Middlesex Vacations

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Find the Best Middlesex Vacation Packages

Middlesex Hotel 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
Fully refundableReserve now, pay when you stay
The price is ₩175,332 per night from Sep 1 to Sep 2
₩175,332
₩199,001 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,013 reviews)
"The view over the lake"

Reviewed on Aug 9, 2025

41 Lakefront Hotel, Trademark Collection By Wyndham
The Lake House on Canandaigua

The Lake House on Canandaigua

4.5 out of 5
770 South Main Street, Canandaigua, NY
The price is ₩432,119 per night from Sep 4 to Sep 5
₩432,119
₩550,471 total
Sep 4 - Sep 5
includes taxes & fees
9.2/10 Wonderful! (361 reviews)
"Surprised there were so many children (5 and under). A bit loud and not as relaxing outside or in the restaurants. Being a high end place we did not expect so many kids."

Reviewed on Aug 8, 2025

The Lake House on Canandaigua
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
Fully refundableReserve now, pay when you stay
The price is ₩164,088 per night from Aug 18 to Aug 19
₩164,088
₩183,780 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Our room was very clean. Restaurants and downtown area were nearby. Continental breakfast was OK, not the best, but fine if you want a bagel or some cereal, fruit and coffee. Waffles were available, and other people who had them seemed to enjoy them. There was a steamer in our room but no iron. I ..."

Reviewed on Aug 10, 2025

Microtel by Wyndham Penn Yan Finger Lakes Region
See all 1,433 properties in Middlesex
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.

Frequently asked questions

How much does a Middlesex vacation package cost?
You can pick up a vacation package to this top destination on Expedia. However, how much your vacation to Middlesex costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Middlesex?
You can generally find reduced prices and greater availability in January, February and March. Browse our cheap Middlesex vacation packages and you could land some great off-season deals.
How many days is enough for Middlesex?
Usually, a handful of days is enough to tick off the major sights during your Middlesex vacation. But if you want to have more time to unwind or take day trips, think about extending your trip.
How to find the best Middlesex package deals?
Start your search for a Middlesex package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Middlesex package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Middlesex escape underway.
Is it cheaper to book a Middlesex vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Middlesex vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Middlesex?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Middlesex escape.
How to plan a trip to Middlesex?

  1. Choose when to go: Check your schedule and pack your bags. Your favorite season and the type of activities available will also help you decide when to visit Middlesex.
  2. Set a budget: Factor in expenses like flights, food and transportation when working out how much to set aside for your trip to Middlesex. Then, pick a property that suits your budget, whether that's a low-cost option or a deluxe getaway.
  3. Work out your trip length: Consider how long you want to spend discovering Middlesex. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Middlesex vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.