How much does a Windsor vacation package cost?

Offering great value package deals from $916 on Expedia, you'll be pleasantly surprised at how much a vacation to Windsor costs! Our packages make travel planning easier and save you more.

What are the cheapest months to go to Windsor?

If you'd like to snag a cheap Windsor vacation package, consider planning a trip in November, December and January. You'll typically find lower prices on flights and accommodations during these quieter months — ideal for travelers wishing to save money.

How many days is enough for Windsor?

To get the most out of a Windsor vacation, we suggest staying for 2 days. Split your time between discovering Theatre Royal , Changing of the Guard and other major sights, in addition to exploring neighborhoods like Windsor City Centre and Wexham. If you've got some time to spare, add a tour or day trip to your Windsor vacation itinerary.

Is it worth booking a vacation package to Windsor?

Windsor has everything you need for an awesome getaway — family-friendly attractions, walking trails and history are just the start. Whether you want to check out attractions such as Windsor Castle and LEGOLAND® Windsor , or venture off the beaten track, you'll find plenty to do on your Windsor vacation.

How to find the best Windsor package deals?

Start your search for a Windsor package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Windsor package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Windsor getaway off to a flying start.

Is it cheaper to book a Windsor vacation as a package?

You can enjoy significant savings on your Windsor retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to Windsor?

If you've got your Windsor travel dates finalized, book as soon as you can to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes.

How to plan a trip to Windsor?

Pick your dates: What you want to do in Windsor and your favorite season can help you decide when to go. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Windsor. Use Expedia's trip planning tool to explore Windsor: Research every aspect of your trip to Windsor with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings. Work out your trip length: Think about how much time you want to spend discovering Windsor. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Windsor vacation package that brings all your bookings together. Book experiences or activities in advance: Whether it's a ticket to a big attraction or a walking tour, you won't have to worry about missing out on the best Windsor has to offer. Find all the incredible things to do in Windsor with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Windsor vacation packages?

Your Windsor getaway is meant to be an escape from your daily routine, not a reason for money worries. So to give you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

Discover Windsor Vacation Packages | Browse & Book Now

Your Windsor Vacation

Lock in a Windsor vacation package that includes everything you need and no unnecessary extras. Good for hiking, adventure sports and golfing, think about staying in the neighborhood of Brookwood. You'll want to do a little exploring during your trip to Windsor. Make time for famous attractions like Windsor Castle, LEGOLAND® Windsor and Frogmore House. Stop dreaming and start traveling. Check out the multitude of options on Expedia today and put your Windsor vacation plans into action!

The Latest Windsor vacation packages

Price found within the past 48 hours. Click for updated prices.

London Greenford by Charles Hope

$916

per person

Apr 1 - Apr 8

found 1 day ago

Roundtrip flight included

New York (JFK) to London (LHR)

9.2/10 Wonderful! (17 reviews)

Super option if visiting relatives living in Greenford Quays. Also great for getting into central London in 30 mins via the underground which is 10 mins walk away. It is “just” a Greenford Quay apartment, but they are all lovely and modern. All the essentials are provided: cutlery, dishes, toiletries, towels and bed linen. Would stay again.

Reviewed on Dec 29, 2025

Miiro Templeton Garden

London City Centre

Save 100% on your flight

$1,138

per person

Apr 13 - Apr 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

9.6/10 Exceptional! (270 reviews)

The breakfast was good and overall this place was a great place to stay. Close to tube,quiet,comfy. Would go back again

Reviewed on Jan 16, 2026

Cliveden House - an Iconic Luxury Hotel

Save 100% on your flight

$2,795

per person

Mar 27 - Apr 1

found 1 day ago

Roundtrip flight included

New York (NYC) to London (LHR)

9.4/10 Exceptional! (229 reviews)

Perfection and historical elegance at the highest level. The most comfortable bed I have experienced in a hotel in many years. The grounds inspire with their cared for beauty. The architecture of the manor house is extraordinary. We shall be returning!

Reviewed on Oct 29, 2025

Staines Riverside by Charles Hope

$926

per person

Apr 1 - Apr 8

found 1 day ago

Roundtrip flight included

New York (JFK) to London (LHR)

7.6/10 Good! (13 reviews)

Lovely apartment, only downfalls was the floor was dirty and hadn’t been cleaned, one of the beds sheets had staines of some sort. Beds were uncomfortable and the parking opposite only allows you to book until 12 midnight, you then have to wake up at 6am to pay again as there’s no option to pay for 24hrs obviously this has nothing to do with the owners but something to be aware when booking.

Reviewed on Dec 1, 2024

Leicester House Hotel

London City Centre

$1,064

per person

Apr 2 - Apr 6

found 18 hours ago

Roundtrip flight included

New York (JFK) to London (LHR)

8.6/10 Excellent! (48 reviews)

Simple hotel (light on amenities), very good location. Room was very clean, well styled, and comfortable bed. The bath tub/shower are raised up, so for mobility impaired people might be a challenge. The staff were exceptionally kind and courteous. Truly an outstanding experience.

Reviewed on Dec 1, 2025

Don't see what you're looking for?

