Windsor Hills Holidays

Book a Hotel + Flight or Car together to unlock savings

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
Roanoke showing interior views

Downtown Roanoke

3 out of top 10 points of interest in this area

If you're spending some time in Downtown Roanoke, Center in the Square and Taubman Museum of Art are top sights worth seeing.

Find hotels in Downtown Roanoke

Top hotels in Windsor Hills

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 4.747.680 ₫ per night from 19 Oct to 20 Oct
4.747.680 ₫
5.379.121 ₫ total
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (1,254 reviews)
"Nice"

Reviewed on 1 Oct 2025

The Liberty Trust
Baymont by Wyndham Salem Roanoke Area

Baymont by Wyndham Salem Roanoke Area

2.5 out of 5
179 Sheraton Drive, I-81 Exit 141, Salem, VA
Fully refundableReserve now, pay when you stay
The price is 1.636.631 ₫ per night from 8 Oct to 9 Oct
1.636.631 ₫
1.854.305 ₫ total
8 Oct - 9 Oct
includes taxes & fees
7.2/10 Good! (204 reviews)
"Not Applicable"

Reviewed on 29 Sept 2025

Baymont by Wyndham Salem Roanoke Area
Country Inn & Suites by Radisson, Roanoke, VA

Country Inn & Suites by Radisson, Roanoke, VA

3 out of 5
7860 Plantation Rd, Roanoke, VA
Fully refundableReserve now, pay when you stay
The price is 2.524.868 ₫ per night from 4 Nov to 5 Nov
2.524.868 ₫
2.835.427 ₫ total
4 Nov - 5 Nov
includes taxes & fees
9/10 Wonderful! (1,932 reviews)
"Rooms clean"

Reviewed on 30 Sept 2025

Country Inn & Suites by Radisson, Roanoke, VA
See all 372 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 holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Windsor Hills costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Windsor Hills?
January, February and March are the best times to look for cheap Windsor Hills holiday packages. Travelling in less busy months means you'll typically find reduced prices on hotels and flights.
How many days is enough for Windsor Hills?
With a well-organised schedule, you can easily hit the main Windsor Hills attractions in a few days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Windsor Hills holiday for longer.
How to find the best Windsor Hills package deals?
Use Expedia's handy filters to find some great Windsor Hills package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Windsor Hills package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Windsor Hills holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still have the flexibility to create a customised Windsor Hills holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Windsor Hills?
If you're planning a spontaneous Windsor Hills getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Windsor Hills?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Windsor Hills.
  2. Set a budget: Factor in costs such as flights, food and transportation when working out how much to put aside for your trip to Windsor Hills. Then, select a hotel that fits your budget, whether that's an economical stay or a more luxurious retreat.
  3. Decide how long to go for: Now that you're more familiar with Windsor Hills, you can figure out the perfect length of your holiday. Create a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Windsor Hills holiday package that brings all your bookings together.

Popular places to visit

Center in the Square

Center in the Square

Find out about the history of Roanoke when you take a trip to Center in the Square. Discover the area's mountain views and shops.

Center in the Square
Mill Mountain Star which includes outdoor art

Mill Mountain Star

Find out about the history of Roanoke when you take a trip to Mill Mountain Star. Attend a sporting event or discover the area's mountain views.

Mill Mountain Star
Virginia Museum of Transportation

Virginia Museum of Transportation

You can spend time browsing the exhibits at Virginia Museum of Transportation during your travels in Roanoke. Attend a sporting event or discover the area's mountain views.

Virginia Museum of Transportation