Book Hotels in Middlesex, NY

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

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
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Nov 23 to Nov 24
$94 total
Nov 23 - Nov 24
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, ...
We have never been to a Best Western Plus, and we appreciated the utsch more touch to everything. Familiar amenities, plus. Rhe bed and pillows were comfortable and there was no need to "order a special pillow from the desk." The breakfast bar was meticulously kept clean and stocked and the presentation ...

Reviewed on Nov 10, 2025

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
$194 nightly
The price is $221 total per night from Nov 25 to Nov 26
$221 total
Nov 25 - Nov 26
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 ...
Champagne at check in! Great touch!

Reviewed on Nov 13, 2025

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
$92 nightly
The price is $101 total per night from Nov 20 to Nov 21
$101 total
Nov 20 - Nov 21
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 ...
Very clean! The bed was so comfy, lots of nice pillows :) I stayed with my dog, room was very clean and he didn't sniff around like there was pee anywhere.

Reviewed on Nov 15, 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham Farmington
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
$70 nightly
The price is $78 total per night from Nov 30 to Dec 1
$78 total
Nov 30 - Dec 1
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 breakfast. Fun lounge with live music on the weekends. Helpful staff and easy check in and out. Plenty of safe parking. All around great stay!

Reviewed on Nov 11, 2025

Opens in a new windowHampton Inn Penn Yan
Plum Point Lodge

Plum Point Lodge

3 out of 5
3482 Plum Point Rd. South Himrod NY
$109 nightly
The price is $122 total per night from Nov 23 to Nov 24
$122 total
Nov 23 - Nov 24
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 ...
Very good even when we all lost power! And the view is great THANKS

Reviewed on Nov 4, 2025

Opens in a new windowPlum Point Lodge
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
$122 nightly
The price is $139 total per night from Nov 24 to Nov 25
$139 total
Nov 24 - Nov 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 ...
Clean. Light on far side of bed didnt work.

Reviewed on Nov 14, 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
$102 nightly
The price is $113 total per night from Dec 1 to Dec 2
$113 total
Dec 1 - Dec 2
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, ...
Parking is free, and was near everything.

Reviewed on Nov 15, 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
$84 nightly
The price is $94 total per night from Dec 2 to Dec 3
$94 total
Dec 2 - Dec 3
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 ...
Annie , was so sweet and nice.

Reviewed on Nov 10, 2025

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
$105 nightly
The price is $119 total per night from Nov 20 to Nov 21
$119 total
Nov 20 - Nov 21
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 ...
Excellent hotel location, with great rooms and staff. Cant beat the room rate. Will definitely stay again.

Reviewed on Nov 10, 2025

Opens in a new window41 Lakefront Hotel, Trademark Collection By Wyndham
Don't see what you're looking for?
See all available properties in Middlesex
View all properties
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 $78. 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 1,409 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

Explore More Ways to Travel with Travelocity