Cheap Vacations in Windsor

Choose two or more items and save on your trip:

3-night Windsor vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Oakland-Airport, an IHG Hotel
SENZA Hotel
RiverPointe Napa Valley Resort
Stanly Ranch, Auberge Resorts Collection
The Estate Yountville
Cottage Grove Inn
Hampton Inn Oakland Downtown-City Center
White House Napa Valley
Hotel Yountville
Lavender, A Four Sisters Inn
Maison Fleurie, A Four Sisters Inn
Brannan Cottage Inn

4-night Windsor vacations

Price found within the past 48 hours. Click for updated prices.
Sands Motel
Claremont Club & Spa - A Fairmont Hotel
Graduate by Hilton Berkeley
Aloft Dublin-Pleasanton
Hawthorn Suites by Wyndham Livermore Wine Country
HYATT house Pleasanton
Marriott San Ramon
La Quinta Inn by Wyndham Livermore
AC Hotel by Marriott Pleasanton
Larkspur Landing Extended Stay Suites Pleasanton
Fairfield by Marriott Livermore
Pleasanton Marriott

Where is Windsor?

Whether you're looking for cheap and chic accommodation, a bargain flight or affordable ways to amuse yourself in Windsor, we've got you covered! It's time to discover a few things about this unique vacation destination.

Where is Windsor?

It's a neighborhood of Sonoma County. You'll find it 7 miles east of the downtown area.

Cheap Things to do in Windsor

Ever heard the saying, "the best things in life are free"? Well, that's something we can certainly agree with (and we have a feeling you can too!) Here are several free things to do in or near Windsor:

  • Ask the friendly staff at the Healdsburg Museum about their most popular exhibits. It's the ideal place to exercise your brain or just take five in the quiet surroundings. And remember — it's free to enter.
  • Culture and art don't have to hurt your hip pocket! At the Healdsburg Center for the Arts you can choose from a selection of cheap or free events — why not have a look at the program and go with your favorite?
  • Sometimes the most memorable aspect of traveling is the unexpected moments along the way. Make tracks to Healdsburg Plaza and find out what's going on!
  • There's no need to be an avid green thumb to enjoy spending an afternoon with Mother Nature. The Laguna de Santa Rosa Foundation, the Occidental Arts and Ecology Center, Healdsburg Ridge Open Space Preserve and the Laguna de Santa Rosa are fantastic places to get some space from the noises of town.

Cheap Windsor Vacation Package Deals

Hate making compromises on quality just to save some dollars? Rest easy, CheapTickets can help. When you travel with us, you won't have to make do with the bare minimum or spend big bucks.

There are many who think traveling cheap means sacrificing choices, but with us it's the complete opposite. With 500 partner airlines and around 500,000 properties internationally, you'll have all the choice in the world. And if you combine your bookings on flights and hotels, you could save as much as $287.

Get sensational value for money with our Price Guarantee. If you've found your package for a better price within 48 hours of booking, we'll match it and return the difference.

Get CheapCash

Eager to save on your next CheapTickets hotel? With our rewards program, it's possible! All you've got to do is book your flights with us and you'll be rewarded with cash savings.

It's amazingly simple to log in or sign up for free and join CheapCash. Once you're up and running there'll be no stopping you! You'll earn savings on eligible bookings, not to mention the exciting bonus offers and perks that'll come your way.

Cheap Car Rentals in Windsor

If you're a bona fide cheapster, one thing you won't want to do is spend a fortune catching taxis around Windsor. So, why not inquire about car rentals instead? Not only is it economical, you'll also have endless freedom to check out all the interesting sights.

Many tourists collect a vehicle right next to the terminal at Santa Rosa, CA (STS-Sonoma County).Drop by Hertz and Sixt. You'll find them just a hop, skip and a jump away.You could also take a look at Enterprise and Budget.

Cheap Hotels in Windsor

Now's the time to get your thrifty Windsor vacation started. You'll come across approximately 4 hotels close to the center, as well as the most competitive prices around on CheapTickets!

If you'd like to stay someplace close, browse the services and amenities at the Holiday Inn Windsor Wine Country and the Holiday Inn Express® Windsor Sonoma Wine Country.

Flight deals to Windsor

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Windsor vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.