Windsor Vacation Packages 2026 from $1,454

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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.

Residence Inn by Marriott London Kensington

London City Centre

$1,454

per person

Dec 13 - Dec 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

8.6/10 Excellent! (1,360 reviews)

Residence Inn by Marriott London Bridge

London City Centre

$1,555

per person

Dec 13 - Dec 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

9/10 Wonderful! (791 reviews)

I spent 26 days here. It was good value and very convenient location. The staff were nice. Unfortunately, I had my backpack with my work laptop stolen from the breakfast space. I was away from the table for less than 4 minutes. cctv shows the man walking in the lobby, walking through the restaurant, picking up my bag and walking out. while I was there someone else had their mobile phone taken out of their hand while standing in front of the hotel. This unfortunately is common in London. I was not happy with the security (and told the front desk). Anyone can get to a guest floor. You don’t need your room key to get into the ground floor stairwell or through the doors on guest floors. And there is no security downstairs.while the front desk is immediately in front of the doors, many times they are not watching and often I walked in without anyone seeing me. Housekeeping wasn’t the greatest. As this had a kitchen they provide you with a kitchen towel (same as a bath and hand towel for the bathroom). When the kitchen towel needed replacing I put it on the floor, they put it back on the counter. The next time I put it with more towels. They took it and didn’t replace. I also came home to the rubbish bin perched on my line of shoes which I had along the wall. I use my own silk pillowcase to sleep on, every time they made the bed (I didn’t choose housekeeping every day) they put that pillowcase (the obvious one I use) behind. All this to say it was convenient.

Reviewed on Oct 4, 2026

Hotel Riu Plaza London Victoria

London City Centre

Save 100% on your flight

$1,755

per person

Dec 3 - Dec 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

9/10 Wonderful! (4,106 reviews)

Residence Inn by Marriott London Tower Bridge

London City Centre

$1,621

per person

Nov 22 - Nov 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

8.6/10 Excellent! (1,000 reviews)

Great location and very quiet

Reviewed on Sep 23, 2026

The Stafford London

London City Centre

Save 100% on your flight

$2,547

per person

Nov 17 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to London (LHR)

9.4/10 Exceptional! (949 reviews)

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Where to stay in Windsor

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

A street lined with shops and flags, including a chemist and a contemporary fine art gallery.

Eton

1 out of top 10 points of interest in this area

Explore this town’s enchanting high street for galleries and pubs. Learn about six centuries of the iconic college’s history and its famous alumni.

A historic stone castle with multiple towers and arched windows.

Windsor City Centre

1 out of top 10 points of interest in this area

Tour the heart of a tranquil riverside city, home to a 1,000-year-old castle where Queen Elizabeth II likes to relax.

A gazebo in a grassy area with trees in the background.

Old Windsor

1 out of top 10 points of interest in this area

Old Windsor is known for its abundant dining options, and you can plan a trip to Windsor Great Park and Thames Path while you're in town.

A deer standing on a grassy hill with trees in the background.

Park

If you're looking for some top things to see and do in Park and surrounding area, you can visit Windsor Great Park and LEGOLAND® Windsor.

A river with boats, a castle, and a cityscape with buildings and greenery.

Clewer East

Clewer East might not have many top sights, but Windsor Royal Shopping Centre and Windsor Guildhall are two attractions nearby that you can check out.

Stay near popular Windsor attractions

Windsor Castle

9.0/10 (5,444 reviews)

Windsor Castle, the world's largest and oldest occupied castle, has been a royal residence for over 900 years. Explore lavish State Apartments with priceless artworks and St. George's Chapel, where monarchs rest.

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A detailed model of a historic city square with miniature buildings, a red double-decker bus, and a regiment of guards.

LEGOLAND® Windsor

8.0/10 (1,091 reviews)

This creative wonderland brings LEGO to life with rides and attractions for young adventurers. Explore Miniland's miniature landmarks or test your ninja skills in NINJAGO World, perfect for families seeking interactive play.

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A rural road flanked by rows of trees and green fields under a partly cloudy sky.

Windsor Great Park

9.4/10 (152 reviews)

This historic 4,800-acre royal landscape features majestic avenues, gardens, and woodlands dating back centuries. Stroll the iconic Long Walk to Windsor Castle or explore the ornamental Savill Garden's seasonal displays.

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A historic brick building with a statue in the foreground and a clear sky above.

Eton College

8.4/10 (98 reviews)

Walk around the campus at Eton College during your stay in Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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Olympic rings over a river with a bridge in the foreground.

