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

Fully refundableReserve now, pay when you stay

$274 nightly

$312 total

Feb 24 - Feb 25

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 ...

9.2/10 Wonderful! (452 reviews)

Everything was amazing!

Reviewed on Feb 2, 2026

Sutherland House Victorian Bed & Breakfast

3179 NY-21 Canandaigua NY

$124 nightly

$138 total

Feb 23 - Feb 24

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! (142 reviews)

Nice rooms, clean and historic. Quiet B&B to relax and rejuvenate

Reviewed on Feb 10, 2026

Lakefront Home:Thanksgiving: cozy up to our fireplace after skiing/wine tasting

Canandaigua NY

$402 nightly

$432 total

Feb 18 - Feb 19

Total with taxes and fees

A gym is featured at this vacation home, along with a terrace and limo/town car service. There's fun for all ages with a playground and an arcade/game room, ...

8.6/10 Excellent! (14 reviews)

Nancy, the host did a great job of making sure I arrived ok and if I needed any information about the area. She was very knowledgeable about the Town of Canandaigua and the surrounding area.

Reviewed on Jan 8, 2026

Canandaigua Guesthouse

193 N Main St Canandaigua NY

$262 nightly

$298 total

Feb 24 - Feb 25

Total with taxes and fees

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! (13 reviews)

Breakfast was wonderful as was the company. Wonderful hosts!

Reviewed on Oct 14, 2025

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, ...

9.8/10 Exceptional! (77 reviews)

The resort was situated directly on the lake, beautiful views! The owner/staff was incredibly accommodating. Breakfast served daily was prepared on the premises, individually for each person. Incredible meals! B&B located close to vineyards, restaurants, shops. Our kitchen, living space, bedroom ...

Reviewed on Oct 30, 2025

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B&B at Oliver Phelps

252 North Main Street Canandaigua NY

$215 nightly

$244 total

Feb 18 - Feb 19

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 ...

9.8/10 Exceptional! (80 reviews)

Everything

Reviewed on Sep 15, 2025

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! (12 reviews)

Simon and Miranda were excellent hosts. We saw Simon more than Miranda. Miranda made the marvelous food in the background. We had great conversations with Simon. He was amazing

Reviewed on Sep 18, 2025

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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 ...

ABSOLUTELY WONDERFUL PLACE!

Reviewed on Oct 8, 2024

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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, ...

Exceptional B&B

Great place. Beautiful house and rooms. Wonderful hosts. Amazing breakfast. Convenient location for local attractions.

Reviewed on Aug 30, 2020

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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.