Maidenhead Vacations from $1,217

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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.
Byron Hotel London

Byron Hotel London

3.5 out of 5
London City Centre
Save 100% on your flight
Price was $1,743, price is now $1,217 per person
$1,217
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (338 reviews)
The elevator was out of order and our room was on the fifth floor, and the stairways become progressively narrow as you go up, very hard to negotiate with luggage. The room was not much bigger than a broom closet. Though claustrophobic, it was nicely decorated and maintained, and staff were nice. We got the room at a reduced last-minute price; its normal price is far too high for the size of the room.

Reviewed on Aug 24, 2025

1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Save 100% on your flight
Price was $4,344, price is now $2,996 per person
$2,996
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (280 reviews)
Lovely property. Balcony was a great perk during my stay.

Reviewed on Aug 16, 2025

The Abbey Notting Hill

The Abbey Notting Hill

3 out of 5
London City Centre
Save 100% on your flight
Price was $2,421, price is now $1,694 per person
$1,694
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.2/10 Very Good! (564 reviews)
The staff were fantastic and the room was lovely and spacious, the only downside was the very low water pressure in the bathroom - we were on the top floor though, so maybe that’s to be expected in an older building.

Reviewed on Aug 22, 2025

Kensington Court Hotel

Kensington Court Hotel

3 out of 5
London City Centre
Save 100% on your flight
Price was $1,757, price is now $1,230 per person
$1,230
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
7.6/10 Good! (715 reviews)
The location of this hotel is excellent, a 5 minute walk from the Earl’s Court tine station and a 15 minute walk to the Natural History and V &A Museums. The hotel rooms are comfortable and reasonably spacious and the staff are attentive to guest requests. My wife and I would definitely stay at this hotel on our next trip to London.

Reviewed on Jul 28, 2025

Cosy Studio Apartment in Canary Wharf

Cosy Studio Apartment in Canary Wharf

4 out of 5
Canary Wharf
Save 100% on your flight
Price was $2,242, price is now $1,609 per person
$1,609
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
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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
$170 nightly
The price is $204 total per night from Aug 29 to Aug 30
$204 total
Aug 29 - Aug 30
Total with taxes and fees
8.8/10 Excellent! (4,453 reviews)
"Amazing place to stay close to the terminal check in was easy and smooth. Food was lovely hotel was clean and tidy will definitely use again"

Reviewed on Aug 21, 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
$89 nightly
The price is $107 total per night from Aug 31 to Sep 1
$107 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (3,810 reviews)
"Friendly and professional great area at the center of everything"

Reviewed on Aug 22, 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
$240 nightly
The price is $288 total per night from Sep 8 to Sep 9
$288 total
Sep 8 - Sep 9
Total with taxes and fees
8.8/10 Excellent! (4,729 reviews)
"Location, location! Easy access to tube . Also staff friendly and efficient. Don’t forget view from top of roof of Heathrow the monster!"

Reviewed on Aug 21, 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 $1,217 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.