Deals on vacations and trips to Windsor

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Windsor flight + hotel vacation packages

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

OYO Hotel Williamston

2 out of 5
Price was $370, price is now $323 per person
$323
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Greenville (PGV)
This motel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning.
Washington Motel By Hotel O

Washington Motel By Hotel O

2.5 out of 5
Price was $433, price is now $369 per person
$369
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Greenville (PGV)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Williamston Inn NC Near Greenville US 64

Williamston Inn NC Near Greenville US 64

2 out of 5
Price was $416, price is now $358 per person
$358
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Greenville (PGV)
A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. Laundry facilities are provided for your convenience.
Mayfair Inn

Mayfair Inn

2 out of 5
Price was $362, price is now $327 per person
$327
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Greenville (PGV)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Microtel Inn & Suites by Wyndham Greenville/University Medic

Microtel Inn & Suites by Wyndham Greenville/University Medic

2 out of 5
Price was $404, price is now $366 per person
$366
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Greenville (PGV)
A 24-hour gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A coffee shop and a safe deposit box are also provided.

Top Windsor hotels deals

"Country Farm House"

"Country Farm House"

Windsor NC
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, The Inn

Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, The Inn

Merry Hill NC
$545 nightly
The price is $612 total per night
$612 total
Aug 23 - Aug 24
Total with taxes and fees
This vacation home features a gym and a hot tub. Barbecue grills are provided for your convenience.
Pool
Hot Tub
A remote getaway ... Enjoy nature, have fun and embrace relaxation!

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

windsor NC
Get rates
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Luxury 3 Bedroom House, Arnold Palmer Occano Coastal Club, Villa 122

Luxury 3 Bedroom House, Arnold Palmer Occano Coastal Club, Villa 122

Windsor NC
$386 nightly
The price is $433 total per night
$433 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this golf vacation home in Windsor. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Edenton Bell Battery Cannon and Chowan Arts Council are located nearby.
Pool
Kitchen
1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Sutton Room at The Inn

1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Sutton Room at The Inn

Merry Hill NC
$203 nightly
The price is $228 total per night
$228 total
Aug 3 - Aug 4
Total with taxes and fees
This vacation home features barbecue grills.
Pool
Kitchen
Quality Inn Williamston

Quality Inn Williamston

2.5 out of 5
102 East Boulevard Williamston NC
Free Cancellation
$76 nightly
The price is $86 total per night
$86 total
Jul 26 - Jul 27
Total with taxes and fees
A gym is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A safe deposit box is provided and the front desk is staffed around-the-clock.
Breakfast included
Pet friendly
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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.

Stay near popular Windsor attractions

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.
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Frequently asked questions

How much are vacation packages to Windsor?
You might be surprised — you can unwind in Windsor for as little as $323. Here at Travelocity, we save you time and money with our vacation packages. With hotels, flights and tours all ready to go at our one-stop shop, why wait any longer?
Where can I get the best vacation package deals for Windsor?
Book your dream vacation with Travelocity. With access to 400 air carriers and at least 1,000,000 properties across the globe, finding the best Windsor package deal couldn't be simpler.
Why should I purchase my Windsor vacation bundle with Travelocity?
From enchanting destinations to fun experiences, we have everything you need to satisfy your wanderlust. Our 24/7 customer care will also make sure you're being well taken care of while you're on your trip. And don't fret if you find a better price on your reservation, we'll match it. That's our Price Match Guarantee.
Will I save money on my Windsor car rental if I bundle it with a hotel or flight?
Combining your hotel, flight and car into a Windsor vacation package is the easiest way to land the best prices. Plus, having your own set of wheels gives you the freedom to make your way to all those landmarks you're itching to check out. Sitting 85 mi away from Windsor, Busch Gardens Williamsburg is one attraction that should feature on your itinerary. Fill up the tank and make a day trip of it.
What is the best time of year to go to Windsor?
Go on vacation in and you can spend more cash on fun experiences, rather than your hotel. This is the least expensive month to book a stay. Prices are highest in , so avoid traveling during this time if you're on a tight budget. March, April and May is the busiest period in Windsor. You'll need to book well in advance and be prepared to pay more. November, December and January are the quietest months to visit.
Which airport is best for Windsor?
Pitt-Greenville Airport (PGV), the major terminal in Windsor, is where you'll come in to land. It's 35 mi southwest of the downtown area.
What is there to do in Windsor?
Historic Hope Plantation is one of the memorable sights that make Windsor such a great place to visit. But leave some extra time to discover its lesser-known attractions too. This is often where the best vacation memories are created.
Where should I stay when visiting Windsor?
The Country Farm House is the top choice of many visitors. Book as soon as possible to avoid missing out.

Photos of local treasures

Browse Windsor vacation photos for more inspiration

An aerial view of a university campus with multiple buildings, roads, and surrounding greenery.
A grassy shoreline with a clear view of the water and distant trees.
A sunset over a calm lake with a gazebo on the shore.