Hotels in Middlesex

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Where to stay in Middlesex?

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

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

A spacious dining area with a long table and multiple chairs, overhead lighting, and large windows with curtains.

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.

1. Hampton Inn Penn Yan

Penn Yan

$77

$86 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A bar area with a large window, three stools, and a bowl of fruit.

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

2. Microtel by Wyndham Penn Yan Finger Lakes Region

Penn Yan

$75

$84 total

includes taxes & fees

Nov 1 - Nov 2

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

A spacious living room with a sofa, red armchair, and a television mounted on the wall.

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

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

3. Best Western Plus Vineyard Inn & Suites

Penn Yan

$90

$101 total

includes taxes & fees

Nov 1 - Nov 2

A bedroom with a bed, two bedside tables with lamps, a grey sofa, and a door leading to a bathroom.

A two-story building with a stone facade, multiple balconies, and a paved driveway.

A large building with a grand entrance, multiple balconies, and a flagpole with an American flag.

A spacious foyer with a grand chandelier, a round marble table, and a staircase leading to the upper floor.

4. The Mansion at Keuka Lake

Keuka Park

$79

$89 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

5. Holiday Inn Express Canandaigua - Finger Lakes by IHG

Canandaigua

$118

$131 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A modern kitchen with a wooden island, a dining area with a table and chairs, a flat-screen TV, and a window with a view of the outdoors.

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

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

Canandaigua

$99

$110 total

includes taxes & fees

Nov 1 - Nov 2

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

A coffee station with a coffee machine and a sign that says 'COFFEE SERVED FRESH ALL DAY.'

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

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

7. Super 8 by Wyndham Canandaigua

Canandaigua

$85

$94 total

includes taxes & fees

Oct 26 - Oct 27

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 swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

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

8. Hotel Canandaigua, Tapestry Collection by Hilton

Canandaigua

$168

$191 total

includes taxes & fees

Oct 28 - Oct 29

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

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

A large, historic house with a well-maintained lawn and a driveway leading to the entrance.

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

9. Sutherland House Victorian Bed & Breakfast

Canandaigua

$143

$158 total

includes taxes & fees

Oct 4 - Oct 5

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

A sign for Hobart and William Smith Colleges with a landscaped garden in front.

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

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

10. Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Western Gardens

$107

$122 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a bed, a desk with a TV, a chair, and a window with curtains.

A gym with treadmills, elliptical machines, and a stationary bike.

A Days Inn with a brick facade, a covered entrance, and a patio area with tables and chairs.

A coffee station with a Nescafe machine, a juice dispenser, and a variety of breakfast items like bananas, oranges, and pastries.

11. Days Inn by Wyndham Geneva/Finger Lakes

Geneva

$77

$85 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

A hotel breakfast area with a buffet, dining tables, and chairs.

12. Microtel Inn & Suites by Wyndham Geneva

Geneva

$81

$89 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

A hallway with a carpeted floor, framed pictures on the walls, a chandelier, and a door on the right.

13. The Naples Hotel

Naples

$219

$242 total

includes taxes & fees

Nov 1 - Nov 2

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

A waterfront hotel with a pool area, lounge chairs, and paddleboards docked at the pier.

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

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

14. The Lake House on Canandaigua

Canandaigua

$279

$360 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

A hotel room with a dining area, a microwave, a coffee maker, and a desk with a chair.

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

Geneva

$127

$140 total

includes taxes & fees

Oct 26 - Oct 27

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

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

A dining area with a round table, chairs, a television, and a large window with stained glass.

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

16. Los Gatos Bed & Breakfast

Penn Yan

$180

$201 total

includes taxes & fees

Oct 19 - Oct 20

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 dining area with wooden tables and chairs, a bar area, and large windows providing natural light.

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

17. Comfort Inn & Suites Farmington - Victor

Farmington

$104

$115 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a large bed, a desk, a chair, a desk lamp, a bedside table, a nightstand, a wall-mounted TV, and a bathroom with a bathtub and a shower.

A modern kitchen with a large window, built-in cabinets, a flat-screen TV, and a coffee machine.

A modern kitchen with wooden cabinets, a built-in oven, and a coffee station.

A modern kitchen with wooden cabinets, a countertop, and a built-in stove.

18. Americas Best Value Inn Farmington

Farmington

$83

$92 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern hotel with a large glass facade, outdoor seating with umbrellas, and a waterfront view.

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

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

19. 41 Lakefront Hotel, Trademark Collection By Wyndham

Geneva

$99

$112 total

includes taxes & fees

Nov 3 - Nov 4

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

A hotel room with two beds, a nightstand, and wall-mounted lamps.

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

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

20. Rodeway Inn Manchester I-90

Manchester

$68

$75 total

includes taxes & fees

Nov 1 - Nov 2

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Go beyond your typical stay in Middlesex

Pet friendly

Pool

Hot tub

Family friendly

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

A waterfall cascading through a narrow rock formation surrounded by greenery.

Check out reviews of Middlesex hotels guests love

Microtel by Wyndham Penn Yan Finger Lakes Region

8/10 Good

"Good location to town restaurants etc."

Days Inn by Wyndham Geneva/Finger Lakes

8/10 Good

"Staff (front desk) - friendly & helpful; Room - decent size, carpet was sticky & comforter was stained; Breakfast - basic, coffee was weak; Parking - plenty of spaces; 2 stories - no elevator"

Hampton Inn Penn Yan

10/10 Excellent

"Everything was great"

41 Lakefront Hotel, Trademark Collection By Wyndham

10/10 Excellent

"The location was beautiful and perfect for fun with the family including little ones. 10/10"

Vinehurst Inn And Suites

8/10 Good

"The room was clean but basic. The staff was friendly and helpful."

Plum Point Lodge

10/10 Excellent

"The room was very cleam. A enjoyable time. The parking was great,parked right by the door of our room. It is se in a beautiful place right by the lake with a excellent view."

Microtel Inn & Suites by Wyndham Geneva

10/10 Excellent

"We always stay here when we are in the Finger Lakes. We've always had a clean and spacious room, and the staff has always been helpful and courteous. The Microtel, in our opinion, provides better service and cleaner rooms that the more expensive chain hotels in the region. The breakfast bar is always well stocked and, even when busy, has plenty of space to enjoy a quick bite or a leisurely start to the day. Overall, the best value and experience in the Finger Lakes!"

The Lake House on Canandaigua

10/10 Excellent

"Beautiful property."

Comfort Inn & Suites Farmington - Victor

10/10 Excellent

"I had a great stay. Room was clean hot tub and pool were good. A good breakfast with alot of selections."

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.

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