Town of Chili Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by My Walkabout
    deals illustration

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Top Town of Chili Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Rochester

DoubleTree by Hilton Rochester

4 out of 5
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rochester (ROC)
8/10 Very Good! (1,005 reviews)
Beautiful lobby. Clean, and perfect location for downtown Rochester.

Reviewed on Jul. 13, 2025

RIT Inn & Conference Center

RIT Inn & Conference Center

3.5 out of 5
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rochester (ROC)
8.2/10 Very Good! (1,005 reviews)
Very nice property. Recently renovated. Didn’t like loud air conditioning system which made it difficult to hear TV where the volume was limited to hear over AC system.

Reviewed on Jul. 13, 2025

Woodcliff Hotel and Spa

Woodcliff Hotel and Spa

4 out of 5
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rochester (ROC)
8.4/10 Very Good! (1,000 reviews)
Very clean, friendly service, and quiet nights of sleep.

Reviewed on Jul. 14, 2025

The Strathallan Rochester Hotel & Spa - DoubleTree by Hilton

The Strathallan Rochester Hotel & Spa - DoubleTree by Hilton

4 out of 5
Downtown Rochester
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rochester (ROC)
8.8/10 Excellent! (820 reviews)
Lovely staff and amazing location

Reviewed on Jul. 10, 2025

Hyatt Regency Rochester

Hyatt Regency Rochester

3.5 out of 5
Downtown Rochester
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rochester (ROC)
7.6/10 Good! (1,000 reviews)
Hi Hyatt, All the staff we interacted with were very professional, helpful, and kind. We loved breakfast at Astor on Main . The coffee shop in the lobby was disappointing because it advertised bagels but didn't have these and weren't open on Sunday. We wish that overall the hotel could have been cleaner.

Reviewed on Jul. 14, 2025

Town of Chili Hotel Deals

Microtel Inn & Suites by Wyndham Chili/Rochester Airport

Microtel Inn & Suites by Wyndham Chili/Rochester Airport

2 out of 5
3258 Chili Ave, Rochester, NY
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Jul 27 to Jul 28
CA $162
CA $184 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"Good value"

Reviewed on Jul. 13, 2025

Microtel Inn & Suites by Wyndham Chili/Rochester Airport
Woodcliff Hotel and Spa

Woodcliff Hotel and Spa

4 out of 5
199 Woodcliff Dr, Fairport, NY
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Aug 14 to Aug 15
CA $233
CA $288 total
Aug 14 - Aug 15
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
"Very nice, great food in horizons restaurant, nice outdoor pool area"

Reviewed on Jul. 14, 2025

Woodcliff Hotel and Spa
Baymont by Wyndham Henrietta/Rochester

Baymont by Wyndham Henrietta/Rochester

2 out of 5
905 Lehigh Station Road, Henrietta, NY
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from Jul 16 to Jul 17
CA $93
CA $106 total
Jul 16 - Jul 17
includes taxes & fees
6.4/10 (311 reviews)
"."

Reviewed on Jul. 13, 2025

Baymont by Wyndham Henrietta/Rochester
See all 726 properties in Town of Chili
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 Town of Chili vacation package cost?
We make it easy for everyone to travel, with Town of Chili packages starting from as little as CA $1,002. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate getaway, why not add a few tours and experiences to your travel itinerary?
How do I get a cheap travel package to Town of Chili?
Bundling your hotel and flight with Expedia won't just save you time --- it'll save you cash too. A Town of Chili vacation package makes it a cinch to create the ideal trip. With more than 550 airlines around the world to pick from, finding flights that fit your schedule won't be an issue. In addition to that, we have over 1,000,000 hotel options globally to select from. Talk about choice! No matter who you are, Expedia brings the world within your reach.
Where should I stay in Town of Chili?
There's so much to see in Town of Chili, so spend your evenings near its top attractions and treat yourself to more time sightseeing. Roberts Wesleyan College is one place to add to your must-see list.
What are the top hotels in Town of Chili?
If it's comfort and convenience you're searching for, you can't go past Microtel Inn & Suites by Wyndham Chili/Rochester Airport. Spend your nights relaxing here and your days checking out Town of Chili's best attractions.
How far in advance should I book my Town of Chili vacation?
While prices change from time to time, we generally suggest booking your seats as early as possible. Many international fares can be found on Expedia up to a year in advance. If you're booking last minute, you might still get lucky. Low prices to Town of Chili sometimes occur in the weeks prior to departure.
What does an Expedia Town of Chili travel package include?
Select from any combination of hotels, flights and rental cars. Once you've made your booking, you can also add on activities and experiences. Want to pick your airfare class? That's also possible. The choice is yours when it comes to organizing your dream Town of Chili getaway.
What should I know before booking a Town of Chili travel package?
You can save big by combining your flights, hotels and rental cars. Once you've made your booking, you can add on things like sightseeing tours or experiences. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with a Town of Chili Expedia vacation package?
Yes --- that's one of the best things about an Expedia package. You're the boss! We have more than 550 airline partners throughout the world, so you have lots of choice when organizing your Town of Chili getaway.
If I'm not able to travel, can I cancel my Town of Chili vacation package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Booked your Town of Chili vacation package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may be charged a fee by your hotel, airline or car rental company. For more details, browse our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.