Middlesex Holidays

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Top hotels in Middlesex

The Lake House on Canandaigua
The Lake House on Canandaigua
4.5 out of 5
770 South Main Street, Canandaigua, NY
Fully refundableReserve now, pay when you stay
The price is S$397 per night from 17 Feb to 18 Feb
S$397
includes taxes & fees
17 Feb - 18 Feb
9.4/10 Exceptional! (280 reviews)
"This was my second day in less than a month because it’s such a great spot. The hotel is beautiful, the room is nicely equipped with anything you may need."

Reviewed on 2 Feb,2025

The Lake House on Canandaigua
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 S$159 per night from 5 Feb to 6 Feb
S$159
includes taxes & fees
5 Feb - 6 Feb
8/10 Very Good! (1,004 reviews)
"Was very nice and easy."

Reviewed on 28 Jan,2025

41 Lakefront Hotel, Trademark Collection By Wyndham
Hampton Inn Penn Yan
Hampton Inn Penn Yan
2.5 out of 5
110 Mace Street, Penn Yan, NY
Fully refundableReserve now, pay when you stay
The price is S$112 per night from 17 Feb to 18 Feb
S$112
includes taxes & fees
17 Feb - 18 Feb
9.2/10 Wonderful! (975 reviews)
"Great staff. Excellent breakfast. Will stay there in the future"

Reviewed on 25 Jan,2025

Hampton Inn Penn Yan
See all 1,279 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 holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday 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 holiday 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 holiday. 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 holiday as a package?
Expedia holiday 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 personalised Middlesex holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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 favourite 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 customised Middlesex holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.