Deals on vacations and trips to Middlesex

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Middlesex flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Rochester

Hyatt Regency Rochester

3.5 out of 5
Downtown Rochester
Save 100% on your flight
Price was $771, price is now $554 per person
$554
per person
May 8 - May 12
found 2 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.
Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $1,441, price is now $960 per person
$960
per person
May 19 - May 26
found 14 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (ROC)
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.
The Strathallan Rochester Hotel & Spa - DoubleTree by Hilton

The Strathallan Rochester Hotel & Spa - DoubleTree by Hilton

4 out of 5
Downtown Rochester
Price was $899, price is now $739 per person
$739
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Junius Pond

Junius Pond

3 out of 5
Price was $800, price is now $662 per person
$662
per person
May 19 - May 26
found 14 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (ROC)
This cottage features a garden, laundry facilities, and free self parking. Dry cleaning, luggage storage, and barbecue grills are also on offer.
Inn on Broadway

Inn on Broadway

3.5 out of 5
Downtown Rochester
Price was $900, price is now $746 per person
$746
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Rochester (ROC)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Guests will appreciate freebies like continental breakfast and free self parking.

Top Middlesex hotels deals

The Lake House on Canandaigua

The Lake House on Canandaigua

4.5 out of 5
770 South Main Street Canandaigua NY
$309 nightly
The price is $351 total per night
$351 total
Apr 16 - Apr 17
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.
Pool
Hot Tub
41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

3 out of 5
41 Lake Front Blvd Geneva NY
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $101 total per night
$101 total
Apr 28 - Apr 29
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
Pet friendly
Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

3 out of 5
124 Elm St Penn Yan NY
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $80 total per night
$80 total
Apr 22 - Apr 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG

2.5 out of 5
330 Eastern Blvd. Canandaigua NY
Free Cancellation
$93 nightly
The price is $103 total per night
$103 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton

3.5 out of 5
205 Lakeshore Drive Canandaigua NY
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $195 total per night
$195 total
Apr 14 - Apr 15
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.
Pool
Hot Tub
Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva

2 out of 5
550 Hamilton St Geneva NY
$84 nightly
The price is $93 total per night
$93 total
Apr 22 - Apr 23
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 business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
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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.

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.

Clarks Gully

Frequently asked questions

How much are vacation packages to Middlesex?
With offers starting from as little as $554, hotel and flight packages are a great way to stretch your vacation budget even further. Watch out Middlesex — here you come!
Where can I get the best vacation package deals for Middlesex?
It's simple — browse Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, it's a piece of cake to craft a Middlesex package deal that suits your travel style.
Why should I book my Middlesex vacation package via Travelocity?
We offer round-the-clock support, top-notch service and a Price Match Guarantee. Life is all about the journey — and we have exciting destinations for you to journey to all across the globe. Explore with us and your bank balance will thank you for it.
Will I save money on my Middlesex car rental if I bundle it with a hotel or flight?
Combining your car, flight and hotel into a Middlesex vacation package is an excellent way to score better prices. Plus, having your own car rental gives you freedom to make your way to all those landmarks you're itching to see. Located 95 mi from Middlesex, Bridal Veil Falls is one place that should be on your to-do list. Turn up the tunes and make a day trip of it.
Which airport is best for Middlesex?
Greater Rochester Intl. Airport (ROC) is a major hub. You'll find it approximately 35 mi northwest of Middlesex. Your other options are Tompkins Regional Airport (ITH) (45 mi away from central Middlesex) and Elmira - Corning Regional Airport (ELM) (40 mi away from central Middlesex).
Where should I stay when visiting Middlesex?
If you're after somewhere to spend your nights, have a look at the Charming Canandaigua Lakeside Cottage. It's the top pick for many visitors.

Photos of local treasures

Browse Middlesex vacation photos for more inspiration

Middlesex