Maidenhead Vacations from $1,356

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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.
Miiro Templeton Garden

Miiro Templeton Garden

4 out of 5
London City Centre
Price was $2,005, price is now $1,356 per person
$1,356
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (647 reviews)
This location is very nice. It’s clean, smells good, and is super close to the train. My husband and I brought our daughters age 17 and 13. We had a fully booked trip of seeing all the things… and this location was safe, clean, and nicely by public transportation. We didn’t spend a ton of time at the hotel specifically but the rooms were adorable and clean. A great size I imagine, given the price. We were really happy and I’d recommend this location.

Reviewed on Jun 24, 2026

One Aldwych

One Aldwych

5 out of 5
London City Centre
Price was $2,924, price is now $2,201 per person
$2,201
per person
Aug 10 - Aug 14
found 7 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (632 reviews)
Everything was wonderful

Reviewed on Apr 28, 2026

Apartment in Pimlico Near Tate Britain

Apartment in Pimlico Near Tate Britain

2 out of 5
London City Centre
Save 100% on your flight
Price was $4,026, price is now $2,516 per person
$2,516
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $2,505, price is now $1,590 per person
$1,590
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9/10 Wonderful! (3,822 reviews)
Great hotel in a fantastic location by Victoria Station. The breakfast buffet was amazing!

Reviewed on Jun 27, 2026

Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London The Westminster

4 out of 5
London City Centre
Save 100% on your flight
Price was $2,191, price is now $1,467 per person
$1,467
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (1,701 reviews)
Best breakfast buffet ever

Reviewed on Jun 27, 2026

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Stay near popular Maidenhead attractions

Bray Marina

8.8/5 (19 reviews)
Explore the waterfront of Bray Marina and enjoy activities such as golfing in Bray. Stroll along the area's riverfront, or simply savor its charming coffeehouses.
See properties

What to do in Maidenhead

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

Stonehenge, Windsor Castle and Bath, Day Guided Tour from London

$113
per adult
86% of travellers recommend
Stonehenge, Windsor Castle and Bath, Day Guided Tour from London
Day trip to Windsor, Oxford & Stonehenge from London

Day trip to Windsor, Oxford & Stonehenge from London

$120
per adult
80% of travellers recommend
Day trip to Windsor, Oxford & Stonehenge from London
young boy poses next to Lego Pirate at Lego Land in London

Legoland® Windsor with Roundtrip Transportation

$113
per adult
74% of travellers recommend
Legoland® Windsor with Roundtrip Transportation
See all activities in Maidenhead

Maidenhead Hotel Deals

Radisson Blu Hotel, London Heathrow

Radisson Blu Hotel, London Heathrow

4 out of 5
140 Bath Road Hayes England
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $123 total per night from Jul 12 to Jul 13
$123 total
Jul 12 - Jul 13
Total with taxes and fees
8.4/10 Very Good! (3,415 reviews)
"Elvis at the front end was amazing!! Also the ladies at the restaurant where very helpfull!"

Reviewed on Jun 27, 2026

Radisson Blu Hotel, London Heathrow
Sofitel London Heathrow

Sofitel London Heathrow

5 out of 5
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $244 total per night from Jul 27 to Jul 28
$244 total
Jul 27 - Jul 28
Total with taxes and fees
8.8/10 Excellent! (5,090 reviews)
"Bathroom basin had stuck outlet and room was poor for I-phone connections."

Reviewed on Jun 27, 2026

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
$114 nightly
The price is $137 total per night from Jul 26 to Jul 27
$137 total
Jul 26 - Jul 27
Total with taxes and fees
9/10 Wonderful! (4,263 reviews)
"Clean rooms, good food"

Reviewed on Jun 27, 2026

Hyatt Place London Heathrow Airport
See all 6,256 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 $1,356 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.

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