for a Maidenhead package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Maidenhead package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Maidenhead adventure off to a flying start.
Is it cheaper to book a Maidenhead vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations individually. Better still, you can personalize your Maidenhead trip to fit your exact style. Pick 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?
If you've got your Maidenhead travel dates locked in, book early to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Maidenhead?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Maidenhead.
  2. Set a budget: Factor in expenses like flights, meals and transportation when working out how much to put aside for your trip to Maidenhead. Then, select a hotel that works with your budget, whether that's a wallet-friendly stay or a swankier retreat.
  3. Organize your Maidenhead escape with our trip planning tool: Search for and book stays and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Maidenhead together.
  4. Decide how long to go for: Now that you know more about Maidenhead, you can work out the ideal length of your break. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Maidenhead vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Take a look at our dedicated travel guide to find some incredible things to do in Maidenhead. Book tickets or make reservations before you go to save time and skip the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Maidenhead vacation packages?
Set off on your dream getaway to Maidenhead with help from our Book Now, Pay Later vacations. There's no need to save up or wait for the next payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.