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Hotels in Middlesex

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Where to stay in Middlesex?

A Best Western Plus hotel with a covered entrance, multiple windows, and a brick facade.

A hotel room with a bed, a TV, a sofa, and a desk.

A patio area with Adirondack chairs and a pergola, featuring stone planters with flowers.

A spacious dining area with a long table and six chairs, a chandelier, and a decorative wall piece.

1. Best Western Plus Vineyard Inn & Suites

Penn Yan

$115

$129 total

includes taxes & fees

Sep 20 - Sep 21

A balcony with wicker furniture, a glass table, and a view of a lake and forest.

A large indoor swimming pool with clear blue water, surrounded by tiled flooring and walls. There are multiple seating areas with chairs and tables, and large windows offering views of the outdoors.

A hotel room with a TV on a wooden cabinet, a desk with a lamp, a chair, and a large window with curtains.

A hotel room with two beds, a TV, a desk, and a chair.

2. Hampton Inn Penn Yan

Penn Yan

$123

$138 total

includes taxes & fees

Sep 27 - Sep 28

A Microtel by Wyndham hotel with a covered entrance, a parking lot, and a brick facade.

A hotel room with a bed, a desk with a chair, a sofa, a small kitchenette, and a bathroom.

A hotel lobby with a reception desk, seating area, and a fireplace.

A swimming pool with a marble wall and a 'No Diving' sign, surrounded by chairs and a reception area.

3. Microtel by Wyndham Penn Yan Finger Lakes Region

Penn Yan

$119

$133 total

includes taxes & fees

Sep 20 - Sep 21

A spacious lobby with modern furniture, a fireplace, and large windows with forest views.

A row of slot machines in a casino with a chandelier in the background.

A lakeside building with a dock, a grassy area, and a sandy beach.

A large outdoor amphitheater with tiered seating and a stage at the front.

4. Holiday Inn Express Canandaigua - Finger Lakes by IHG

Canandaigua

$127

$140 total

includes taxes & fees

Oct 5 - Oct 6

A hotel room with two beds, a ceiling fan, a TV, and a desk.

A home office setup with a desk, computer, printer, and a potted plant by a window.

A bathroom with a bathtub, toilet, sink, and a towel rack.

A two-story EconoLodge with a parking lot, a clear sky, and a road leading to the entrance.

5. Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area

Canandaigua

$99

$110 total

includes taxes & fees

Oct 4 - Oct 5

A Super 8 motel with a white exterior, multiple windows, and a well-lit entrance.

A room with a sofa set, a coffee table, and two potted plants.

A white building with a tree in front, a picnic table, and a lamp on the wall.

A hotel room with a bed, a TV, a desk with a lamp, a chair, and a trash bin.

6. Super 8 by Wyndham Canandaigua

Canandaigua

$80

$88 total

includes taxes & fees

Sep 20 - Sep 21

An outdoor patio area with a fire pit, lounge chairs, and a well-lit garden.

A bathroom with a bathtub, two champagne glasses with strawberries, and a large mirror reflecting a room with a red chair and a plant.

A room with two red upholstered chairs, a small round table with a vase of flowers, and wooden paneled walls with large windows.

A wooden staircase with a floral curtain, a wooden chair, a table with a lamp, and a bookshelf with various items.

7. Sutherland House Victorian Bed & Breakfast

Canandaigua

$116

$128 total

includes taxes & fees

Oct 6 - Oct 7

A bar area with a checkered floor, wooden bar counter, and multiple stools.

A brick building with a white porch, outdoor seating, and a flag.

A circular wooden sign with the text "Merlot Suite" on a wall.

A hallway with a wooden staircase, blue walls, and a door with a glass window.

8. The Naples Hotel

Naples

$239

$264 total

includes taxes & fees

Sep 15 - Sep 16

Two wooden cabins with porches, surrounded by greenery and a paved path leading to them.

Two wooden cabins with porches, surrounded by a garden with various plants and flowers.

A cozy log cabin room with a bed, a chair, a dresser, and a window with a view.

A gazebo with a wooden deck, surrounded by a garden with various flowers and a pathway leading to a green field.

9. Los Gatos Bed & Breakfast

Penn Yan

$180

$201 total

includes taxes & fees

Sep 16 - Sep 17

A Days Inn with a brick exterior, a covered parking area, and outdoor seating.

A hotel room with a desk, chair, television, microwave, and a mirror.

