Town of Chili Vacations & Trips from $253
Book a Hotel + Flight or Car together to unlock savings
Photo by My Walkabout
- 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
The Latest Town of Chili Vacation Packages
Price found within the past 48 hours. Click for updated prices.
RIT Inn & Conference Center
Price was $346, price is now $253 per person
$253
per person
Nov 14 - Nov 16
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to Rochester (ROC)
8.2/10 Very Good! (1,004 reviews)
Just needed for an overnight. Advertised shuttle but times not available
Reviewed on Aug 12, 2025
Hyatt Regency Rochester
Downtown Rochester
Price was $359, price is now $284 per person
$284
per person
Nov 14 - Nov 16
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to Rochester (ROC)
7.6/10 Good! (1,000 reviews)
As a loyal Hyatt member for over three years, I was extremely disappointed to learn that the shuttle service prioritizes flight crew over paying guests. This experience left me feeling undervalued and frustrated. I hope Hyatt reconsiders this policy to ensure all guests receive equal and fair treatment.
Reviewed on Aug 18, 2025
The Lake House on Canandaigua
Save 100% on your flight
Price was $547, price is now $444 per person
$444
per person
Nov 14 - Nov 16
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to Rochester (ROC)
9.4/10 Exceptional! (355 reviews)
Could not have been more beautifully landscaped with an abundance of gorgeous flowers snd bushes..The inside was tastefully decorated, comfortable furnishings, and beautiful views of the Lake...
Reviewed on Aug 14, 2025
Holiday Inn Express & Suites Rochester Webster by IHG
Price was $512, price is now $418 per person
$418
per person
Oct 20 - Oct 25
found 19 hours ago
Roundtrip flight included
New York (NYC) to Rochester (ROC)
9.2/10 Wonderful! (1,001 reviews)
All of the staff was very friendly and helpful. Perfect hotel for our family.
Reviewed on Aug 16, 2025
Red Roof Inn Rochester – Airport
Price was $380, price is now $316 per person
$316
per person
Oct 20 - Oct 25
found 19 hours ago
Roundtrip flight included
New York (NYC) to Rochester (ROC)
5.2/10 (1,004 reviews)
Close to ROC airport is good; I walked to hotel in pm after turning in the rental car; 15 min. walk each way!
Reviewed on Aug 9, 2025
Town of Chili Hotel Deals
Baymont by Wyndham Henrietta/Rochester
905 Lehigh Station Road, Henrietta, NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Aug 20 to Aug 21
$102 total
Aug 20 - Aug 21
Total includes taxes and fees
6.4/10 (385 reviews)
"Good for the price, staff was nice and not a trashy place. Solid hotel."
Reviewed on Aug 18, 2025
Woodcliff Hotel and Spa
199 Woodcliff Dr, Fairport, NY
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $220 total per night from Sep 1 to Sep 2
$220 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,003 reviews)
"Great place to stay"
Reviewed on Aug 13, 2025
Super 8 by Wyndham Henrietta/Rochester Area
1000 Lehigh Station Rd, Henrietta, NY
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $96 total per night from Aug 26 to Aug 27
$96 total
Aug 26 - Aug 27
Total includes taxes and fees
6.6/10 (1,004 reviews)
"Nice decor. Clean rooms. Feels pleasant. Breakfast room needs constant cleaning. Eggs were not served. Included them. Ac was noisy. Check them often."
Reviewed on Aug 16, 2025
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.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Town of Chili
- Vacations and getaways similar to Town of Chili
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.