Windsor Vacation Packages 2026 from $1,187

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.

Miiro Templeton Garden

London City Centre

$1,187

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

9.6/10 Exceptional! (754 reviews)

Hotel Riu Plaza London The Westminster

London City Centre

$1,327

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

9/10 Wonderful! (1,990 reviews)

Clean room

Reviewed on Sep 8, 2026

Hotel Riu Plaza London Victoria

London City Centre

$1,323

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

9/10 Wonderful! (4,059 reviews)

As inspected first class service, the location was great. The staff was outstanding. I recommended.

Reviewed on Sep 8, 2026

Page8, Page Hotels

London City Centre

$1,407

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

9.6/10 Exceptional! (1,657 reviews)

Situated in the heart of the city, within walking distance of EVERYTHING, and if you did not feel like walking, the subway was just down the street. Tremendous pubs, theatre and entertainment right outside the door. The staff were AMAZING!!!! Knowledgeable and at your disposal 24/7. Perfect place to stay

Reviewed on Sep 8, 2026

Edward Hotel Paddington

London City Centre

$1,596

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

7.8/10 Good! (763 reviews)

Location excellent.

Reviewed on Sep 8, 2026

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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 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 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 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 LEGOLAND® Windsor and Windsor Great Park.

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

Clewer East

Clewer East might not have many top sights, but LEGOLAND® Windsor and Windsor Royal Shopping Centre 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 space shuttle model on a launch platform with a roller coaster in the background.

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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A cathedral interior with ornate decorations, stained glass windows, and a high vaulted ceiling.

St. Georges Chapel

9.6/10 (186 reviews)

St. George's Chapel showcases exquisite Gothic architecture and houses tombs of monarchs like Henry VIII. Marvel at the intricate stonework and Knights of the Garter heraldic banners in this royal sanctuary.

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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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What to do in Windsor

LEGOLAND® Windsor Resort Tickets

$44

per traveler

74% of travellers recommend

THORPE PARK Resort Tickets

$42

per traveler

76% of travellers recommend

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

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

$97

per adult

86% of travellers recommend

See all activities in Windsor

Windsor Hotel Deals

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England

$107 nightly

$129 total

Sep 13 - Sep 14

Total with taxes and fees

8/10 Very Good! (1,016 reviews)

"The parking at night was a nightmare took us 25 mins to find a space. Car park not lit so difficult to manoeuvre between rows of cars. Reception barely spoke to us, gave us a key and a map, no conversation or warm welcome. The hall and carpets have seen better days, not vey welcoming. Room was tiny, ..."

Reviewed on Sep 8, 2026

Sir Christopher Wren Hotel

Thames Street Windsor England

Fully refundableReserve now, pay when you stay

$180 nightly

$216 total

Oct 4 - Oct 5

Total with taxes and fees

Macdonald Windsor Hotel

23 High Street Windsor England

Fully refundableReserve now, pay when you stay

$118 nightly

$142 total

Oct 4 - Oct 5

Total with taxes and fees

See all 550 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

How much does a Windsor vacation package cost?

Offering great value package deals from $1,187 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.

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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 $1,187

Book a Hotel + Flight or Car together to unlock savings

Your Windsor Vacation

The Latest Windsor vacation packages

Miiro Templeton Garden

Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London Victoria

Page8, Page Hotels

Edward Hotel Paddington

Where to stay in Windsor

Windsor City Centre

Eton

Old Windsor

Park

Clewer East

Stay near popular Windsor attractions

Windsor Castle

LEGOLAND® Windsor

Windsor Great Park

Eton College

St. Georges Chapel

Dorney Lake

Theatre Royal

Windsor Racecourse

What to do in Windsor

LEGOLAND® Windsor Resort Tickets

THORPE PARK Resort Tickets

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

Windsor Hotel Deals

De Vere Beaumont Estate

Sir Christopher Wren Hotel

Macdonald Windsor Hotel

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

Explore a world of travel with Expedia