Windsor Vacations from $448

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Your Windsor Vacation

The adventure-filled city of Windsor is calling. Discover its highlights and hidden gems with a Windsor vacation package that's tailored to you. If some sightseeing is on your list of things to do during your trip to Windsor, swing by well-known attractions like Aiken State Park. Whoever you're escaping with and whatever you plan to spend, your ultimate Windsor vacation is just a few clicks away with Expedia.

The Latest Windsor vacation packages

Price found within the past 48 hours. Click for updated prices.
Towneplace Suites by Marriott Aiken Whiskey Road

Towneplace Suites by Marriott Aiken Whiskey Road

3 out of 5
Price was $523, price is now $448 per person
$448
per person
Oct 30 - Nov 2
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AGS)
8.4/10 Very Good! (474 reviews)
Poor lighting and security. Parking in the back of the building

Reviewed on Aug 22, 2025

Fairfield Inn & Suites by Marriott Aiken

Fairfield Inn & Suites by Marriott Aiken

2.5 out of 5
Price was $531, price is now $453 per person
$453
per person
Oct 30 - Nov 2
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AGS)
8.6/10 Excellent! (636 reviews)
Very convenient and well kept.

Reviewed on Aug 17, 2025

Burrell and Flynn's Farm

Burrell and Flynn's Farm

4 out of 5
Price was $780, price is now $672 per person
$672
per person
Oct 30 - Nov 2
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AGS)
10/10 Exceptional! (2 reviews)
We had such a wonderful stay at this exquisitely done bed and breakfast run by Beth and her adorable little sidekick Georgia Bean. Beth was an amazing host and wonderful to talk with. There was no detail unthought of, champagne upon arrival, charcuterie and wine from 4-6 and then an amazing breakfast all included. We were her 10th guests after opening and can’t wait to return, our only regret was we didn’t have enough time to enjoy the inn and property. She also has an adorable store with great gifts , a beautiful pool, back yard, deck patio, and exercise room. 10/10 we highly recommend staying at the Burrell and Flynn’s Farm….. not to forget the most amazing chocolate sea salt brownie we had in our “thank you for choosing us” goodie bag as a departing gift.

Reviewed on May 5, 2025

Holiday Inn Augusta West I-20 by IHG

Holiday Inn Augusta West I-20 by IHG

3 out of 5
Price was $553, price is now $477 per person
$477
per person
Oct 30 - Nov 2
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AGS)
8.6/10 Excellent! (1,000 reviews)
We were just there overnight, but everything was very clean and efficient. Staff at check-in and check-out were friendly and efficient. Included breakfast and service was also very good - we were asked a couple of times by different people if we needed anything.

Reviewed on Aug 24, 2025

Beautiful 3BR Townhouse

Beautiful 3BR Townhouse

3 out of 5
Price was $703, price is now $609 per person
$609
per person
Oct 30 - Nov 2
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AGS)
9.4/10 Exceptional! (12 reviews)
Clean, quiet and pleasant. A great location for a private weekend away.

Reviewed on Jul 14, 2025

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Windsor Hotel Deals

Holiday Inn Express & Suites Aiken by IHG

Holiday Inn Express & Suites Aiken by IHG

2.5 out of 5
2897 Whiskey Road, Aiken, SC
Fully refundable
$119 nightly
The price is $133 total per night from Aug 31 to Sep 1
$133 total
Aug 31 - Sep 1
Total with taxes and fees
9.2/10 Wonderful! (570 reviews)
"Small improvements- magnifying mirror in rooms, sanitizing wipes for equipment in fitness room"

Reviewed on Aug 21, 2025

Holiday Inn Express & Suites Aiken by IHG
Clarion Inn & Suites Aiken South

Clarion Inn & Suites Aiken South

2.5 out of 5
155 Colony Pkwy, Aiken, SC
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Aug 31 to Sep 1
$90 total
Aug 31 - Sep 1
Total with taxes and fees
6.6/10 (511 reviews)
"A nice stay .. would recommend"

Reviewed on Aug 13, 2025

Clarion Inn & Suites Aiken South
Quality Inn & Suites Aiken East

Quality Inn & Suites Aiken East

2.5 out of 5
3608 Richland Ave W, Aiken, SC
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Sep 14 to Sep 15
$89 total
Sep 14 - Sep 15
Total with taxes and fees
6.4/10 (305 reviews)
"In dire need of proper facility maintenance. Many things broken or in poor repair, worn, dirty. Floors were filthy. I’m surprised corporate hasn’t shut this location down. Staff was pleasant."

Reviewed on Jul 31, 2025

Quality Inn & Suites Aiken East
See all 309 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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Frequently asked questions

How much does a Windsor vacation package cost?
You'll find cheap prices from $448 on Expedia for your Windsor getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Windsor costs.
What are the cheapest months to go to Windsor?
You're likely to find lower prices and greater availability in October, November and December. Take a look at our cheap Windsor vacation packages and you could score some excellent off-season deals.
How many days is enough for Windsor?
The ideal duration for your Windsor vacation depends on what you'd like to see. Typically, a few days to a week will give you time to tick off all the major attractions and explore some hidden treasures along the way.
How to find the best Windsor package deals?
Finding a cheap Windsor package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Windsor package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Windsor vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Windsor vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Windsor?
If you have your Windsor vacation dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Windsor vacation packages?
If you're like us, you love exploring new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Windsor trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.