Windsor Holidays from £1,026

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Your Windsor Holiday

When you book a Windsor holiday package, you can relax and enjoy your adventure to the fullest. Uncover the highlights of this fascinating city knowing that all your travel needs have been taken care of before you go. During your trip to Windsor, carve some time in your schedule for sightseeing. A popular place to start exploring is Windsor Mills Covered Bridge. Don't put off your visit to this destination any longer. The perfect Windsor holiday is a couple of clicks away with Expedia.

Top Windsor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Days Inn & Suites by Wyndham Belmont

Days Inn & Suites by Wyndham Belmont

2 out of 5
Price was £1,117, price is now £1,026 per person
£1,026
per person
26 Sept - 3 Oct
found 19 hours ago
Return direct flight included
Manchester (MAN) to Cleveland (CLE)
9/10 Wonderful! (427 reviews)
For the price, this was a GREAT hotel. Conveniently located right off the highway with plenty of choices for food. Mattresses were comfortable. Pillows were plentiful. The air conditioning was pumping out nice chilly air when the outdoor heat was a hundred degrees. And the free breakfast buffet was freshly made with hot eggs and sausage, good coffee, and plenty of fresh fruit, juice, and muffins. I would definitely stay here again if I were on the road an needed a safe, quiet, and comfortable place to lay my head. Staff was friendly and helpful. And Schlepp's across the street is a great place for a down-home dinner.

Reviewed on 13 Jul 2026

Sleep Inn & Suites Belmont / St. Clairsville

Sleep Inn & Suites Belmont / St. Clairsville

2.5 out of 5
Price was £1,048, price is now £1,048 per person
£1,048
per person
26 Sept - 3 Oct
found 19 hours ago
Return direct flight included
Manchester (MAN) to Cleveland (CLE)
9.4/10 Exceptional! (360 reviews)
Very nice hotel with friendly staff. Very easy check in/out and breakfast was good.

Reviewed on 5 Jul 2026

Windsor Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Windsor Mills Covered Bridge and Riverdale Road Covered Bridge

Top hotels in Windsor

Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast

2.5 out of 5
8434 Mentor Avenue Mentor OH
Fully refundableReserve now, pay when you stay
The price is £109 per night from 9 Aug to 10 Aug
£109
9 Aug - 10 Aug
includes taxes & fees
Best Western Plus Mentor-Cleveland Northeast
Wingate by Wyndham Geneva at SPIRE Academy

Wingate by Wyndham Geneva at SPIRE Academy

3 out of 5
1715 S Broadway Geneva OH
The price is £99 per night from 29 Jul to 30 Jul
£99
29 Jul - 30 Jul
includes taxes & fees
9/10 Wonderful! (125 reviews)
"Our reservation was over July 4th weekend. Apparently, they overbooked their king rooms, so we were notified one day before we arrived that they changed our room. When we arrived there wasn't a manager on-site to speak with, the woman at the desk did not have any answers for us, which I get it, it ..."

Reviewed on 13 Jul 2026

Wingate by Wyndham Geneva at SPIRE Academy
Pete's Lakefront Motel

Pete's Lakefront Motel

2 out of 5
5225 Old Lake Rd Geneva OH
The price is £103 per night from 16 Jul to 17 Jul
£103
16 Jul - 17 Jul
includes taxes & fees
7.8/10 Good! (284 reviews)
"Great for solo travelers. Everything you actually need, and anything else you want is close by. Good location near the strip where the bars and reastaurants are. Pool was warm and clean. Had some issues and they helped resolve them as well as being quick to respond when I accidentally locked everything ..."

Reviewed on 14 Jul 2026

Pete's Lakefront Motel
See all 579 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.
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Stay near popular Windsor attractions

Windsor Mills Covered Bridge

10.0/10 (3 reviews)
This 1867 Town Lattice truss bridge spans Phelps Creek, surrounded by hardwoods and hemlocks. Drive across this National Historic landmark or photograph its stone abutments during autumn's vibrant display.
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Frequently asked questions

How much does a Windsor travel package cost?
Our Windsor travel packages, which begin at just £1,026, are an easy way to save big bucks. Handpick your favourite hotels, flights and rental car to create your perfect escape.
If I'm not able to travel, can I cancel my Windsor travel package?
Certainly, and we're here to help. You may be able to amend or cancel your Windsor travel package at no cost within 24 hours of booking. However, you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If life gets in the way of your holiday, look up our Customer Service Portal for more information.
How do I get a cheap travel package to Windsor?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we've got everything you need. Choose a combination that best suits you and watch your savings stack up. We know a travel package is never a one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 hotels around the globe, which lets you customize your Windsor holiday.
Does Expedia offer Book Now, Pay Later Windsor holidays?
We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan that works for you during the checkout process and take away the stress of budgeting for your next trip. Be sure to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all types of budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip in multiple transactions.
  • Low deposit holidays: When you want to grab an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Windsor?
There's so much to do in Windsor, so stay near its attractions and treat yourself to more time sightseeing. Windsor Mills Covered Bridge is one place to add to your to-do list.
What are the top hotels in Windsor?
Get your trip off to a good start by reserving a room at Americas Best Value Inn Austinburg. It's one of most sought-after hotels in Windsor. Another leading option is Motel 6 Geneva, OH.
How far in advance should I book my Windsor holiday?
Browse Expedia to compare airfares as early as possible. You can usually purchase a ticket up to a year in advance. If you can't see your preferred air carrier, or you have to book last minute, don't despair. Low prices to Windsor sometimes appear within weeks of the date of departure.
What does an Expedia Windsor travel package include?
Hotels, flights and a reliable car for all your fun road trip adventures. Simply choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on a few tours and experiences and watch your savings stack up. When it comes to organising your Windsor getaway, you're the one in control!
What should I know before booking a Windsor travel package?
So many places to travel to, so many things to see and do. With a package, you can check more of them off your list. Bundle your hotels, rental cars and flights and score big savings.
Can I choose my airline with a Windsor Expedia travel package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Just choose the carrier you want and craft the perfect Windsor trip.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.