Explore top 2026 4 Star Hotels in Middlesex

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Top Middlesex 4 Star hotels

The Lake House on Canandaigua

The Lake House on Canandaigua

4.5 out of 5
770 South Main Street Canandaigua NY
$269 nightly
The price is $305 total per night from Nov 22 to Nov 23
$305 total
Nov 22 - Nov 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 ...
Opens in a new windowThe Lake House on Canandaigua
Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast

4 out of 5
3179 NY-21 Canandaigua NY
$143 nightly
The price is $158 total per night from Nov 11 to Nov 12
$158 total
Nov 11 - Nov 12
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! (192 reviews)
"Wonderful experience and terrific breakfast!"

Reviewed on Oct 29, 2026

Opens in a new windowSutherland House Victorian Bed & Breakfast
Canandaigua Guesthouse

Canandaigua Guesthouse

4 out of 5
193 N Main St Canandaigua NY
$259 nightly
The price is $294 total per night from Nov 11 to Nov 12
$294 total
Nov 11 - Nov 12
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! (28 reviews)
"One of the nicest bed and breakfasts we've stayed at. Owners are the best. Can't beat the location."

Reviewed on Nov 3, 2026

Opens in a new windowCanandaigua Guesthouse
Waters Edge B&B Resort

Waters Edge B&B Resort

4 out of 5
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, ...
Opens in a new windowWaters Edge B&B Resort
B&B at Oliver Phelps

B&B at Oliver Phelps

4 out of 5
252 North Main Street Canandaigua NY
$220 nightly
The price is $250 total per night from Nov 9 to Nov 10
$250 total
Nov 9 - Nov 10
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 ...
9.6/10 Exceptional! (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."

Reviewed on Oct 16, 2026

Opens in a new windowB&B at Oliver Phelps
1795 Acorn Inn B&B

1795 Acorn Inn B&B

4.5 out of 5
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

Opens in a new window1795 Acorn Inn B&B
Black Sheep Inn and Spa

Black Sheep Inn and Spa

4.5 out of 5
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! (30 reviews)
"The Black Sheep Inn occupies a beautiful and historic house near the pleasant village of Hammondsport. The accommodations were comfortable. The innkeepers were welcoming and generous. The included breakfast is always a hit!"

Reviewed on Oct 16, 2026

Opens in a new windowBlack Sheep Inn and Spa
Walk to Eats: New Boho Hammondsport Apt w/ Pool!

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

4 out of 5
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.
Opens in a new windowWalk to Eats: New Boho Hammondsport Apt w/ Pool!
Chic Apt in the Heart of Downtown Canandaigua

Chic Apt in the Heart of Downtown Canandaigua

4 out of 5
Canandaigua NY
Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.
Opens in a new windowChic Apt in the Heart of Downtown Canandaigua
1897 Beekman House

1897 Beekman House

4 out of 5
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, ...
Opens in a new window1897 Beekman House
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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.

Recent Middlesex hotel reviews by fellow wanderers

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