Dorney Lake

8.0/10 (17 reviews)

Olympic rowing venue from 2012, Dorney Lake offers pristine 2.2 km waters surrounded by 400 acres of parkland. Stroll the well-maintained paths while watching world-class athletes train on this engineering marvel.

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Theatre Royal

8.8/10 (20 reviews)

Follow in the footsteps of George VI and Elizabeth II with a trip to see a production in this iconic theater near Windsor Castle.

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Windsor Racecourse

8.6/10 (36 reviews)

Experience the unique figure-of-eight track at Royal Windsor Racecourse, set beautifully along the River Thames. Consider arriving by river taxi for a scenic approach to this historic racing venue.

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Frogmore House

7.6/10 (28 reviews)

This 17th-century royal retreat showcases Queen Charlotte's refined taste and Victoria's artistic influence. Stroll through the historic gardens with their woodland paths and formal plantings on select charity open days.

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What to do in Windsor

LEGOLAND® Windsor Resort Tickets

$43

per traveler

74% of travellers recommend

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

Stonehenge, Windsor Castle and Bath, Day Guided Tour from London

$106

per adult

86% of travellers recommend

From Oxford: Cotswolds Towns and Villages Small Group Tour

$114

per adult

80% of travellers recommend

See all activities in Windsor

Windsor Hotel Deals

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England

$113 nightly

$136 total

Oct 30 - Oct 31

Total with taxes and fees

Sir Christopher Wren Hotel

Thames Street Windsor England

Fully refundableReserve now, pay when you stay

$153 nightly

$184 total

Nov 1 - Nov 2

Total with taxes and fees

LEGOLAND Windsor Resort

LEGOLAND Windsor Resort Windsor England

$104 nightly

$125 total

Nov 9 - Nov 10

Total with taxes and fees

See all 567 properties in Windsor

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 Windsor Vacation Packages

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.

Windsor Essential Information

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

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Frequently asked questions

What's the best vacation package for Windsor?

For families, a Windsor vacation package built around a stay at the 4-star LEGOLAND Windsor Resort (rated 7.9 out of 10) is a strong choice. Located about a 5-minute walk from LEGOLAND® Windsor, this hotel offers family rooms, a game room, and an indoor pool, with travelers often praising its great facilities and rooms for a family trip, costing around $220 per night.Couples looking for a romantic getaway might consider a package with a stay at the 4-star Sir Christopher Wren Hotel, rated 8.4 out of 10. This property, about $290 per night, features a bar/lounge and fitness center, and travelers highlight the super helpful staff and great food.For those seeking the best value, a Windsor vacation package including Charles House - Windsor, available for around $90 per night, is a budget-friendly option. Travelers note its super comfy rooms and excellent value.*Package availability and prices may change depending on dates and demand.

Can I change or cancel my Windsor vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Windsor vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

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

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Windsor vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How can I save money on a Windsor vacation package?

When you bundle, you can save up to 30%*. To save money on a Windsor package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

How do I find last-minute vacation packages to Windsor?

To find last-minute vacation packages to Windsor, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Windsor vacation packages?

Free cancellation on a Windsor vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

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

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Windsor getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Windsor vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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Things to do in Windsor

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Windsor Vacations from $1,454

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Windsor Vacation

The Latest Windsor vacation packages

Residence Inn by Marriott London Kensington

Residence Inn by Marriott London Bridge

Hotel Riu Plaza London Victoria

Residence Inn by Marriott London Tower Bridge

The Stafford London

Where to stay in Windsor

Eton

Windsor City Centre

Old Windsor

Park

Clewer East

Stay near popular Windsor attractions

Windsor Castle

LEGOLAND® Windsor

Windsor Great Park

Eton College

Dorney Lake

Theatre Royal

Windsor Racecourse

Frogmore House

What to do in Windsor

LEGOLAND® Windsor Resort Tickets

Stonehenge, Windsor Castle and Bath, Day Guided Tour from London

From Oxford: Cotswolds Towns and Villages Small Group Tour

Windsor Hotel Deals

De Vere Beaumont Estate

Sir Christopher Wren Hotel

LEGOLAND Windsor Resort

Find the Best Windsor Vacation Packages

Things to do in and around Windsor

Find the best attractions in and around Windsor

Best time to go to Windsor

Tips to save on your trip to Windsor

Windsor Essential Information

More vacations you might like

Frequently asked questions

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