A pier with a red lighthouse at dusk, reflecting on calm water.

Find 4 Star Hotels in Middlesex, NY from $158

Check availability on Middlesex 4 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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.

1. The Lake House on Canandaigua

The Lake House on Canandaigua
4.5 star property
Canandaigua
9.4 out of 10, Exceptional, (609 reviews)
"I would 100% recommend staying here… relaxing, beautiful views, great staff, great food!"
United States
Shannon
$276 nightly
The price is $313
Nov 15 - Nov 16
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.

2. Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast
4.0 star property
Canandaigua
9.8 out of 10, Exceptional, (191 reviews)
"We had a wonderful stay!"
United States
Barbara
$143 nightly
The price is $158
Oct 29 - Oct 30
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.

3. Canandaigua Guesthouse

Canandaigua Guesthouse
4.0 star property
Canandaigua
10.0 out of 10, Exceptional, (27 reviews)
"We absolutely loved our stay here! The house is lovely and the our room was outstanding! Very comfortable bed and bedding and beautifully updated bathrooms. The owners were also very welcoming and kind. Highly recommend!"
United States
Zackery
$256 nightly
The price is $291
Nov 15 - Nov 16
Total with taxes and fees
Canandaigua Guesthouse
A covered patio with wicker furniture, a view of the water, and a grassy area.

4. Waters Edge B&B Resort

Waters Edge B&B Resort
4.0 star property
Geneva
10.0 out of 10, Exceptional, (85 reviews)
"Location could not be prettier"
United States
jerry
Waters Edge B&B Resort
A two-story house with a front porch, green shutters, and a chimney.

5. B&B at Oliver Phelps

B&B at Oliver Phelps
4.0 star property
Canandaigua
9.2 out of 10, Wonderful, (321 reviews)
"Great B&B. The breakfast was excellent. Best we ever had at a B&B. One thing that would help would be blackout shades, not a biggy but fair amount of ambient light."
United States
William
$220 nightly
The price is $250
Nov 2 - Nov 3
Total with taxes and fees
B&B at Oliver Phelps
A rustic building with a sign for '1795 Acorn Inn' offering bed and breakfast.

6. 1795 Acorn Inn B&B

1795 Acorn Inn B&B
4.5 star property
Canandaigua
10.0 out of 10, Exceptional, (22 reviews)
"Gracious and accommodating- beautiful inn and rooms"
United States
Melissa
1795 Acorn Inn B&B
A two-story house with a porch, surrounded by trees and a clear sky.

7. Black Sheep Inn

Black Sheep Inn
4.5 star property
Hammondsport
10.0 out of 10, Exceptional, (30 reviews)
"Friendly hosts, delicious breakfast and great location."
United States
Kimberly
Black Sheep Inn
A modern kitchen with a central island, bar stools, hanging lights, and a wooden beam.

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

Walk to Eats: New Boho Hammondsport Apt w/ Pool!
4.0 star property
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.

9. Chic Apt in the Heart of Downtown Canandaigua

Chic Apt in the Heart of Downtown Canandaigua
4.0 star property
Canandaigua Historic District
Chic Apt in the Heart of Downtown Canandaigua
A Victorian-style house with a front porch, a statue, and two American flags.

10. 1897 Beekman House

1897 Beekman House
4.0 star property
Dundee
10.0 out of 10, Exceptional, (75 reviews)
"Really wonderful place! The breakfast was amazing and the hosts are great. Will definitely stay again and highly recommend. The only drawback is the location, the immediate area isn't really great, but is is a short drive to wineries and lakes."
United States
Dominick
1897 Beekman House
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 pier with a red lighthouse at dusk, reflecting on calm water.

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