Maidenhead Vacations from $902

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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.
Grand Concerto Hotel

Grand Concerto Hotel

3 out of 5
London City Centre
Price was $1,253, price is now $902 per person
$902
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
16.8/10 Exceptional! (110 reviews)
Excellent and convenient to Paddington

Reviewed on Nov 15, 2025

The Regency - Serviced Apartments

The Regency - Serviced Apartments

3.5 out of 5
London City Centre
Save 100% on your flight
Price was $2,488, price is now $1,711 per person
$1,711
per person
Feb 14 - Feb 21
found 9 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
19.2/10 Exceptional! (35 reviews)
2 concerns -mold on top of the windows and ceiling of windows, this has no ventilation so no where for moisture to go Bed is not a standard king - if you need a king Very bright at night light in front of bed can not be turned off The unit is spotless so I wasn’t sure how to note the mold situation in cleanliness Communicated all items to owner Communication is super strong but they have only said they appreciated the feedback We are very easy going, other clients would have been upset

Reviewed on Nov 23, 2025

Cheval Thorney Court at Hyde Park

Cheval Thorney Court at Hyde Park

5 out of 5
London City Centre
Save 100% on your flight
Price was $4,167, price is now $2,557 per person
$2,557
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
19.6/10 Exceptional! (35 reviews)
Great property and location with excellent service

Reviewed on Mar 23, 2025

5 Bed Apartment in Hammersmith

5 Bed Apartment in Hammersmith

2.5 out of 5
Hammersmith
Save 100% on your flight
Price was $2,487, price is now $1,707 per person
$1,707
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
16/10 Exceptional! (1 review)
Park Lane Apartments - Shaw House

Park Lane Apartments - Shaw House

3.5 out of 5
London City Centre
Save 100% on your flight
Price was $9,622, price is now $6,692 per person
$6,692
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
16/10 Exceptional! (8 reviews)
Lots of room, safe, and close enough to walk to Hyde park, Buckingham palace, West End and other attractions.

Reviewed on Apr 3, 2024

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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 charming coffeehouses.

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 top-notch restaurants.

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 top-notch restaurants.

Bray Marina

What to do in Maidenhead

sunset at Windsor Castle in London

Windsor Castle Admission Tickets

$41
per adult
78% of travellers recommend
Windsor Castle Admission Tickets
LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

$65
per traveler
78% of travellers recommend
LEGOLAND® Windsor Resort Tickets
Discover Windsor, Oxford and Stonehenge

Day trip to Windsor, Oxford & Stonehenge from London

$94
per adult
80% of travellers recommend
Day trip to Windsor, Oxford & Stonehenge from London
See all activities in Maidenhead

Maidenhead Hotel Deals

Sofitel London Heathrow

Sofitel London Heathrow

5 out of 5
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
The price is $199 total per night from Nov 28 to Nov 29
$199 total
per night
Nov 28 - Nov 29
8.8/10 Excellent! (4,678 reviews)
Clean quiet room, excellent French restaurant

Reviewed on Nov 19, 2025

Sofitel London Heathrow
Hyatt Place London Heathrow Airport

Hyatt Place London Heathrow Airport

4 out of 5
The Grove West Drayton England
Fully refundableReserve now, pay when you stay
The price is $110 total per night from Dec 2 to Dec 3
$110 total
per night
Dec 2 - Dec 3
9/10 Wonderful! (4,096 reviews)
Nice hotel on airport grounds with helpful and friendly staff.

Reviewed on Nov 24, 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 $199 total per night from Dec 23 to Dec 24
$199 total
per night
Dec 23 - Dec 24
8.8/10 Excellent! (4,948 reviews)
Clean and quiet.

Reviewed on Nov 19, 2025

Hilton Garden Inn London Heathrow Terminal 2 and 3
See all 6,027 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.

Find the Best Maidenhead Vacation Packages

Maidenhead Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Heathrow Airport (LHR)
Population
64,800
Max Temp Winter
45ºF
Max Temp Summer
70ºF
Top Sights
Windsor Castle, LEGOLAND® Windsor and Hexagon

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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 $902 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.

Explore a world of travel with Expedia

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