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

4 Stars Hotels in Middlesex, New York from CA $238

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlesex 4 Star Hotels

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23

Our top choices for Middlesex 4-star hotels

Couples treatment rooms, sauna, hot stone massages, deep-tissue massages
Lobby
Outdoor pool, cabanas (surcharge), pool umbrellas
Kayaking

1. The Lake House on Canandaigua

The Lake House on Canandaigua
Canandaigua
United States
Kimberly
CA $448
CA $568 total
includes taxes & fees
Sep 8 - Sep 9
The Lake House on Canandaigua
Terrace/patio
Honeymoon Double Room, 1 King Bed with Sofa bed, Fireplace, Garden View | Jetted tub
Interior detail
Staircase

2. Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast
Canandaigua
United States
Barbara
CA $215
CA $238 total
includes taxes & fees
Sep 3 - Sep 4
Sutherland House Victorian Bed & Breakfast
Front of property
Gazebo
Building design
Building design

3. Black Sheep Inn and Spa

Black Sheep Inn and Spa
Hammondsport
United States
Scott
Black Sheep Inn and Spa
Exclusive House, 5 Bedrooms, Kitchen, Beachfront | Terrace/patio
Coffee/tea maker, refrigerator (on request), microwave (on request)
Exclusive House, 5 Bedrooms, Kitchen, Beachfront | Outdoor pool
Dining

4. Waters Edge B&B Resort

Waters Edge B&B Resort
Geneva
United States
Donna J
Waters Edge B&B Resort
Room
Room
Front of property
Room

5. Canandaigua Guesthouse

Canandaigua Guesthouse
Canandaigua
United States
Zackery
Canandaigua Guesthouse
Exterior
Room, Private Bathroom (Susan B)
Interior
Interior

6. B&B at Oliver Phelps

B&B at Oliver Phelps
Canandaigua
United States
Douglas P
CA $300
CA $340 total
includes taxes & fees
Aug 19 - Aug 20
B&B at Oliver Phelps
Exterior
Luxury Double Room (Hotchkiss) | Garden view
24-inch LED TV with cable channels, TV, fireplace
24-inch LED TV with cable channels, TV, fireplace

7. 1795 Acorn Inn B&B

1795 Acorn Inn B&B
Canandaigua
United States
Melissa
1795 Acorn Inn B&B
Apartment (1 Bedroom) | Interior
Apartment (1 Bedroom) | Interior
Apartment (1 Bedroom) | Interior
Apartment (1 Bedroom) | 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!
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior
Apartment (2 Bedrooms) | Interior

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
Staircase
Property entrance
Luxury Double Room Single Use, 1 Queen Bed, Jetted Tub
Property entrance

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

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Middlesex are calling your name. Known for providing first-rate service in amazing locations, each of the Middlesex 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Middlesex. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Middlesex, New York, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Middlesex hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Middlesex?
With Expedia's filter tool, locking in an awesome deal on a 4-star hotel in Middlesex just got easier. Start by keying in your chosen arrival date and length of your stay. Then sort the results by price and pick the option that best fits your budget and style.
  • Search for the lowest price from CA $238
What's the difference between 5-star and 4-star hotels in Middlesex?
If you decide to spend your vacation at a 4-star hotel in Middlesex, you'll usually find loads of conveniences to ensure you're comfortable, such as a restaurant, gym and pool. You can look forward to excellent service and upmarket accommodations. Pick a 5-star hotel and you'll have access to a few more perks — think on-site spas, 24-hour front desk and opulent turndown services. You're likely to get extra amenities and exclusive services at a 5-star retreat, but both are awesome options for luxury travellers.
Does Middlesex have any 4-star all-inclusive resorts?
Finding your dream hotel in Middlesex is as simple as entering your travel dates and destination, and selecting our "All inclusive" filter. Stay and play where almost everything is already taken care of like your accommodations, meals and activities, or go for a standard 4-star resort in or around this leading destination.

Explore a world of travel with Expedia