Explore top 2026 4 Star Hotels in Middlesex

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Top Middlesex 4 Star hotels

The Lake House on Canandaigua

770 South Main Street Canandaigua NY

$482 nightly

$547 total

Jul 22 - Jul 23

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...

9.4/10 Exceptional! (525 reviews)

"The staff was top notch. Everyone was super accommodating."

Reviewed on Jul 13, 2026

Sutherland House Victorian Bed & Breakfast

3179 NY-21 Canandaigua NY

$168 nightly

$186 total

Jul 27 - Jul 28

Total with taxes and fees

This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a lobby fireplace, and a communal living room are ...

9.8/10 Exceptional! (164 reviews)

"Too many steps for seniors to navigate safely"

Reviewed on Jul 11, 2026

Waters Edge B&B Resort

4377 West Lake Road Geneva NY

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. WiFi in public areas is free. A business center, a terrace, ...

10/10 Exceptional! (80 reviews)

"I can’t say enough good things about this property! Beautiful, relaxing and everything we wanted for our stay! Jo was amazing and her breakfast was delicious!! We will definitely be back!! Thank you for an amazing few days!!"

Reviewed on Jul 9, 2026

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Canandaigua Guesthouse

193 N Main St Canandaigua NY

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, ...

10/10 Exceptional! (18 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!"

Reviewed on Jul 12, 2026

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1795 Acorn Inn B&B

4508 NY-64 Canandaigua NY

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a ...

10/10 Exceptional! (22 reviews)

"Gracious and accommodating- beautiful inn and rooms"

Reviewed on Jun 8, 2026

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B&B at Oliver Phelps

252 North Main Street Canandaigua NY

$215 nightly

$244 total

Jul 22 - Jul 23

Total with taxes and fees

A restaurant, free self parking, and a terrace are among this bed & breakfast's amenities. Guests will appreciate free perks like English breakfast and WiFi ...

9.2/10 Wonderful! (317 reviews)

"Owner, Karen, was great! Went out of her way to make sure our stay was great. From great breakfasts to travel advice she was terrific! Would definitely return again...."

Reviewed on Jun 27, 2026

Black Sheep Inn and Spa

8329 Pleasant Valley Rd Hammondsport NY

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A garden and ...

10/10 Exceptional! (18 reviews)

"We spent 2 days there and was blow away by the property. Kim and Gary were the most wonderful hosts. i can not say enough good things about them and their beautiful B&B. The location right outside of downtown Hammondsport makes this place the perfect getaway destination. We will definately be ..."

Reviewed on Jul 11, 2026

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

Hammondsport NY

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.

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Chic Apt in the Heart of Downtown Canandaigua

Canandaigua NY

Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.

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1897 Beekman House

39 Main Street Dundee NY

This guesthouse features free WiFi in public areas, wedding services, and free self parking. Enjoy the free full breakfast each morning. A garden, a lobby fireplace, ...

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

4 Star Hotels Middlesex

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Middlesex 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Middlesex will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Middlesex, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.