Maidenhead Vacations from $937

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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
Save 100% on your flight
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (312 reviews)
Amazing staff and cozy rooms. Bathroom was a bit small.

Reviewed on Jul 1, 2025

Chesham Court

Chesham Court

5 out of 5
London City Centre
Save 100% on your flight
per person
Aug 7 - Aug 11
found 14 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
9.2/10 Wonderful! (25 reviews)
“Despite any challenges or inconveniences caused by facilities or noise, the exceptional hospitality and service at Chesham Apartments, Building 17, more than compensate. In a tough economic climate, the dedication of the personnel—Sobreina, Abdulrahman, La Bedraa, La Veina, and Balash—has elevated the experience beyond that of many five-star accommodations. All credit goes to the outstanding staff, excluding any building or furniture-related concerns.”

Reviewed on Mar 10, 2025

Corinthia London

Corinthia London

5 out of 5
London City Centre
Save 100% on your flight
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9.8/10 Exceptional! (1,001 reviews)
Amazing staff and service! Loved it! Rooms were specious and beautiful, lobby and restaurants were always filled with fresh flowers, so gorgeous! Thank you for the best stay in London!

Reviewed on Jun 20, 2025

The Savoy

The Savoy

5 out of 5
London City Centre
Save 100% on your flight
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (1,005 reviews)
This immaculate hotel has everything! We loved the location. Enjoyed the restaurants. Staff were very accommodating and generous. Will stay again!

Reviewed on Jun 14, 2025

Kings Cross- 2 Bedroom Apartment

Kings Cross- 2 Bedroom Apartment

2 out of 5
London City Centre
Save 100% on your flight
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Maidenhead
View all trips

Discover the most popular places to visit in Maidenhead

Salmon

Cliveden House

4/5(5 reviews)

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 top-notch restaurants.

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
LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

$50
per traveler
80% of travellers recommend
LEGOLAND® Windsor Resort Tickets
Stonehenge & Windsor Full-Day Tour with Expert Guide

Stonehenge & Windsor Full-Day Tour with Expert Guide

$141
per adult
Stonehenge & Windsor Full-Day Tour with Expert Guide
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
$200 nightly
The price is $240 total per night from Jul 17 to Jul 18
$240 total
Jul 17 - Jul 18
Total includes taxes and fees
8.8/10 Excellent! (4,345 reviews)
"Awesome hotel"

Reviewed on Jul 5, 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
$111 nightly
The price is $133 total per night from Jul 27 to Jul 28
$133 total
Jul 27 - Jul 28
Total includes taxes and fees
9/10 Wonderful! (3,654 reviews)
"It was clean, new, and close to the airport. The LHR bus service picks you right up at the front door."

Reviewed on Jul 4, 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
$203 nightly
The price is $244 total per night from Jul 21 to Jul 22
$244 total
Jul 21 - Jul 22
Total includes taxes and fees
8.8/10 Excellent! (4,665 reviews)
"Easily accessible to the terminal!"

Reviewed on Jul 4, 2025

Hilton Garden Inn London Heathrow Terminal 2 and 3
See all 6,109 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

More vacations you might like

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Maidenhead vacation package cost?
You can grab a vacation package to this destination from $937 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.