Windsor Vacation Packages

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Your Windsor Vacation

With a vacation package to Windsor, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before departing, so you can make the most of your time discovering this awesome city. During your trip to Windsor, set aside some time for sightseeing. One of the best places to start exploring is Historic Hope Plantation. Check out Expedia's extensive range of travel options and start planning your dream vacation to Windsor today.

Top Windsor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Affordable Suites

Affordable Suites

2 out of 5
per person
Jul. 12 - Jul. 16
found 17 hours ago
Roundtrip flight included
Detroit (DTW) to Greenville (PGV)
8.6/10 Excellent! (393 reviews)
I loved the whole room setup

Reviewed on May 12, 2024

Microtel Inn & Suites by Wyndham Greenville/University Medic

Microtel Inn & Suites by Wyndham Greenville/University Medic

2 out of 5
per person
Jul. 12 - Jul. 16
found 17 hours ago
Roundtrip flight included
Detroit (DTW) to Greenville (PGV)
7.2/10 Good! (1,007 reviews)
I feel like for the price i paid for the room it should of at least had a refrigerator and microwave. I have always enjoyed staying at microtell inns but this one didnt live up to the others i have stayed in in the past.

Reviewed on May 25, 2024

Windsor Hotel Deals

Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
Windsor
10/10 Exceptional! (11 reviews)
Great Location
"Our son was participating in the NC High School Bassmaster tournament. Location was perfect and the house was just what we needed. The hosts were very kind and generous. We will hopefully be able to make a trip back in the future! Think we have a new fishing spot lol."

Reviewed on May 20, 2024

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Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
"Country Farm House"
"Country Farm House"
Windsor
9.8/10 Exceptional! (16 reviews)
"The place was neat and clean. It was very comfortable and felt like home.I highly recommend this place."

Reviewed on Aug. 19, 2023

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"Country Farm House"
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
windsor
10/10 Exceptional! (7 reviews)
Hunting Trip
"Legacy Lodge was the perfect getaway for a short hunting trip."

Reviewed on Oct. 20, 2023

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A remote getaway ... Enjoy nature, have fun and embrace relaxation!
See all 111 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Windsor vacation package cost?
Starting from as low as CA $340, you can create your own Windsor vacation package. Simply bundle flights, hotels and car rentals and we’ll reward you with discounts.
How do I get a cheap travel package to Windsor?
Browse and lock in everything all in one place with our Windsor vacation packages. You’ll find bargains on flights, hotels, tours and more that’ll keep your hip pocket happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 hotel options globally to select from, you’ll have the flexibility to mix and match your own way.
Where should I stay in Windsor?
A getaway in Windsor isn’t complete without a visit to Historic Hope Plantation. Why not stay close to this fantastic tourist attraction?
How far in advance should I book my Windsor vacation?
It depends on the airline, but you can normally look up international fares on Expedia nearly a year in advance. While it’s generally a good idea to book ahead of time, lucky travelers will occasionally score a cheaper seat just weeks prior to departure dates.
What does an Expedia Windsor travel package include?
It all boils down to what kind of trip you’re planning. Windsor vacation deals can include flights, car rentals and hotels. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you’ve booked to score even bigger discounts.
What should I know before booking a Windsor travel package?
When you book your flights, hotels and car rentals together, you’ll pick up great discounts. Whether you’re planning a wilderness getaway in a cabin or prefer to stay in an upscale city hotel, Expedia can make it happen for less.
Can I choose my airline with a Windsor Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to choose from around the globe. With such a huge range of choice, finding the right carrier to fly you to Windsor shouldn’t be hard.
If I'm not able to travel, can I cancel my Windsor vacation package?
You sure can, and we’ll help you every step of the way. You may be able to amend or cancel your Windsor vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your travel plans unexpectedly change, take a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Windsor

Image for Historic Hope Plantation

Historic Hope Plantation

You can learn about the history of Windsor with a visit to Historic Hope Plantation. Make some time to visit the monuments while you're in the area.

Historic Hope Plantation
Image for Vidant Bertie Hospital

Vidant Bertie Hospital

Though Vidant Bertie Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Windsor while you are here.

Vidant Bertie Hospital

Other vacations you might like

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