Book Hotels in Middlesex, NY

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Top Middlesex hotels

Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

2.5 out of 5
142 Lake St Penn Yan NY
$135 nightly
The price is $151 total per night from Aug 12 to Aug 13
$151 total
Aug 12 - Aug 13
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A 24-hour business center, ...
"Staff was excellent. Toilet was low for "seniors"."

Reviewed on Jul 31, 2026

Opens in a new windowBest Western Plus Vineyard Inn & Suites
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
$488 nightly
The price is $553 total per night from Sep 2 to Sep 3
$553 total
Sep 2 - Sep 3
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 ...
"Property is beautiful and is well maintained. Plenty to do on site including kayaks, pool, boating and exploring the grounds. Food options were very good although had a bad dinner with slow service at sand Bar. Rooms are well equipped however pocket doors were very heavy, shower head was way too ..."

Reviewed on Aug 6, 2026

Opens in a new windowThe Lake House on Canandaigua
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
$93 nightly
The price is $102 total per night from Sep 1 to Sep 2
$102 total
Sep 1 - Sep 2
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 ...
"A fine night's sleep at a good price."

Reviewed on Aug 6, 2026

Opens in a new windowMicrotel Inn & Suites by Wyndham Farmington
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
$122 nightly
The price is $137 total per night from Aug 12 to Aug 13
$137 total
Aug 12 - Aug 13
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 ...
"In the city area. Room and bathroom were clean. Breakfast was decent. Attendant was very nice and helpful.. Close to the rail trail and restaurants, I would stay there again"

Reviewed on Aug 6, 2026

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
$110 nightly
The price is $121 total per night from Sep 1 to Sep 2
$121 total
Sep 1 - Sep 2
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 property and our living space was clean but the bathroom was obviously neglected. Fresh towels but used razor in tub, a pill on the floor etc. Front desk and hotel notified. I truly think they just made a mistake and forgot to finish as everything else was fine"

Reviewed on Aug 6, 2026

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
$140 nightly
The price is $158 total per night from Sep 6 to Sep 7
$158 total
Sep 6 - Sep 7
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 ...
"Our room for the most part was fine. Most hotels provide a table/desk and chair to write on or set a laptop on, but our room did not."

Reviewed on Aug 6, 2026

Opens in a new window41 Lakefront Hotel, Trademark Collection By Wyndham
Days Inn by Wyndham Geneva/Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes

2 out of 5
485 Hamilton St Geneva NY
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Sep 2 to Sep 3
$93 total
Sep 2 - Sep 3
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
"First room we were sent to reeked of cigar/cigarette smoke. Second room smelled of mold/mildew especially in the bathroom. Deadbolt door lock assembly did not work properly, requiring multiple steps to secure the room."

Reviewed on Aug 6, 2026

Opens in a new windowDays Inn by Wyndham Geneva/Finger Lakes
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
$229 nightly
The price is $260 total per night from Aug 24 to Aug 25
$260 total
Aug 24 - Aug 25
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 ...
Opens in a new windowHotel Canandaigua, Tapestry Collection by Hilton
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
$143 nightly
The price is $160 total per night from Aug 24 to Aug 25
$160 total
Aug 24 - Aug 25
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 ...
Opens in a new windowBest Western Plus The Hammondsport Hotel
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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 $93. 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 1,494 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

41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Our room for the most part was fine. Most hotels provide a table/desk and chair to write on or set a laptop on, but our room did not."
A verified traveler stayed at 41 Lakefront Hotel, Trademark Collection By Wyndham
41 Lakefront Hotel, Trademark Collection By Wyndham

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