Book Hotels in Middlesex, NY

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Top Middlesex hotels

Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel

2.5 out of 5
8440 State Route 54 Hammondsport NY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Jan 3 to Jan 4
$110 total
Jan 3 - Jan 4, 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 ...
One of the best hotel experiences I’ve had in the last 10 years. The room was spacious, spotless, and honestly felt like new. The entire hotel was extremely clean and well maintained. From check in to check out, the service was top tier. Special shoutout to the older lady working breakfast, absolute ...

Reviewed on Dec 24, 2025

Opens in a new windowBest Western Plus The Hammondsport Hotel
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
$264 nightly
The price is $300 total per night from Jan 8 to Jan 9
$300 total
Jan 8 - Jan 9, 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 ...
Clean, charming, and comfortable!

Reviewed on Dec 21, 2025

Opens in a new windowThe Lake House on Canandaigua
Plum Point Lodge

Plum Point Lodge

3 out of 5
3482 Plum Point Rd. South Himrod NY
$495 nightly
The price is $554 total per night from Jan 1 to Jan 2
$554 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
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 ...
Great location to everything fun. Nice staff. Good price.

Reviewed on Nov 30, 2025

Opens in a new windowPlum Point Lodge
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
$71 nightly
The price is $80 total per night from Jan 4 to Jan 5
$80 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Enjoy the gym and free perks like buffet breakfast and free self parking. A 24-hour business ...
The bathroom was a little crusty. Tv a little slow, the light could have been brighter.

Reviewed on Dec 27, 2025

Opens in a new windowHampton Inn Penn Yan
Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton

3.5 out of 5
205 Lakeshore Drive Canandaigua NY
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $150 total per night from Jan 26 to Jan 27
$150 total
Jan 26 - Jan 27, 2026
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 ...
Beds are so comfy and hotel is really upscale - overlooking beautiful Canandaigua Lake.

Reviewed on Dec 16, 2025

Opens in a new windowHotel Canandaigua, Tapestry Collection by Hilton
Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

2.5 out of 5
6026 Route 96 Farmington NY
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $97 total per night from Jan 4 to Jan 5
$97 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like full breakfast and free self parking. A 24-hour business center, ...
Staff was helpful and friendly. Hotel is obviously dated and is a bit run down in certain areas. But the room was clean and comfortable. Breakfast was decent. Couldn't have expected more for the price point.

Reviewed on Dec 12, 2025

Opens in a new windowComfort Inn & Suites Farmington - Victor
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
$80 nightly
The price is $93 total per night from Dec 31 to Jan 1
$93 total
Dec 31 - Jan 1, 2026
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 ...
Clean room, great location. Friendly staff

Reviewed on Dec 14, 2025

Opens in a new windowMicrotel by Wyndham Penn Yan Finger Lakes Region
Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva

2 out of 5
550 Hamilton St Geneva NY
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $101 total per night from Jan 11 to Jan 12
$101 total
Jan 11 - Jan 12, 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 Staff at the Front Desk was super friendly and welcoming. The room was super clean and comfortable.

Reviewed on Dec 15, 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham Geneva
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
$104 nightly
The price is $118 total per night from Jan 1 to Jan 2
$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 ...
Room was very clean and spacious.

Reviewed on Dec 14, 2025

Opens in a new window41 Lakefront Hotel, Trademark Collection By Wyndham
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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.

Frequently asked questions

What are the top kid-friendly hotels in Middlesex?
From cool amenities to extra space, kid-friendly hotels are equipped with features that can help turn a great family vacation into an awesome one. These Middlesex properties make traveling with children easy: Unpack your bags at Aunt Als Place w/ Private Deck & Fire Pit!. It comes with a nearby beach, a barbecue grill and a talent for making families feel at home. Also check out the deals at Private getaway cabin in the woods. It offers a firepit, a fireplace and plenty of opportunities to hang out together.
Where can I find cheap hotels in Middlesex?
At Travelocity you'll find really nice hotels in Middlesex at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Middlesex rather than in Middlesex. We may find you even better rates, too.
How do I find the best Middlesex hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Middlesex then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Middlesex?
The cheapest hotel in Middlesex is $80. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Middlesex?
There are 1,400 hotels in Middlesex on Travelocity.
What are the best hotels in Middlesex?
Middlesex has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Middlesex for you!
When is the best time to visit Middlesex?
If you want the joy of a fun-filled trip in peak season, visit Middlesex during March, August and September. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Middlesex?
Based on historic data is usually the cheapest month to visit Middlesex. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Middlesex?
There are multiple hotels in Middlesex that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Middlesex. We have plenty of kid-friendly hotels in Middlesex to choose from on Travelocity!
Why book a hotel in Middlesex through Travelocity?
Because we have the top hotels in Middlesex! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Middlesex on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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