See all available trips from Columbus to Windsor

View all trips

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor

Windsor Hotel Deals

Sir Christopher Wren Hotel

Thames Street Windsor England

Fully refundableReserve now, pay when you stay

$169 nightly

$202 total

Feb 6 - Feb 7

Total with taxes and fees

8.8/10 Excellent! (1,002 reviews)

Room very modern. Excellent shower.

Reviewed on Jan 16, 2026

Castle Hotel Windsor

18 High Street Windsor England

Fully refundableReserve now, pay when you stay

$148 nightly

$177 total

Jan 22 - Jan 23

Total with taxes and fees

9/10 Wonderful! (1,004 reviews)

Great location, friendly staff, was there during remodel so some things (restaurant/bar) were closed)

Reviewed on Jan 17, 2026

Harte and Garter

31 High St Windsor England

Fully refundableReserve now, pay when you stay

$68 nightly

$82 total

Feb 1 - Feb 2

Total with taxes and fees

7.6/10 Good! (344 reviews)

Nice and clean. Friendly check-in. Only thing on the night was that the main radiator wasnt working and the replacement heater didn't warm the room on a cold evening.

Reviewed on Jan 7, 2026

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.

Things to do in and around Windsor

Windsor offers a delightful blend of family-friendly activities and cultural experiences. Visitors can enjoy the thrills of an amusement park, explore vibrant shopping areas, or play a round of golf. Perfect for leisurely excursions or romantic occasions, Windsor provides numerous fun things to do, ensuring a memorable trip for everyone. Whether you're looking to relax or seek adventure, this charming destination has something for every traveler.

Shopping

Eton High Street Shopping offers a vibrant experience with entertainment and family-friendly vibes right in Windsor. If you're up for a drive, Kingston Historic Market, located 14 miles away, features a lively atmosphere perfect for finding unique gifts. King Edward Court Shopping also provides great options in Windsor.

Recreation

Theatre Royal offers a blend of culture and romance, showcasing captivating performances in a charming setting. For a luxurious experience, Coworth Park Polo Centre provides an exclusive atmosphere with polo matches and fine dining. Sunningdale Golf Club invites you to enjoy picturesque outdoor golfing amidst beautiful landscapes.

Adventure

Explore the Thames Path, a scenic hiking trail 5 miles from Windsor, where you can enjoy beautiful outdoor views. For water sports enthusiasts, Liquid Leisure offers thrilling activities 2 miles away. For a rush of adrenaline, head to F1K Indoor Karting Ltd, located 7 miles from Windsor for exciting karting experiences.

Nightlife

In Windsor, enjoy the cozy vibes at Copper Horse, a charming pub perfect for drinks and romance. For a bit of entertainment, venture to Bowlplex, located 12 miles away. If you're in the mood for another pub experience, Hog Hole awaits you about 14 miles from Windsor.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Windsor

Windsor is perfect for families and culture enthusiasts seeking outdoor experiences. Visitors can explore a variety of attractions, including historic houses, theme parks, and churches. The local points of interest cater to diverse interests, ensuring a memorable vacation filled with cultural richness and family-friendly activities.

LEGOLAND® Windsor: Experience a world of creativity and fun at LEGOLAND® Windsor, a vibrant theme park perfect for families. With thrilling rides, interactive attractions, and impressive LEGO models, it offers entertainment for all ages, ensuring a memorable day filled with adventure.
Windsor Castle: Discover the majestic Windsor Castle, the oldest and largest inhabited castle in the world. With its stunning architecture and rich history, this iconic landmark exudes romance and cultural significance, making it a must-visit for history enthusiasts and romantics alike.
Cliveden House: Just 6 miles from Windsor, Cliveden House is a historic gem set in magnificent gardens. This opulent estate showcases exquisite architecture and offers a glimpse into England's storied past, immersing visitors in a rich cultural experience.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly cloudy with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	39.9°F (4.4°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	41.0°F (5.0°C)	No Rain	Mostly Cloudy	Average	Slightly Low
March	44.2°F (6.8°C)	No Rain	Mostly Cloudy	Average	Slightly Low
April	48.6°F (9.2°C)	No Rain	Mostly Cloudy	Slightly High	Average
May	54.0°F (12.2°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly High
June	60.1°F (15.6°C)	Light Rain	Mostly Cloudy	Average	Slightly High
July	63.9°F (17.7°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly High
August	63.1°F (17.3°C)	Light Rain	Mostly Sunny	Average	Average
September	59.2°F (15.1°C)	No Rain	Mostly Sunny	Average	Average
October	53.4°F (11.9°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
November	46.4°F (8.0°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
December	42.3°F (5.7°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

Tips to save on your trip to Windsor

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Windsor.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Language	English
Currency	British pounds sterling
Closest Airport	Heathrow Airport (LHR)
Population	33,300
Max Temp Winter	45ºF
Max Temp Summer	70ºF
Top Sights	Windsor Castle, LEGOLAND® Windsor and Theatre Royal

Language

English

Currency

British pounds sterling

Closest Airport

Heathrow Airport (LHR)

Population

33,300

Max Temp Winter

45ºF

Max Temp Summer

70ºF