Deals on vacations and trips to Windsor

Save when you book Windsor package deals

Choose two or more items and save on your trip:

Windsor flight + hotel vacation packages

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

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was $840, price is now $505 per person
$505
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A 24-hour gym, valet parking, and concierge services are featured at this hotel. Traveling on business? Take advantage of the 5 conference rooms, express check-out, and laundry service. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Casa De Miliki

Casa De Miliki

3 out of 5
South Philadelphia
Price was $7,090, price is now $3,932 per person
$3,932
per person
Dec 14 - Dec 18
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
This guesthouse includes free WiFi in public areas and laundry facilities.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was $1,654, price is now $922 per person
$922
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A library, a computer station, and dry cleaning are also on offer.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,585, price is now $907 per person
$907
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. A snack bar/deli, dry cleaning, and luggage storage are also on offer.
Cozy Home near City Center with Hot tub

Cozy Home near City Center with Hot tub

3 out of 5
South Philadelphia
Price was $6,951, price is now $4,104 per person
$4,104
per person
Dec 14 - Dec 18
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
This vacation home includes free WiFi in public areas and laundry facilities.

Top Windsor hotels deals

MHO Hotel Bordentown

MHO Hotel Bordentown

2 out of 5
187 US 130 and 206 Bordentown NJ
Free Cancellation
Reserve now, pay when you stay
$61 nightly
The price is $69 total per night
$69 total
Dec 1 - Dec 2
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A computer station is also provided.
Parking included
Free WiFi
The Heldrich Hotel

The Heldrich Hotel

4 out of 5
10 Livingston Avenue New Brunswick NJ
Free Cancellation
Reserve now, pay when you stay
$132 nightly
The price is $150 total per night
$150 total
Nov 10 - Nov 11
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this Art Deco hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and wedding services.
Pool
Spa
Hyatt Regency Princeton

Hyatt Regency Princeton

4 out of 5
102 Carnegie Ctr Princeton NJ
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $159 total per night
$159 total
Nov 5 - Nov 6
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included
Hyatt House Monroe / Cranbury / South Brunswick

Hyatt House Monroe / Cranbury / South Brunswick

2.5 out of 5
105 Interchange Plaza Monroe Township NJ
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $116 total per night
$116 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pool
Breakfast included
Hyatt Regency New Brunswick

Hyatt Regency New Brunswick

3.5 out of 5
2 Albany St New Brunswick NJ
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $182 total per night
$182 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A free area shuttle is offered as well.
Free WiFi
Restaurant
Radisson Hotel Freehold

Radisson Hotel Freehold

3.5 out of 5
50 Gibson Pl Freehold NJ
Free Cancellation
$111 nightly
The price is $127 total per night
$127 total
Dec 3 - Dec 4
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Parking included
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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 are vacation packages to Windsor?
Starting from as low as $505, flight and hotel packages are an excellent way to make your vacation budget stretch further. Windsor, here you come!
Where can I get the best vacation package deals for Windsor?
For an amazing package deal to Windsor, you can't go past Travelocity. Take your pick of 400 partner airlines and 1,000,000 properties across the globe to create your dream escape — it's as easy as that.
Why should I book my Windsor vacation bundle with Travelocity?
Travel should be about making cherished memories and leaving all your stresses behind — which is why we provide you with a team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our impressive range of vacation packages. So what are you waiting for? There's no time like the present to secure the vacation of a lifetime.
Can I save money on my Windsor car rental if I bundle it with my hotel or flight?
Booking a Windsor vacation package with Travelocity is a surefire way to save you time and money. Combine a hotel, flight and car, or any combination of them, and enjoy great discounts. You could also throw in a few activities and experiences. After you've collected the keys to your rental car, venture out of the neighborhood and discover what this place has to offer. About 45 mi from Windsor, Times Square is well worth a road trip.

Photos of local treasures

Browse Windsor vacation photos for more inspiration

A couple standing in front of a detailed white temple facade with intricate carvings and statues.