A reception desk with a Days Inn sign, a computer, and a window with blinds.

A hotel room with a bed, a desk, a flat-screen TV, a microwave, and a window with curtains.

10. Days Inn by Wyndham Geneva/Finger Lakes

Geneva

$87

$96 total

includes taxes & fees

Sep 27 - Sep 28

An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area.

A stone building with a fire pit and Adirondack chairs in a grassy outdoor area.

A modern restaurant with a bar area, wooden chairs, and a kitchen in the background.

11. Best Western Plus The Hammondsport Hotel

Hammondsport

$114

$128 total

includes taxes & fees

Sep 21 - Sep 22

A hotel room with a bed, bedside lamps, a nightstand, a bathroom with a bathtub, and a window with curtains.

A Comfort Inn & Suites hotel with a covered entrance, multiple windows, and a parking lot.

A spacious lobby with a wooden floor, blue armchairs, a flat-screen TV, and a reception desk.

A hotel room with a flat-screen TV, a desk with a telephone and coffee maker, a blue sofa with cushions, and a small ottoman.

12. Comfort Inn & Suites Farmington - Victor

Farmington

$105

$116 total

includes taxes & fees

Oct 14 - Oct 15

A multi-story hotel with a covered entrance and brick facade.

A fitness room with a treadmill, exercise bike, and a mirrored wall.

A reception area with a counter, seating, and a staircase leading to an upper floor.

A hotel room with a bed, a desk with a chair, a bench, a bathtub, a mirror, and a TV.

13. Microtel Inn & Suites by Wyndham Geneva

Geneva

$120

$132 total

includes taxes & fees

Sep 28 - Sep 29

A hotel room with a dining table, a sofa, a bed, a bathroom with a sink and mirror, and a patterned floor.

A hotel room with a kitchenette, a bed, a sofa, a desk, and a chair.

A buffet with labeled trays of turkey sausage and cookies.

A coffee station with two coffee machines and a variety of coffee pods and cups.

14. Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Geneva

$136

$150 total

includes taxes & fees

Sep 28 - Sep 29

A waterfront restaurant with outdoor seating, stone walls, and nautical-themed decor.

A bar area with a central island, bar stools, hanging pendant lights, and a shelf with bottles and glasses.

A spacious dining area with a long wooden table, wicker chairs, and hanging pendant lights.

A multi-story hotel with a stone facade, multiple balconies, and a covered entrance area.

15. Hotel Canandaigua, Tapestry Collection by Hilton

Canandaigua

$180

$204 total

includes taxes & fees

Oct 5 - Oct 6

A lakeside hotel with a dining area, outdoor seating, and a view of the water.

A modern bedroom with a large bed, bedside tables, a nightstand, a chair, a colorful rug, and artwork on the walls.

A seating area with wooden chairs and tables, large windows with a view of trees and the sea, and potted plants on the windowsill.

A bar area with a long counter, multiple seating options, and a wine rack with bottles.

16. Plum Point Lodge

Himrod

$119

$133 total

includes taxes & fees

Sep 20 - Sep 21

A spa area with wooden tubs, a lounge chair, and a building with a balcony overlooking a lake.

A spacious living room with a high ceiling, a central sofa, and multiple green armchairs.

A poolside area with lounge chairs and umbrellas, overlooking a body of water.

A resort with a swimming pool, outdoor seating, and a dock with boats.

17. The Lake House on Canandaigua

Canandaigua

$328

$415 total

includes taxes & fees

Oct 1 - Oct 2

An outdoor patio with tables and chairs, overlooking a body of water.

A bar area with a wooden counter, green bar stools, and hanging pendant lights.

A modern lobby with seating areas, a reception desk, and a colorful artwork on the wall.

A hotel room with a large bed, a desk with a flat-screen TV, a sofa, and a chair.

18. 41 Lakefront Hotel, Trademark Collection By Wyndham

Geneva

$143

$162 total

includes taxes & fees

Sep 27 - Sep 28

A cozy cafe with a flat-screen TV, a piano, and a variety of seating options including tables and chairs.

A reception area with a counter, a framed notice board, and a view of the outside through a glass door.

A white car parked in a lot with other vehicles, trees, and a sunset in the background.

A two-story building with a balcony, a parking lot, and a green door.

19. Rodeway Inn Manchester I-90

Manchester

$76

$85 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor patio with a round table and a fire pit, surrounded by wicker chairs.

