Book Hotels in Middlesex, NY

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Top Middlesex hotels

Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!

Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!

Canandaigua NY
A water park and an outdoor pool are featured at this smoke-free vacation home. Enjoy the hot tub and conveniences like a garden and laundry facilities.
Stayed here for a long weekend birthday celebration. House has a amazing view of lake. Very cute and well done furnishings. Very clean. Perfect weekend!!

Reviewed on Oct 26, 2025

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Opens in a new windowLakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!
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 16 to Jan 17
$110 total
Jan 16 - Jan 17
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 ...
Great

Reviewed on Dec 31, 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
$251 nightly
The price is $285 total per night from Jan 14 to Jan 15
$285 total
Jan 14 - Jan 15
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 ...
The room is so warm (in the dead of winter), everything is so beautiful. This is the nicest hotel we’ve ever stayed at.

Reviewed on Dec 30, 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
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

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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 12 to Jan 13
$80 total
Jan 12 - Jan 13
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 ...
Great hotel with great views.

Reviewed on Dec 28, 2025

Opens in a new windowHampton Inn Penn Yan
Microtel Inn & Suites by Wyndham Farmington

Microtel Inn & Suites by Wyndham Farmington

2.5 out of 5
1299 NYS Route 332 Farmington NY
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Jan 6 to Jan 7
$93 total
Jan 6 - Jan 7
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 room was very clean and modern. The bed was nice but a little springy. They also had soaps in the shower and at the sink which was helpful. Breakfast was free and it was easy to get in the morning.

Reviewed on Dec 30, 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham Farmington
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
$130 nightly
The price is $148 total per night from Jan 28 to Jan 29
$148 total
Jan 28 - Jan 29
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 ...
Great staff and clean rooms! I’ve stayed twice now and I’m about to rebook!

Reviewed on Jan 1, 2026

Opens in a new windowHotel Canandaigua, Tapestry Collection by Hilton
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
$81 nightly
The price is $90 total per night from Jan 25 to Jan 26
$90 total
Jan 25 - Jan 26
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 ...
Location location location!! Room and hotel were very clean

Reviewed on Jan 1, 2026

Opens in a new windowMicrotel by Wyndham Penn Yan Finger Lakes Region
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 7 to Jan 8
$118 total
Jan 7 - Jan 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 ...
Clean rooms nice location .

Reviewed on Dec 30, 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 1,405 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.

Recent Middlesex hotel reviews by fellow wanderers

Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Room was spotless and staff were very courteous and friendly! "
A verified traveler stayed at Comfort Inn & Suites Farmington - Victor
Comfort Inn & Suites Farmington - Victor

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