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Cheap hotels in Middlesex

Find the cheap hotels that appeal to you the most

August 2026

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The best cheap hotels in Middlesex

Check out our selection of great cheap hotels in Middlesex

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Hampton Inn Penn Yan, NY

Penn Yan (Near Middlesex)

Located in Penn Yan, 21 miles from Glenn H. Curtiss Museum, Hampton Inn Penn Yan, NY provides accommodations with free bikes, free private parking, a fitness center and a terrace.

V
Victor Tsz Yee
From
Hong Kong
A much better Hampton than the One in Middletown, RI in all categories. In fact, they are like in 2 different category hotel.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 404 reviews
Price from
$79.85
1 night, 2 adults
Check availability

Best Western PLUS Vineyard Inn and Suites

Penn Yan (Near Middlesex)

This hotel in Penn Yan, New York offers spacious rooms with free Wi-Fi and a cable TV. It features an indoor pool and is just 1.6 miles from Lakeside Country Club.

V
Venuto
From
United States
Convenient location for our trip. There are restaurants close by.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 333 reviews
Price from
$92.65
1 night, 2 adults
Check availability

Holiday Inn Express Canandaigua, NY

Canandaigua (Near Middlesex)

Less than one mile from Lake Canandaigua, this Holiday Inn Express hotel is a 5 minute drive from Canandaigua Lake State Marine Park.

Z
Zuleyma
From
Aruba
the location, the bedrooms and the cleanliness
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 277 reviews
Price from
$103
1 night, 2 adults
Check availability

Modern, bright & calm 1 BR / 1 bath farm retreat

Penn Yan (Near Middlesex)

Modern, bright & calm 1 BR / 1 bath farm retreat is located in Penn Yan, just 31 miles from Glenn H. Curtiss Museum and 20 miles from Women'S Rights National Historical Park.

S
Sorcha
From
United Kingdom
Gorgeous apartment, perfect for a couple looking for some R&R. Amazing location in the Finger lakes with access to all of the wineries, and lovely hosts. Everything you could need for cooking utensils, and bathroom goods. A great consideration for the environment and natural habitat of the farm!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 32 reviews
Price from
$138.60
1 night, 2 adults
Check availability

Heated & AC Full Bathroom Covered Wagon

Penn Yan (Near Middlesex)

Heated & AC Full Bathroom Covered Wagon offers accommodations in Penn Yan, 16 miles from Finger Lakes Boating Museum and 25 miles from Hobart And William Smith Colleges.

T
Timothy
From
United States
Nice relaxing vibe, such a cool concept
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 59 reviews
Price from
$180
1 night, 2 adults
Check availability

Rustic Ridge

Penn Yan (Near Middlesex)

Rustic Ridge is located in Penn Yan, just 15 miles from Glenn H. Curtiss Museum and 24 miles from Watkins Glen International.

A
Ashley
From
United States
It was secluded, gorgeous. A quiet get away. Remember, this is basic needs. No water, minimal bathroom. But a cabin in the woods. An absolute PERFECT romantic get away for you and your partner.
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 13 reviews
Price from
$162.75
1 night, 2 adults
Check availability

Lakeside Condo with plenty of amenities close to Bristol Mountain - permit - 2024-0018

Canandaigua (Near Middlesex)

Lakeside Condo with plenty of amenities close to Bristol Mountain - permit - 2024-0018 is located in Canandaigua, just 13 miles from Sonnenberg Gardens Mansion State Historic Park and 14 miles from...

J
Joshua
From
United Kingdom
Very nice apartment with great view. It has everything you would need for a great stay. Excellent communication with hosts.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 10 reviews
Check availability
All cheap hotels in Middlesex

Looking for a cheap hotel?

For those trying to save, these fun, budget hotels still have lots to offer, from Wifi to convenient locations. Popular with backpackers, many properties are set in central areas and include comfortable rooms with private or shared bathrooms. You’ll also find loads of options that feature 24-hour front desks and luggage storage.

Most booked cheap hotels in Middlesex and surrounding area in the past month

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Popular with guests booking cheap hotels in Canandaigua

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 10 reviews