Deals on vacations and trips to Middlesex

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

Hyatt Regency Rochester

3.5 out of 5
Downtown Rochester
Price was $607, price is now $470 per person
$470
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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 and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.
RIT Inn & Conference Center

RIT Inn & Conference Center

3.5 out of 5
Price was $634, price is now $499 per person
$499
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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.
Inn on Broadway

Inn on Broadway

3.5 out of 5
Downtown Rochester
Price was $823, price is now $691 per person
$691
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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. Free self parking, a library, and luggage storage are also offered.
Hotel on Monroe, BW Signature Collection

Hotel on Monroe, BW Signature Collection

2.5 out of 5
Brighton
Price was $593, price is now $521 per person
$521
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rochester (ROC)
This hotel features a coffee shop, a virtual front desk, and free self parking. WiFi in public areas is free. A snack bar/deli is also provided.
Woodcliff Hotel and Spa

Woodcliff Hotel and Spa

4 out of 5
Price was $616, price is now $542 per person
$542
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rochester (ROC)
This smoke-free hotel features a golf course, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 10 conference rooms, free WiFi in public areas, and express check-out. Enjoy the indoor pool and perks like free self parking.

Top Middlesex hotels deals

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
$125 nightly
The price is $142 total per night
$142 total
Sep 7 - Sep 8
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
The Lake House on Canandaigua

The Lake House on Canandaigua

4.5 out of 5
770 South Main Street Canandaigua NY
Free Cancellation
Reserve now, pay when you stay
$336 nightly
The price is $381 total per night
$381 total
Sep 23 - Sep 24
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
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
$93 nightly
The price is $104 total per night
$104 total
Aug 30 - Aug 31
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
Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva

2 out of 5
550 Hamilton St Geneva NY
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $126 total per night
$126 total
Aug 30 - Aug 31
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
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
$184 nightly
The price is $208 total per night
$208 total
Sep 1 - Sep 2
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 Farmington

Microtel Inn & Suites by Wyndham Farmington

2.5 out of 5
1299 NYS Route 332 Farmington NY
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $99 total per night
$99 total
Sep 7 - Sep 8
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.
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.

Stay near popular Middlesex attractions

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.
See properties

Frequently asked questions

How much are vacation packages to Middlesex?
With offers starting from as little as $470, 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

A waterfall cascading through a narrow rock formation surrounded by greenery.