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
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Dec 1 to Dec 2
$90 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 buffet breakfast and free self parking. A 24-hour business center, ...
The rooms was immaculate.. the staff were very helpful in answering and giving suggestions on what is going on nearby..very helpful

Reviewed on Nov 17, 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
$207 nightly
The price is $236 total per night from Dec 2 to Dec 3
$236 total
Dec 2 - Dec 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 ...
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
$93 nightly
The price is $102 total per night from Dec 1 to Dec 2
$102 total
Dec 1 - Dec 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 ...
Very clean!

Reviewed on Nov 20, 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 Dec 1 to Dec 2
$78 total
Dec 1 - Dec 2
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 ...
Everything was excellent

Reviewed on Nov 20, 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
$275 nightly
The price is $307 total per night from Nov 30 to Dec 1
$307 total
Nov 30 - Dec 1
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 ...
Room was clean, bed was comfortable. Nice view of the lake. Penny checked us in and had some great recommendations for local restaurants. A microwave would have been a plus for leftovers and hot drinks but not a big deal.

Reviewed on Nov 16, 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
$130 nightly
The price is $148 total per night from Dec 15 to Dec 16
$148 total
Dec 15 - Dec 16
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 ...
Front desk staff were very helpful with local recommendations!

Reviewed on Nov 17, 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 was easy. Rooms were really comfy. Lady at desk was very pleasant.

Reviewed on Nov 21, 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
$75 nightly
The price is $84 total per night from Dec 1 to Dec 2
$84 total
Dec 1 - Dec 2
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 ...
The room was clean and comfortable after a six hour drive.

Reviewed on Nov 20, 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
$94 nightly
The price is $106 total per night from Nov 26 to Nov 27
$106 total
Nov 26 - Nov 27
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
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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 $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 1,405 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.

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