Windsor Vacation Packages 2026 from $1,239

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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.

Ellen Kensington

London City Centre

$1,239

per person

Oct 25 - Oct 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

8.6/10 Excellent! (280 reviews)

Super little hotel. We had a room at the back with a beautiful sash window that the sunlight flooded through.

Reviewed on Aug 14, 2026

Chancery Lane by Viridian Apartments

London City Centre

Save 100% on your flight

$2,583

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to London (LHR)

8/10 Very Good! (3 reviews)

The apartment was great - getting in the property was tricky at first as code didn't work and property manager didn't respond but beyond that was good. the hallway and elevator was very dirty on arrival. the apartment was good though. nice size/quality

Reviewed on Jun 15, 2025

Park Lane Apartments Mayfair Collection

London City Centre

Save 100% on your flight

$2,557

per person

Sep 20 - Sep 25

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to London (LHR)

6/10 (1 review)

Couldn’t get much hot water in the shower. Has an induction cooktop but no induction compatible cookware. Otherwise okay

Reviewed on Oct 16, 2025

Park Lane Apartments - Shaw House

London City Centre

Save 100% on your flight

$2,078

per person

Oct 24 - Oct 30

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to London (LHR)

8.8/10 Excellent! (15 reviews)

Clean, simple, tidy and easy to engage. Some items needs maintenance but great location and good value for money.

Reviewed on Aug 11, 2026

Elegant Apartment in Marylebone

London City Centre

Save 100% on your flight

$2,592

per person

Oct 9 - Oct 13

found 1 day ago

Roundtrip flight included

New York (NYC) to London (LHR)

No 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 historic stone castle with multiple towers and arched windows.

Windsor City Centre

2 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 lively bars 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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A historic brick building with timber framing and a large chimney.

Dorney Court

9.6/10 (9 reviews)

This 500-year-old Tudor manor features preserved 16th-century architecture and was England's first pineapple growing site. Explore its timber-framed rooms with portraits and period furniture during limited open days.

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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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Windsor Royal Shopping Centre

8.6/10 (103 reviews)

You can do some window-shopping at Windsor Royal Shopping Centre during your trip to Windsor. Attend a sporting event or simply enjoy the lively bars while you're in the area.

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What to do in Windsor

LEGOLAND® Windsor Resort Tickets

$48

per traveler

74% of travellers recommend

Day trip to Windsor, Oxford & Stonehenge from London

$94

per adult

80% of travellers recommend

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

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

$94

per adult

86% of travellers recommend

See all activities in Windsor

Windsor Hotel Deals

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England

$102 nightly

$122 total

Aug 19 - Aug 20

Total with taxes and fees

Sir Christopher Wren Hotel

Thames Street Windsor England

Fully refundableReserve now, pay when you stay

$164 nightly

$196 total

Aug 31 - Sep 1

Total with taxes and fees

9.2/10 Wonderful! (1,001 reviews)

"Great hotel,spotlessly clean ,nice room very comfortable, great breakfast and facilities, close to town and the castle ,would definitely recommend and stay again ."

Reviewed on Aug 13, 2026

Macdonald Windsor Hotel

23 High Street Windsor England

Fully refundableReserve now, pay when you stay

$97 nightly

$116 total

Aug 27 - Aug 28

Total with taxes and fees

8.8/10 Excellent! (1,001 reviews)

"We booked a 2 night stay at the hotel with car parking and breakfast. The Bajan man booking your car in was by the far the most upbeat and friendly member of staff. He was great! The reception staff were professional but not particularly friendly or welcoming. The rooms were lovely, huge bathroom ..."

Reviewed on Aug 13, 2026

See all 542 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 $1,239 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 $1,239

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

Ellen Kensington

Chancery Lane by Viridian Apartments

Park Lane Apartments Mayfair Collection

Park Lane Apartments - Shaw House

Elegant Apartment in Marylebone

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

Dorney Lake

Dorney Court

Windsor Racecourse

Windsor Royal Shopping Centre

What to do in Windsor

LEGOLAND® Windsor Resort Tickets

Day trip to Windsor, Oxford & Stonehenge from London

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

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