Deals on vacations and trips to Middlesex
Save when you book Middlesex package deals
Middlesex flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
RIT Inn & Conference Center
Save 100% on your flight
Price was $575, price is now $383 per person
$383
per person
Feb 13 - Feb 17
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (ROC)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the seasonal outdoor pool and perks like free self parking and a free area shuttle.
DoubleTree by Hilton Rochester
Price was $537, price is now $392 per person
$392
per person
Feb 13 - Feb 17
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (ROC)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 7 conference rooms, free WiFi in public areas, and express check-out. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.
Hyatt Regency Rochester
Downtown Rochester
Price was $586, price is now $439 per person
$439
per person
Feb 13 - Feb 17
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (ROC)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.
School 31 Lofts at Colors Studios
Downtown Rochester
Save 100% on your flight
Price was $824, price is now $636 per person
$636
per person
Feb 13 - Feb 17
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (ROC)
A sauna, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Express check-in, express check-out, and dry cleaning are also on offer.
The Strathallan Rochester Hotel & Spa - DoubleTree by Hilton
Downtown Rochester
Price was $640, price is now $508 per person
$508
per person
Feb 13 - Feb 17
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (ROC)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this Art Deco hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.
Top Middlesex hotels deals
The Lake House on Canandaigua
770 South Main Street Canandaigua NY
Free Cancellation
Reserve now, pay when you stay
$270 nightly
The price is $307 total per night
$307 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the 24-hour gym and perks like free self parking and a free beach shuttle.
Hotel Canandaigua, Tapestry Collection by Hilton
205 Lakeshore Drive Canandaigua NY
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $157 total per night
$157 total
Dec 29 - Dec 30
Total with taxes and fees
The hotel's outdoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Enjoy the hot tub and perks like free WiFi. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
Microtel Inn & Suites by Wyndham Farmington
1299 NYS Route 332 Farmington NY
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $93 total per night
$93 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and a picnic area are also provided.
Plum Point Lodge
3482 Plum Point Rd. South Himrod NY
A restaurant and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and express check-out are also on offer.
41 Lakefront Hotel, Trademark Collection By Wyndham
41 Lake Front Blvd Geneva NY
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $118 total per night
$118 total
Jan 1 - Jan 2, 2026
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.
Best Western Plus The Hammondsport Hotel
8440 State Route 54 Hammondsport NY
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $110 total per night
$110 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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.
Popular places to visit
Clarks Gully
Commune with nature and explore the great outdoors at Clarks Gully during your travels in Middlesex. Stroll along this relaxing area's lakeside, or simply enjoy its wineries.
Frequently asked questions
Photos of local treasures
Browse Middlesex vacation photos for more inspiration
