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

Find 4 Star Hotels in Middlesex, NY from $158

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlesex 4 Star Hotels

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Middlesex 4-star hotels

A spa area with wooden tubs, a lounge chair, and a building with a balcony overlooking a lake.
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.
A poolside area with lounge chairs and umbrellas, overlooking a body of water.

1. The Lake House on Canandaigua

The Lake House on Canandaigua
Canandaigua
United States
Andrew
$317 nightly
$359 total
Oct 29 - Oct 30
Total with taxes and fees
The Lake House on Canandaigua
An outdoor patio area with a fire pit, lounge chairs, and a well-lit garden.
A large, historic house with a well-maintained lawn and a driveway leading to the entrance.
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.

2. Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast
Canandaigua
United States
Barbara
$143 nightly
$158 total
Oct 18 - Oct 19
Total with taxes and fees
Sutherland House Victorian Bed & Breakfast
A hotel room with a fireplace, a round wooden table with a bottle of wine and glasses, a chair, and a bed with a black and white throw blanket.
A person sitting on a blue chair reading a magazine in a room with a patterned wallpaper, a fireplace, and a wooden floor.
A living room with a green sofa, a black coffee table, and a large potted plant.
A white house with green shutters, a porch, and a well-maintained lawn with fallen leaves.

3. Canandaigua Guesthouse

Canandaigua Guesthouse
Canandaigua
United States
Zackery
$256 nightly
$291 total
Nov 3 - Nov 4
Total with taxes and fees
Canandaigua Guesthouse
A covered patio with wicker furniture, a view of the water, and a grassy area.
A modern kitchen with a dining area, a fireplace, and a red sofa.
A rectangular swimming pool with a clear blue water surface, surrounded by a concrete deck and a black metal fence.
A spacious kitchen with wooden cabinets, a large island, and a dining area with a long table and chairs.

4. Waters Edge B&B Resort

Waters Edge B&B Resort
Geneva
United States
jerry
Waters Edge B&B Resort
A two-story house with a porch, surrounded by trees and a clear sky.
A room with a high ceiling, a star-shaped skylight, and framed pictures on the walls.
A snow-covered landscape with a sign for the Black Sheep Inn, indicating a studio accommodation.
A gazebo with two blue Adirondack chairs in a wooded area.

5. Black Sheep Inn and Spa

Black Sheep Inn and Spa
Hammondsport
United States
Kimberly
Black Sheep Inn and Spa
A two-story house with a front porch, green shutters, and a chimney.
A traditional living room with a fireplace, wooden flooring, and classic furniture.
A spacious dining area with a wooden table and chairs, a chandelier, and a large window with curtains.
A framed world map with a red border and a quote, a Scrabble game with the word 'RELAX' spelled out, a vintage bicycle, and a small bookshelf with books and a glass container.

6. B&B at Oliver Phelps

B&B at Oliver Phelps
Canandaigua
United States
Glenna
$220 nightly
$250 total
Oct 12 - Oct 13
Total with taxes and fees
B&B at Oliver Phelps
A rustic building with a sign for '1795 Acorn Inn' offering bed and breakfast.
A bedroom with a fireplace, a bed, a dresser, and a nightstand with lamps.
A cozy living room with a sectional sofa, a coffee table, and a bookshelf filled with books.
A cozy outdoor seating area with wicker furniture, a table, and a potted plant.

7. 1795 Acorn Inn B&B

1795 Acorn Inn B&B
Canandaigua
United States
Melissa
1795 Acorn Inn B&B
A modern kitchen with a central island, bar stools, hanging lights, and a wooden beam.
A residential area with houses, a pathway, and flowering plants.
A green sofa with yellow cushions, a round mirror, a small table with a bottle and glasses, and a lamp.
Interior

8. Walk to Eats: New Boho Hammondsport Apt w/ Pool!

Walk to Eats: New Boho Hammondsport Apt w/ Pool!
Hammondsport
Walk to Eats: New Boho Hammondsport Apt w/ Pool!
A modern living room with a wooden ceiling, a grey sofa, a glass coffee table, and a TV on a wooden stand.
A street view with a brick building, storefronts, and a sidewalk.
A dining area with a glass-top table, wooden chairs, and a large mirror on the wall.
A modern living room with a wooden ceiling, a flat-screen TV, a dining area with chairs, and a sofa with cushions.

9. Chic Apt in the Heart of Downtown Canandaigua

Chic Apt in the Heart of Downtown Canandaigua
Canandaigua Historic District
Chic Apt in the Heart of Downtown Canandaigua
A grand wooden staircase with ornate railings, leading to a landing area with a view of the outside.
A building with a porch, a flag, and a lion statue.
A hallway with a marble column, a wooden table with chairs, and a room with bookshelves and a mirror.
A Victorian-style house with a front porch, a statue, and two American flags.

10. 1897 Beekman House

1897 Beekman House
Dundee
United States
Dominick
1897 Beekman House
Save an average of 15% on thousands of hotels when you're signed in

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.

See all hotels in Middlesex
A waterfall cascading through a narrow rock formation surrounded by greenery.
Photo by Matthew Jay

Top Middlesex Hotel Reviews

Find out more about Middlesex

Middlesex Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Middlesex, New York are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Middlesex 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Middlesex. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Middlesex, New York, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Middlesex hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Middlesex?
To lock in a 4-star hotel in Middlesex that fits your budget, take advantage of Expedia's filters. Browse the availability during your vacation dates and use our pricing filter to set your limit. You can also sort your results by the cheapest stay first.
  • Search for the lowest price from $158
What's the difference between 5-star and 4-star hotels in Middlesex?
If you choose to vacation at a 4-star hotel in Middlesex, you'll typically find plenty of conveniences to make sure you're relaxed, such as a pool, gym and restaurant. You can experience high-quality service and upscale accommodations. Choose a 5-star hotel and you'll have access to a few more perks — think on-site spas, around-the-clock concierge and nightly turndown services. You're likely to get more amenities and premium services at a 5-star getaway, though both are fabulous options for luxury guests.
Does Middlesex have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your dream hotel in Middlesex where everything is taken care of, from your accommodations to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this much-loved destination.

Explore a world of travel with Expedia