Photo by Matthew Jay

Compare and book 4 Star hotels in Middlesex, New York

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Middlesex 4 Star Hotels

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sep - 7 Sep

Top Middlesex 4 Star Hotels

Our top choices for Middlesex 4-star hotels

The Lake House on Canandaigua
Outdoor pool, pool cabanas (surcharge), pool umbrellas

The Lake House on Canandaigua

4.5 star property
9.4 out of 10, Exceptional, (374)
"Stunning resort!"
The price is 8.751.831 ₫
11.069.934 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Lake House on Canandaigua
Sutherland House Victorian Bed & Breakfast
Property grounds

Sutherland House Victorian Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (127)
"Nice victorian home, great staff."
Sutherland House Victorian Bed & Breakfast
Canandaigua Guesthouse
Front of property

Canandaigua Guesthouse

4.0 star property
10.0 out of 10, Exceptional, (11)
"The hosts were friendly and helpful. Their recommendations for restaurants were great. Breakfast at the guesthouse was always very good. I loved the homemade yogurt and the french toast casserole was so yummy. The homemade blueberry ice cream kept in the hallway freezer along with ice was great. Drinks and snacks available at all times was a perfect touch. Our "
Canandaigua Guesthouse
Waters Edge B&B Resort
Exclusive House, 5 Bedrooms, Kitchen, Beachfront | Outdoor pool | Seasonal outdoor pool

Waters Edge B&B Resort

4.0 star property
10.0 out of 10, Exceptional, (72)
"Fabulous stay, with welcoming hosts, an excellent breakfast cooked each morning and they catered to our every need. Wish we could have stayed longer snd used the free kayaks. Pool and jacuzzi were great "
Waters Edge B&B Resort
B&B at Oliver Phelps
Room, Private Bathroom (Susan B) | Premium bedding, pillow-top beds, individually decorated

B&B at Oliver Phelps

4.0 star property
9.2 out of 10, Wonderful, (314)
"Beautiful Inn! Karin is a gracious host and excellent tour guide Delicious breakfast each morning Great location Overall just lovely!"
The price is 5.665.895 ₫
6.430.923 ₫ total
includes taxes & fees
1 Sept - 2 Sept
B&B at Oliver Phelps
1795 Acorn Inn B&B
Exterior

1795 Acorn Inn B&B

4.5 star property
9.8 out of 10, Exceptional, (20)
"ABSOLUTELY WONDERFUL PLACE!"
1795 Acorn Inn B&B
Black Sheep Inn and Spa
Building design

Black Sheep Inn and Spa

4.0 star property
10.0 out of 10, Exceptional, (10)
"Simon and Miranda are gracious hosts. I would definitely stay there again. Beautiful B and B."
Black Sheep Inn and Spa
1897 Beekman House
Property entrance

1897 Beekman House

4.0 star property
10.0 out of 10, Exceptional, (75)
"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."
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

Middlesex awaits: its natural setting and more!

See all hotels in Middlesex
Photo by Matthew Jay
Open Photo by Matthew Jay

Top Middlesex Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Middlesex?
Expedia can help you quickly find the ideal 4-star hotel for your stay in Middlesex. Use our handy filter tool to fine-tune your search by things like budget, amenities and star rating and get access to fabulous deals in a couple of clicks.

  • Search for the lowest price from 5.665.895 ₫

What's the difference between 5-star and 4-star hotels in Middlesex?
Treat yourself to luxury during your Middlesex escape by staying at a 4-star hotel. As well as featuring upscale surroundings, these retreats are typically packed with amenities such as large beds, complimentary bathrobes and more. A 5-star hotel will go the extra mile to make your stay an even more indulgent and unforgettable one. 24-hour front desk, on-site spas and world-class dining are just the start of the first-rate services and conveniences you'll likely get access to.
Does Middlesex have any 4-star all-inclusive resorts?
Finding your dream resort in Middlesex is as easy as entering your travel details and selecting our "All inclusive" filter. Stay and play where just about everything is already taken care of like your accommodation, food, activities and entertainment, or choose a standard 4-star resort in or around this leading destination.