Windsor Hills Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Where to stay in Windsor Hills

Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Hills
An aerial view of a city with a prominent central building, surrounded by other structures and a mountainous backdrop.

Downtown Roanoke

3 out of top 10 points of interest in this area

While visiting Downtown Roanoke, you might make a stop by sights like Center in the Square and Virginia Museum of Transportation.

Find hotels in Downtown Roanoke

Windsor Hills Hotel Deals

Baymont by Wyndham Salem Roanoke Area

Baymont by Wyndham Salem Roanoke Area

2.5 out of 5
179 Sheraton Drive Salem VA
Fully refundableReserve now, pay when you stay
The price is SARĀ 252 per night from Jul 26 to Jul 27
SARĀ 252
SARĀ 286 total
26 Jul - 27 Jul
includes taxes & fees
Baymont by Wyndham Salem Roanoke Area
The Liberty Trust

The Liberty Trust

4 out of 5
101 S Jefferson St, Roanoke VA 24011 Roanoke VA
Fully refundableReserve now, pay when you stay
The price is SARĀ 578 per night from Jul 24 to Jul 25
SARĀ 578
SARĀ 655 total
24 Jul - 25 Jul
includes taxes & fees
The Liberty Trust
Country Inn & Suites by Radisson, Roanoke, VA

Country Inn & Suites by Radisson, Roanoke, VA

3 out of 5
7860 Plantation Rd Roanoke VA
Fully refundable
The price is SARĀ 364 per night from Aug 16 to Aug 17
SARĀ 364
SARĀ 409 total
16 Aug - 17 Aug
includes taxes & fees
9.2/10 Wonderful! (2,344 reviews)
"Great place."

Reviewed on 17 July 2026

Country Inn & Suites by Radisson, Roanoke, VA
See all 402 properties in Windsor Hills
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.

Frequently asked questions

How much does a Windsor Hills vacation package cost?
You can pick up a vacation package to this top destination on Expedia. However, how much your vacation to Windsor Hills costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Windsor Hills?
If you'd like to snag a cheap Windsor Hills vacation package, consider visiting in January, February and March. You'll generally find better prices on flights and accommodations during these months ā€” ideal for a budget-friendly getaway.
How to find the best Windsor Hills package deals?
Bagging a cheap Windsor Hills package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Windsor Hills package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Windsor Hills vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a tailored Windsor Hills vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Windsor Hills?
Enjoy fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Windsor Hills getaway.
How to plan a trip to Windsor Hills?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Windsor Hills.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and flights. Your accommodations will probably be the biggest expense during your trip to Windsor Hills.
  3. Decide how long to go for: Now that you're up to speed on Windsor Hills, you can work out the ideal length of your break. Put together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Windsor Hills vacation package that brings all your bookings together.