A room with two wooden chairs, a small round table, a wooden cabinet, and a window with curtains.

A hotel room with a large bed, wooden headboard, two nightstands, and a decorative wall panel.

A red pergola with a checkered flag, surrounded by various plants and a staircase leading to a building.

20. Vinehurst Inn And Suites

Hammondsport

$129

$144 total

includes taxes & fees

Sep 15 - Sep 16

View all properties

Go beyond your typical stay in Middlesex

Top landmarks in Middlesex

Clarks Gully

Clarks Gully is 4.2 mi (6.7 km) from central Middlesex, why not stop by during your stay.

See properties

Learn more about Middlesex

Middlesex is well-known for its attractions such as Canandaigua Lake and Clarks Gully.

See all hotels in Middlesex

Check out reviews of Middlesex hotels guests love

Sutherland House Victorian Bed & Breakfast

Canandaigua

10/10 Exceptional

Arminda

Los Gatos Bed & Breakfast

Penn Yan

10/10 Exceptional

Nitin

Plum Point Lodge

Himrod

10/10 Exceptional

Cindy

A yurt interior with a fireplace, bed, and a ceiling fan.

A yurt with a door and windows, surrounded by trees and a grassy area.

A yurt interior with a stone fireplace, a bed, a rocking chair, and a mounted TV.

A cozy room with a wooden cabinet, a round table with chairs, and a window with a view of greenery.

Yale Manor B&B and Yurt Glamping

Romulus

10/10 Exceptional

Vicki

Microtel Inn & Suites by Wyndham Geneva

Geneva

10/10 Exceptional

Holly

41 Lakefront Hotel, Trademark Collection By Wyndham

Geneva

10/10 Exceptional

Elizabeth

An indoor swimming pool with clear signage indicating no lifeguard on duty and no diving allowed.

A hotel breakfast area with a buffet setup, including a coffee station, a fruit bowl, and various food containers.

A Hampton Inn hotel with a prominent illuminated sign, a well-maintained lawn, and a parking area.

Hampton Inn Geneva

Geneva

10/10 Exceptional

Theresa

Hampton Inn Penn Yan

Penn Yan

10/10 Exceptional

Vincenzo

Microtel by Wyndham Penn Yan Finger Lakes Region

Penn Yan

10/10 Exceptional

Definitely lived up to its "fabulous" rating! Everyone was super friendly and helpful. The room was very nice and clean. The bed and pillows were super comfortable. The options for the continental breakfast were many and even nicer was that everything was individually wrapped (but fresh, NOT pre-packaged and sealed with no expiration date!) and pancake machine was touchless. A little further off the interstate than we anticipated but worth the drive. Would stay again

Rex

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Geneva

10/10 Exceptional

Julie

Best Western Plus The Hammondsport Hotel

Hammondsport

10/10 Exceptional

Michael

The Lake House on Canandaigua

Canandaigua

10/10 Exceptional

Amanda

A multi-story hotel with a covered entrance, stone facade, and a parking area.

A modern kitchen area with a long counter, bar stools, a refrigerator stocked with beverages, and a view of the outdoors through the door.

A hotel room with a large bed, a desk, a chair, a sofa, and a kitchenette.

A modern lounge area with blue chairs around a central table, a flat-screen TV mounted on the wall, and a built-in fireplace.

Microtel Inn & Suites by Wyndham Farmington

Farmington

10/10 Exceptional

Christine

Hotel Canandaigua, Tapestry Collection by Hilton

Canandaigua

10/10 Exceptional

Michael

An outdoor patio with a fire feature, stone walls, and modern outdoor furniture.

A modern living room with a stone fireplace, a sofa, a coffee table, and a TV area.

A modern lobby with a blue sofa, a round coffee table, and a stone fireplace.

Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Western Gardens

10/10 Exceptional

Tyson

Frequently Asked Questions

Can I book refundable hotels in Middlesex?

If you're looking for the flexibility to change your plans to Middlesex, most hotels provide refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Middlesex if I want a vacation rental instead of a hotel?

You'll find 11 vacation homes on our site. You can also consider one of the 7 cottages for your trip.

What will the weather in Middlesex be like during my visit?

The warmest months in Middlesex are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are July and June.

Why should I book my Middlesex hotel through Hotels.com?

There are plenty of reasons to book your Middlesex travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.