If I'm not able to travel, can I cancel my Maidenhead holiday package?

Whether it's your hotel or flight, you can cancel or alter it. Booked your Maidenhead holiday package in the last 24 hours? You may be able to make changes for free. For bookings made more than 24 hours ago, you may be charged a fee by your hotel, airline or car rental company. For more information, head to our Customer Service Portal . We'll help you each step of the way.

What are the top hotels in Maidenhead?

Bel & The Dragon Cookham and The Crown are both popular options in the Cookham neighbourhood. If you'd rather spend time in the Cookham Dean area, consider booking a few nights at Karma Sanctum on the Green Hotel or Sanctum on the Green .

When is the best time of year to visit Maidenhead?

Maidenhead is a popular place in May, June, August. If you don't like large crowds and like a slower pace, lock in your trip for December , January , October. Need to watch your finances? Make the most of the deals on offer in August. May is typically when prices climb and hotel rates are at their most expensive.

How far in advance should I book my Maidenhead holiday?

Travellers can normally browse international airfares on Expedia within 12 months of departure. Booking last minute? With a little bit of luck, there's a still a chance you can purchase a cheaper ticket only weeks before your journey.

What should I know before booking a Maidenhead travel package?

A package can be easier on the bank balance than separately booking everything you need for your getaway. For example, bundle your hotels, flights and rental cars and score impressive savings. No matter your holiday goals, you'll find a package that suits your budget.

Does Expedia offer Book Now, Pay Later Maidenhead holiday packages?

If you'd like to split the cost of your flight and hotel over a number of payments, Expedia can help you out. Paying the total cost of your trip upfront isn't always the best way to budget for your escape, so we've partnered with online lender Affirm to give you financial freedom. Book Now, Pay Later and minimize the stress of saving to travel.

Holidays to Maidenhead

Accommodation, flights, car rentals, things to do and more - for your holiday in Maidenhead choose Expedia! Find everything you need to organise your trip to Maidenhead in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top Hotel Deals

Cliveden

This family-friendly Maidenhead hotel is located near the airport, 0.5 mi (0.8 km) from Cliveden House, and within 6 mi (10 km) of Bekonscot Model Village and ...

4.6/5Exceptional! (142 reviews)

"We absolutely loved it here. It was so peaceful even with people in the grounds that were not in the hotel. Highly recommend it."

Reviewed on 17 Aug 2020

Crazy Fox Hurley Boutique Bed & Breakfast

Situated in Maidenhead, this luxury hotel is within 3 miles (5 km) of Bisham Abbey, Higginson Park and All Saints Church. Longridge Activity Centre is 3 mi (4.9 ...

4.7/5Exceptional! (78 reviews)

Perfect relaxing getaway

"We checked in at the Crazy Fox using the keyless system with no problems. We loved the room especially the huge bed. The room was modern, but cosy and very clean. There were some lovely little touches, including a torch if we wanted to go out in the evening. Due to covid-19 virus we were not able ..."

Reviewed on 1 Sep 2020

Monkey Island Estate

Situated on the riverwalk, this luxury hotel is 0.8 mi (1.4 km) from Bray Marina and 2.4 mi (3.9 km) from Dorney Lake. Windsor Racecourse and Bird Hills Golf ...

4.7/5Exceptional! (15 reviews)

Highly recommend

"Just a perfect piece of rural England...beautiful staff, beautiful food & an idyllic location."

Reviewed on 23 Mar 2020

See all 3424 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.

The Advantages of Maidenhead Weekend Breaks

Discover a different side of the British Isles with a weekend break in Maidenhead. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Maidenhead weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Maidenhead.

Cheap Weekend Breaks to Maidenhead

There are lots of ways to take cheap weekend breaks to Maidenhead. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Maidenhead. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience 

Maidenhead Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Maidenhead. Whisking your lover away for a romantic Maidenhead weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Maidenhead and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Maidenhead

Set some time aside to experience family weekend breaks in Maidenhead. There are plenty of excellent family-friendly hotels in Maidenhead within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Maidenhead. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Maidenhead family weekend breaks.

Plan your Maidenhead holiday with Expedia

Book your 2021 holiday package deals now! Buy your accommodation, flight or car together and get extra savings on your next trip!
We have selected for you amazing deals on incredible hotels in Maidenhead. Have a look simply by using the search bar above.
Most hotels come with free cancellation* , because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page.
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

Holidays to Maidenhead

Travellers

Room 1

Top Hotel Deals

The Advantages of Maidenhead Weekend Breaks

Cheap Weekend Breaks to Maidenhead

Maidenhead Romantic Weekend Breaks

Family Weekend Breaks in Maidenhead

Plan your Maidenhead holiday with Expedia

Frequently asked questions

Hotels

Flights

Cars

Activities

Packages

General