How much does a Windsor vacation package cost?

Offering great value package deals from $815 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.

Windsor Vacation Packages 2025/2026 from $822

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.

Three Falcons Hotel

City of Westminster

Save 100% on your flight

per person

Oct 20 - Oct 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

8.8/10 Excellent! (338 reviews)

Three Falcons Hotel – London – 8.8/10 My stay at the Three Falcons Hotel had both positives and a few things to note. Upon arrival, the staff took a while to locate my reservation. Once they did, they showed me to my room and told me they would return shortly with the key. After waiting about 30 minutes, I had to go back down to the desk to remind them. From that point on, everything went smoothly. The room was very clean, comfortable, and well-kept. Housekeeping did an excellent job refreshing it each night. The breakfast area was outstanding—plenty of fresh cheeses, quality coffee, and other tasty options to start the day. Overall, I’d rate the hotel 8.8 stars. The only downside is the surrounding area. While nothing happened to me during my four-night stay, walking along Edgeware Road at night felt a bit unsafe. I would recommend using a cab or Uber when heading out, especially after dark. If you’re looking for a clean, comfortable stay with a great breakfast and don’t mind taking transport to and from the hotel, the Three Falcons is a solid choice.

Reviewed on Aug 13, 2025

Page8, Page Hotels

London City Centre

Save 100% on your flight

per person

Oct 20 - Oct 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

9.6/10 Exceptional! (1,422 reviews)

Central location. Comfort of room and quality of sleep. Excellent amenities in room/bathroom.

Reviewed on Aug 10, 2025

Corinthia London

London City Centre

Save 100% on your flight

per person

Oct 20 - Oct 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

9.8/10 Exceptional! (1,002 reviews)

Wonderful premises and staff! Our stay in London was superb! Thank you

Reviewed on Aug 9, 2025

Hybrid Resi - Uxbridge

Uxbridge North

Save 100% on your flight

per person

Oct 20 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to London (LHR)

No reviews

Maddox Street - 3 bed

London City Centre

Save 100% on your flight

per person

Sep 19 - Sep 23

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (LHR)

No reviews

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

De Vere Beaumont Estate

Burfield Road, Berkshire, Windsor, England

Fully refundableReserve now, pay when you stay

$120 nightly

$145 total

Aug 17 - Aug 18

Total includes taxes and fees

7.8/10 Good! (1,011 reviews)

"Excellent"

Reviewed on Aug 11, 2025

Castle Hotel Windsor

18 High Street, Windsor, England

Fully refundableReserve now, pay when you stay

$149 nightly

$178 total

Aug 17 - Aug 18

Total includes taxes and fees

9/10 Wonderful! (1,014 reviews)

"We loved the convenience of this facility! Historical stay, in the center of the action. So easy to walk around from this central point."

Reviewed on Aug 10, 2025

Sir Christopher Wren Hotel

Thames Street, Windsor, England

Fully refundableReserve now, pay when you stay

$174 nightly

$209 total

Aug 20 - Aug 21

Total includes taxes and fees

8.8/10 Excellent! (1,004 reviews)

"Great location, spacious room. My interactions with the staff were very pleasant. My reservation came with breakfast, which was a buffet style in the restaurant area that had a beautiful water view. I enjoyed my stay very much and would highly recommend."

Reviewed on Aug 10, 2025

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 mix of family-friendly attractions and cultural experiences perfect for any vacation. Enjoy thrilling rides at the local amusement park, tee off at picturesque golf courses, or explore leisurely excursions that highlight the area's charm. Whether you're seeking fun activities, romantic outings, or engaging cultural experiences, Windsor has something for everyone to enjoy on their visit.

Shopping

Eton High Street Shopping offers a vibrant mix of entertainment and family-friendly options right in Windsor. For a broader selection, Windsor Royal Shopping Centre is also nearby, featuring diverse shops and dining. If you're up for a drive, Kingston Historic Market is 14 miles away with a charming city vibe.

Recreation

Theatre Royal offers an enchanting experience with its rich cultural performances, perfect for a romantic evening or family outing. For luxury, visit Coworth Park Polo Centre, where you can indulge in upscale amenities and polo matches. Sunningdale Golf Club provides a breathtaking outdoor setting for golf enthusiasts to enjoy.

Adventure

Experience thrilling water sports at Liquid Leisure, located 2 miles from Windsor, where you can enjoy an adrenaline rush on the water. For indoor fun, visit The Race Hut, an arcade adventure zone also 2 miles away, perfect for family bonding. For paintball enthusiasts, Delta Force Paintball Gerrards Cross, 5 miles away, offers an exciting outdoor adventure.

Nightlife

In Windsor, enjoy a vibrant nightlife at the Copper Horse, a cozy pub with romantic vibes. For more entertainment, Bowlplex offers fun just 12 miles away, while the Hog Hole, another charming pub with a lively atmosphere, is 14 miles from Windsor, perfect for a night out.

*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 offers a fantastic vacation experience for families and culture enthusiasts alike. With its rich history, visitors can explore historic houses, enjoy thrilling rides at theme parks, and visit beautiful churches. The attractions cater to those seeking cultural experiences, family fun, and outdoor adventures, ensuring that travelers of all interests will find something to enjoy in this charming town.

LEGOLAND® Windsor: A fun-filled theme park perfect for families, LEGOLAND® Windsor offers a world of imagination with its rides, attractions, and impressive LEGO models. Kids and adults alike can enjoy interactive experiences, live shows, and themed areas, all designed to spark creativity and excitement.
Windsor Castle: This magnificent castle, steeped in history and romance, serves as a royal residence and offers guided tours through its stunning State Apartments and beautiful grounds. Don't miss the Changing of the Guard ceremony, which highlights British culture and tradition.
Cliveden House: Located 6 miles from Windsor, Cliveden House is a stunning historic estate known for its exquisite architecture and lush gardens. Explore its rich history, enjoy afternoon tea, and take in the breathtaking views along the River Thames.

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 to Windsor during the low season (January to March) for more affordable options.
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.