Windsor Hills Holidays

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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

Top hotels in Windsor Hills

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 €61 per night from 21 Oct to 22 Oct
€61
21 Oct - 22 Oct
includes taxes & fees
7.2/10 Good! (219 reviews)
"Breakfast was great - good choices and food was fresh and good and plentiful. Area was clean and well organized. Staff was especially friendly and helpful. Laurie who checked me out was extremely nice and efficient"

Reviewed on 10 Oct 2025

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 €170 per night from 19 Oct to 20 Oct
€170
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (1,251 reviews)
"Very nicely renovated hotel downtown Roanoke VA 2 min walk to train station."

Reviewed on 10 Oct 2025

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 €91 per night from 3 Nov to 4 Nov
€91
3 Nov - 4 Nov
includes taxes & fees
9/10 Wonderful! (1,939 reviews)
"The room was nice and clean. The staff were all friendly and very helpful. I have stayed here a few times and never had any problems."

Reviewed on 10 Oct 2025

Country Inn & Suites by Radisson, Roanoke, VA
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.