Maidenhead Vacations from $1,075

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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.
Hotel Shepherds Bush London

Hotel Shepherds Bush London

3.5 out of 5
Hammersmith and Fulham
Price was $1,461, price is now $1,075 per person
$1,075
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
8.2/10 Very Good! (451 reviews)
Staff was very friendly and welcoming. The room that we booked was very spacious & the beds! No lie, it's the comfiest we have ever laid on 😴 my friends and I only got to stay overnight but if ever we come again to the city, we'll surely book this hotel. Highly recommended 💯

Reviewed on Sep 8, 2025

1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Save 100% on your flight
Price was $5,240, price is now $3,599 per person
$3,599
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
9.4/10 Exceptional! (286 reviews)
The hotel is escellent and well located. Staff is nice, property is sustainable and looks sleek and modern. Confortable bed, great mini bar. Only reason I would NOT stay again is privacy in the bathroom - there is a glass to the room that exposes the WC and the closure is a curtain on the outside of the bathroom only. Even with my GF it is awkward.

Reviewed on Sep 15, 2025

Claverley Court

Claverley Court

5 out of 5
London City Centre
Save 100% on your flight
Price was $3,283, price is now $2,286 per person
$2,286
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
9/10 Wonderful! (63 reviews)
Clean and comfortable property. Great location. Friendly staff. Would highly recommend.

Reviewed on May 16, 2025

London Greenford by Charles Hope

London Greenford by Charles Hope

4 out of 5
Price was $1,601, price is now $1,119 per person
$1,119
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
9/10 Wonderful! (14 reviews)
Property was modern, very clean and had everything you need for an overnight stay. Being on the 6th floor the view at night is beautiful.

Reviewed on Jul 5, 2025

Maddox Street - 3 bed

Maddox Street - 3 bed

2 out of 5
London City Centre
Save 100% on your flight
Price was $3,860, price is now $2,778 per person
$2,778
per person
Oct 26 - Oct 30
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 top-notch restaurants.

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 lively bars.

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

$177
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
$181 nightly
The price is $217 total per night from Oct 19 to Oct 20
$217 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (4,566 reviews)
"Clearly the convenience for an early morning flight was paramount. We would have used the spa but it was fully booked - so book in advance. The dinner in La Belle Epoque was sublime"

Reviewed on Sep 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
$112 nightly
The price is $135 total per night from Oct 12 to Oct 13
$135 total
Oct 12 - Oct 13
Total with taxes and fees
9/10 Wonderful! (3,909 reviews)
"I've stayed in a few airport hotels at Heathrow, and this one was definitely the cleanest and most comfortable. The staff was quite friendly too. The thing that I really appreciate about this Hyatt was that it had a bathtub/shower combination rather than just a shower. I really needed the relaxation ..."

Reviewed on Sep 18, 2025

Hyatt Place London Heathrow Airport
Renaissance London Heathrow Hotel

Renaissance London Heathrow Hotel

4 out of 5
Bath Road, Heathrow, Hounslow, England
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $126 total per night from Oct 19 to Oct 20
$126 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (2,463 reviews)
Excellent overnight stay at LHR
"Room was relatively spacious, very clean, and comfortable, except for the constant blast of cold air out of the vent, from which there was no escape without turning the air con completely off."

Reviewed on Sep 16, 2025

Renaissance London Heathrow Hotel
See all 6,067 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 $1,075 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

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.