Search Middlesex hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Middlesex hotels

Hampton Inn Penn Yan

Hampton Inn Penn Yan
2.5 star property
Penn Yan
9.4 out of 10, Exceptional, (1,004 reviews)
"The check in clerk was very accommodating. The room was the cleanest hotel room I have stayed in and the view of the lake was the best."
United States
Susan
The price is NZ$162
includes taxes & fees
22 Apr - 23 Apr
Hampton Inn Penn Yan

Vinehurst Inn And Suites

Vinehurst Inn And Suites
2.5 star property
Hammondsport
8.8 out of 10, Excellent, (647 reviews)
"Clean, quiet, quaint, very nice stay."
United States
Breanna
The price is NZ$155
includes taxes & fees
6 Apr - 7 Apr
Vinehurst Inn And Suites

Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites
2.5 star property
Penn Yan
9.6 out of 10, Exceptional, (1,004 reviews)
"Room was comfortable, clean and very quiet! Would stay again"
United States
Elaine
The price is NZ$174
includes taxes & fees
16 Apr - 17 Apr
Best Western Plus Vineyard Inn & Suites

The Oak & Anchor Inn

The Oak & Anchor Inn
2.0 star property
Keuka Park
The price is NZ$337
includes taxes & fees
6 Apr - 7 Apr
The Oak & Anchor Inn

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region
3.0 star property
Penn Yan
8.8 out of 10, Excellent, (1,002 reviews)
"Very nice property, will definitely stay there again on my next trip to PennYan "
United States
MICHAEL
The price is NZ$161
includes taxes & fees
12 Apr - 13 Apr
Microtel by Wyndham Penn Yan Finger Lakes Region

Plum Point Lodge

Plum Point Lodge
3.0 star property
Himrod
9.2 out of 10, Wonderful, (420 reviews)
"Beautiful lake view and the staff was wonderful."
United States
Mary
The price is NZ$211
includes taxes & fees
3 May - 4 May
Plum Point Lodge

Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast
4.0 star property
Canandaigua
9.8 out of 10, Exceptional, (143 reviews)
"Beautiful property, well appointed room with everything you could ask for and more. Breakfast was fantastic. Would book again!"
United States
Alexandra
The price is NZ$225
includes taxes & fees
7 Apr - 8 Apr
Sutherland House Victorian Bed & Breakfast

41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham
3.0 star property
Geneva
8.2 out of 10, Very good, (1,088 reviews)
"Nicely pretty and super nice staff "
United States
Jenna
The price is NZ$178
includes taxes & fees
28 Apr - 29 Apr
41 Lakefront Hotel, Trademark Collection By Wyndham

Americas Best Value Inn Farmington

Americas Best Value Inn Farmington
2.0 star property
Farmington
8.4 out of 10, Very good, (487 reviews)
"Room was spotless and staff was very courteous "
United States
Janet
The price is NZ$151
includes taxes & fees
6 Apr - 7 Apr
Americas Best Value Inn Farmington

Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG
2.5 star property
Canandaigua
8.6 out of 10, Excellent, (1,003 reviews)
"Nice place to stay, clean room, friendly staff and perfect location."
Canada
Iryna
The price is NZ$181
includes taxes & fees
19 Apr - 20 Apr
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Budget Inn Farmington

Budget Inn Farmington
2.0 star property
Farmington
8.4 out of 10, Very good, (351 reviews)
"Great stay. Comfortable, had everything I needed, and very friendly staff."
United States
Michael
The price is NZ$136
includes taxes & fees
9 Apr - 10 Apr
Budget Inn Farmington

Chalet of Canandaigua

Chalet of Canandaigua
3.5 star property
Canandaigua
9.4 out of 10, Exceptional, (354 reviews)
"Melanie snd her staff were super hosts by far. We will be back in the Spring. Highly recommend."
United States
John
The price is NZ$507
includes taxes & fees
7 Apr - 8 Apr
Chalet of Canandaigua

Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel
2.5 star property
Hammondsport
9.6 out of 10, Exceptional, (1,002 reviews)
"Room and hotel was clean breakfast was good staff was very nice! "
United States
jeremy
The price is NZ$202
includes taxes & fees
12 Apr - 13 Apr
Best Western Plus The Hammondsport Hotel

