Maidenhead Vacations from $1,100

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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.
Argo Hotel - Kings Cross

Argo Hotel - Kings Cross

3 out of 5
London City Centre
Price was $1,603, price is now $1,100 per person
$1,100
per person
May 12 - May 16
found 10 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
7.8/10 Good! (129 reviews)
Great location, clean and warm room and a very comfy bed. Exactly what I needed, would stay again.

Reviewed on Nov 25, 2025

1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Price was $6,952, price is now $5,658 per person
$5,658
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (375 reviews)
Great location and boutique style hotel

Reviewed on Apr 5, 2026

Barnard Point in London

Barnard Point in London

2 out of 5
Wembley Park
Price was $1,813, price is now $1,197 per person
$1,197
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to London (LHR)
9/10 Wonderful! (6 reviews)
Great location for concert

Reviewed on Sep 16, 2025

Stylish 2BR Apartment in Leicester Square

Stylish 2BR Apartment in Leicester Square

2 out of 5
London City Centre
Save 100% on your flight
Price was $3,368, price is now $2,332 per person
$2,332
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $3,014, price is now $2,097 per person
$2,097
per person
Jun 7 - Jun 13
found 4 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9/10 Wonderful! (3,480 reviews)
Breakfast menu fresh, room sparkly clean; 2 minutes walk from Victoria station, 10 min walk to Buckingham. This is your best option if you are in town.

Reviewed on Apr 5, 2026

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Discover the most popular places to visit in Maidenhead

Cliveden House

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
Bray Marina

Bray Marina

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.

Bray Marina

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

What to do in Maidenhead

LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

$43
per traveler
78% of travellers recommend
LEGOLAND® Windsor Resort Tickets
Windsor Castle, Stonehenge and Bath Day Guided Tour from London

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

$106
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
young boy poses next to Lego Pirate at Lego Land in London

Legoland® Windsor with Roundtrip Transportation

$105
per adult
74% of travellers recommend
Legoland® Windsor with Roundtrip Transportation
See all activities in Maidenhead

Maidenhead Hotel Deals

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
$186 nightly
The price is $223 total per night from Apr 20 to Apr 21
$223 total
Apr 20 - Apr 21
Total with taxes and fees
9/10 Wonderful! (5,162 reviews)
Brilliant location for terminal 2, pretty close to terminal 3 (10-15 min walk). Rooftop bar was excellent, dinner in their restaurant was a little overpriced but was fine overall. A great hotel for layover / early flights!

Reviewed on Apr 6, 2026

Hilton Garden Inn London Heathrow Terminal 2 and 3
Sofitel London Heathrow

Sofitel London Heathrow

5 out of 5
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $232 total per night from Apr 30 to May 1
$232 total
Apr 30 - May 1
Total with taxes and fees
8.8/10 Excellent! (5,002 reviews)
Good stay for a transfer using Terminsl 5 for departure g.

Reviewed on Apr 5, 2026

Sofitel London Heathrow
Holiday Inn Express London Heathrow T4 by IHG

Holiday Inn Express London Heathrow T4 by IHG

3.5 out of 5
Terminal 4, 1 Swindon Road Hounslow England
Fully refundable
$81 nightly
The price is $98 total per night from Apr 8 to Apr 9
$98 total
Apr 8 - Apr 9
Total with taxes and fees
9/10 Wonderful! (4,979 reviews)
2nd stay and would stay a third!

Reviewed on Apr 6, 2026

Holiday Inn Express London Heathrow T4 by IHG
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.

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 $1,100 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.