Title: Windsor Vacation Packages 2026 from $359 | Expedia.com

[Windsor Travel Guide](https://expedia.com/Windsor.dx3000451095)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d3000451095.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d3000451095.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d3000451095.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d3000451095.Car-Rental-Guide)

![](https://images.trvl-media.com/place/3000451095/a89e82b6-b81b-46f3-a045-a0e584b40141.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Windsor Vacations from $359

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## 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](https://www.expedia.com/Historic-Hope-Plantation-Windsor.d553248621532661344.Vacation-Attraction). Check out Expedia's extensive range of travel options and start planning your dream vacation to Windsor today.

## The Latest Windsor vacation packages

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

![Washington Motel By OYO](https://images.trvl-media.com/lodging/104000000/103670000/103661000/103660907/w2554h1920x163y0-342860c7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Washington Motel By OYO

$359

per person

May 30 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Greenville (PGV)

4/10 (16 reviews)

![Little Inn on Main](https://images.trvl-media.com/lodging/92000000/91200000/91195700/91195670/26b8cb2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Little Inn on Main

$495

per person

May 30 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Greenville (PGV)

9.6/10 Exceptional! (78 reviews)

Parking is right behind the building, very easy to get to the rooms. Cozy little building in the heart of the old town. Walking distance to restaurants, river walk. Definitely will be staying there again

Reviewed on Mar 16, 2026

![Hilton Greenville](https://images.trvl-media.com/lodging/1000000/10000/1600/1575/39cdf1d9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Greenville

Convention District

$757

per person

May 9 - May 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Greenville (PGV)

8.8/10 Excellent! (542 reviews)

Lovely place to stay

Reviewed on Mar 9, 2026

![Staybridge Suites Greenville Medical Center by IHG](https://images.trvl-media.com/lodging/105000000/104470000/104466400/104466390/9a769a39_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Staybridge Suites Greenville Medical Center by IHG

$490

per person

May 30 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Greenville (PGV)

9.4/10 Exceptional! (295 reviews)

Trash bins in the room were not ready for use; missing trash bags. Cooking utensils were missing in the kitchen.

Reviewed on Mar 22, 2026

![Holiday Inn Greenville by IHG](https://images.trvl-media.com/lodging/1000000/20000/12900/12870/8d14df71_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holiday Inn Greenville by IHG

Convention District

$474

per person

May 30 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Greenville (PGV)

8.8/10 Excellent! (1,002 reviews)

Clean comfortable room Small but adequate gym. Ease of check in and check out.

Reviewed on Mar 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Windsor

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-28/2026-05-05/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGV&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

### Discover the most popular places to visit in Windsor

#### 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. 

[](https://expedia.com/Historic-Hope-Plantation-Windsor.d553248621532661344.Vacation-Attraction)

## Windsor Hotel Deals

!["Country Farm House" ](https://images.trvl-media.com/lodging/72000000/71950000/71948100/71948081/9b6bc67c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

"Country Farm House" 

 Windsor NC

[Get rates](https://expedia.com/Hotel-Search?startDate=4%2F11%2F2026&endDate=4%2F12%2F2026&selected=71948081&PinnedHotelID=71948081&HadPinnedHotel=true&regionId=3000451095)

[](https://expedia.com/Hotel-Search?startDate=4%2F11%2F2026&endDate=4%2F12%2F2026&selected=71948081&PinnedHotelID=71948081&HadPinnedHotel=true&regionId=3000451095)

![Hampton Inn Edenton](https://images.trvl-media.com/lodging/1000000/450000/448300/448259/8cf84ec6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hampton Inn Edenton

115 Hampton Dr Edenton NC

Fully refundableReserve now, pay when you stay

$155 nightly

$173 total

Apr 5 - Apr 6

Total with taxes and fees

8.6/10 Excellent! (698 reviews)

yes and yes

Reviewed on Mar 14, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=448259&PinnedHotelID=448259&HadPinnedHotel=true&regionId=3000451095)

![Quality Inn Williamston](https://images.trvl-media.com/lodging/1000000/30000/26600/26594/482840c8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Quality Inn Williamston

102 East Boulevard Williamston NC

Fully refundableReserve now, pay when you stay

$80 nightly

$90 total

Mar 29 - Mar 30

Total with taxes and fees

8/10 Very Good! (504 reviews)

My family always stay here ever year when we go down for our famiky reunion we booked 5 rooms and i had my dog this time the lady Cindy was so rude to me i told her I would not keep my dog there i just wanted to put my bags in the room i said i would keep dog in bag in front of room door she told ...

Reviewed on Mar 25, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=26594&PinnedHotelID=26594&HadPinnedHotel=true&regionId=3000451095)

[See all 149 properties in Windsor](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&regionId=3000451095)

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.

## Find the Best Windsor Vacation Packages

## Windsor Essential Information

| Language   | English     |
| ---------- | ----------- |
| Currency   | U.S dollars |
| Population | 3,800       |

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## Frequently asked questions

### How much does a Windsor vacation package cost?

### What are the cheapest months to go to Windsor?

### How many days is enough for Windsor?

### How to find the best Windsor package deals?

### Is it cheaper to book a Windsor vacation as a package?

### When to book a vacation package to Windsor?

### Does Expedia offer Book Now, Pay Later Windsor vacation packages?

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

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