Days Inn by Wyndham Geneva/Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes
2.0 star property
Geneva
7.2 out of 10, Good, (999 reviews)
"Nice size room. Clean and comfortable. The bed was comfortable but the pillows left much to be desired. "
United States
David
The price is NZ$130
includes taxes & fees
19 Apr - 20 Apr
Days Inn by Wyndham Geneva/Finger Lakes

Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva
2.0 star property
Geneva
8.6 out of 10, Excellent, (1,002 reviews)
"Great attentive staff, comfortable and quiet room, decent breakfast."
United States
Elisabeth
The price is NZ$190
includes taxes & fees
9 Apr - 10 Apr
Microtel Inn & Suites by Wyndham Geneva

Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast
3.0 star property
Penn Yan
9.4 out of 10, Exceptional, (443 reviews)
"Clean, great location, excellent breakfast, beautiful cabin and the proprietors are friendly and helpful"
United States
Zohar
The price is NZ$318
includes taxes & fees
7 Apr - 8 Apr
Los Gatos Bed & Breakfast

Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Fairfield Inn & Suites by Marriott Geneva Finger Lakes
3.0 star property
Western Gardens
9.2 out of 10, Wonderful, (640 reviews)
"always feels safe to stay & close to the lake."
United States
Robert
The price is NZ$213
includes taxes & fees
21 Apr - 22 Apr
Fairfield Inn & Suites by Marriott Geneva Finger Lakes

White Springs Manor a Belhurst Property

White Springs Manor a Belhurst Property
3.5 star property
Geneva
8.2 out of 10, Very good, (322 reviews)
"The playhouse has everything you need we had a great time "
United States
Ashley
The price is NZ$212
includes taxes & fees
6 Apr - 7 Apr
White Springs Manor a Belhurst Property

Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,002 reviews)
"Good for price"
United States
Stephanie
The price is NZ$196
includes taxes & fees
26 Apr - 27 Apr
Comfort Inn & Suites Farmington - Victor

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Holiday Inn Express & Suites Geneva Finger Lakes by IHG
2.5 star property
Geneva
9.2 out of 10, Wonderful, (1,001 reviews)
"Everything was great staff were super friendly "
United States
Tanairiz
The price is NZ$181
includes taxes & fees
23 Apr - 24 Apr
Holiday Inn Express & Suites Geneva Finger Lakes by IHG
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Middlesex attractions

Learn more about Middlesex

Nestled along the shores of Canandaigua Lake, this charming town invites visitors to explore the dramatic rock formations of Clarks Gully. Outdoor enthusiasts can split their time between Deep Run Beach's refreshing waters and nearby Bristol Mountain's scenic slopes depending on the season.

Photo by Matthew Jay
Open Photo by Matthew Jay

Top Middlesex Hotel Reviews

More cheap accommodation in Middlesex

Frequently asked questions

Where is the best place to stay in Middlesex?
The Lake House on Canandaigua, located 11.7 mi (18.8 km) from the heart of Middlesex, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are 41 Lakefront Hotel, Trademark Collection By Wyndham and Holiday Inn Express Canandaigua - Finger Lakes by IHG. See all available top hotels, or vacation rentals in Middlesex.
What are some of the best holiday rentals that Middlesex has to offer?
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI: This holiday home rental outside of Middlesex is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Middlesex.
If I need to cancel my hotel reservation in Middlesex, will I receive a refund?
Yes, most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlesex.
What are some accommodation options with pools in Middlesex?
The Lake House on Canandaigua: Hotel located near CMAC Performing Arts Center. Features 2 restaurants, an outdoor pool and a full-service spa. 41 Lakefront Hotel, Trademark Collection By Wyndham and Holiday Inn Express Canandaigua - Finger Lakes by IHG are two additional hotels that offer an on-site pool. View all hotels with pools in Middlesex.
What's it like to stay in Middlesex?
Visitors will definitely enjoy all that Middlesex has to offer. In Middlesex, there are 20 hotels and other accommodation options to choose from. Find out more about Middlesex.
What should I see while I'm in Middlesex?
Natural beauty is on display at Canandaigua Lake, Clarks Gully and West River Marsh. You'll also find Bristol Mountain Ski Resort and Keuka Lake State Park in the area. Take a look at what more there is to see and do in Expedia's Middlesex guide.
What's the weather like in Middlesex?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Middlesex are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

Explore a world of travel with Expedia