A waterfall cascading through a narrow rock formation surrounded by greenery.

Find hotels in Middlesex, NY from ¥12,193

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Oct 11 - Oct 12
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Oct 12 - Oct 13
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Middlesex hotels

1. 41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham
Geneva
United States
Melanie
¥15,103
¥17,143 total
includes taxes & fees
Nov 3 - Nov 4
41 Lakefront Hotel, Trademark Collection By Wyndham

2. The Lake House on Canandaigua

The Lake House on Canandaigua
Canandaigua
United States
Andrew
¥35,523
¥47,146 total
includes taxes & fees
Nov 8 - Nov 9
The Lake House on Canandaigua

3. del Lago Resort & Casino

del Lago Resort & Casino
Waterloo
United States
Darlene
¥17,691
¥19,637 total
includes taxes & fees
Oct 25 - Oct 26
del Lago Resort & Casino

4. Woodcliff Hotel and Spa

Woodcliff Hotel and Spa
Fairport
United States
Rick
¥20,848
¥26,332 total
includes taxes & fees
Oct 20 - Oct 21
Woodcliff Hotel and Spa

5. Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region
Penn Yan
United States
janis
¥11,842
¥13,264 total
includes taxes & fees
Nov 1 - Nov 2
Microtel by Wyndham Penn Yan Finger Lakes Region

6. Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton
Canandaigua
United States
rena
¥25,836
¥29,325 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Canandaigua, Tapestry Collection by Hilton

7. Lakeside Resort

Lakeside Resort
Watkins Glen
Ireland
Ronald
¥23,873
¥26,737 total
includes taxes & fees
Nov 1 - Nov 2
Lakeside Resort

8. Baymont by Wyndham Henrietta/Rochester

Baymont by Wyndham Henrietta/Rochester
Henrietta
United States
Timothy
¥9,958
¥11,353 total
includes taxes & fees
Nov 1 - Nov 2
Baymont by Wyndham Henrietta/Rochester

9. 1795 Acorn Inn B&B

1795 Acorn Inn B&B
Canandaigua
United States
Melissa
1795 Acorn Inn B&B

10. The Naples Hotel

The Naples Hotel
Naples
United States
Alex
¥34,670
¥38,311 total
includes taxes & fees
Nov 1 - Nov 2
The Naples Hotel

11. Best Western Plus Victor Inn & Suites

Best Western Plus Victor Inn & Suites
Fishers
United States
judy
¥16,146
¥17,842 total
includes taxes & fees
Oct 13 - Oct 14
Best Western Plus Victor Inn & Suites

12. Chalet of Canandaigua

Chalet of Canandaigua
Canandaigua
United States
Sarah
¥55,409
¥59,565 total
includes taxes & fees
Oct 12 - Oct 13
Chalet of Canandaigua

13. The Inn at Glenora Wine Cellars

The Inn at Glenora Wine Cellars
Dundee
United States
Mamie
¥16,955
¥18,988 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Glenora Wine Cellars

14. The Lux Hotel & Conference Center, an Ascend Collection Hotel

The Lux Hotel & Conference Center, an Ascend Collection Hotel
Waterloo
United States
Gunjan
¥16,013
¥17,774 total
includes taxes & fees
Nov 2 - Nov 3
The Lux Hotel & Conference Center, an Ascend Collection Hotel

15. The Oak & Anchor Inn

The Oak & Anchor Inn
Keuka Park
United States
Clara
The Oak & Anchor Inn

16. The Hotel Laurel at Seneca

The Hotel Laurel at Seneca
Watkins Glen
United States
Thomas
¥29,469
¥33,007 total
includes taxes & fees
Nov 10 - Nov 11
The Hotel Laurel at Seneca

17. Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva
Geneva
United States
Cynthia
¥11,976
¥13,233 total
includes taxes & fees
Nov 3 - Nov 4
Microtel Inn & Suites by Wyndham Geneva

18. Hampton Inn Penn Yan

Hampton Inn Penn Yan
Penn Yan
United States
Martha
¥12,111
¥13,563 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Penn Yan

19. Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites
Penn Yan
United States
Marla
¥14,322
¥16,041 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Vineyard Inn & Suites

20. Hampton Inn & Suites Rochester/Victor

Hampton Inn & Suites Rochester/Victor
Victor
United States
David
¥16,746
¥18,505 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Rochester/Victor
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Stay near popular Middlesex attractions

Clarks Gully

Commune with nature and explore the great outdoors at Clarks Gully during your travels in Middlesex. Stroll along this relaxing area's lakeside, or simply enjoy its wineries.
See properties

Learn more about Middlesex

Nestled along the shores of Canandaigua Lake, this charming town invites visitors to explore the dramatic rock formations of Clarks Gully. Outdoor enthusiasts can split their time between Deep Run Beach's refreshing waters and nearby Bristol Mountain's scenic slopes depending on the season.

See all hotels in Middlesex
A waterfall cascading through a narrow rock formation surrounded by greenery.
Photo by Matthew Jay

Top Middlesex Hotel Reviews

Days Inn by Wyndham Geneva/Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes

10/10 Excellent
"Staff was very helpful with quick and easy check-in. Room was clean. The surrounding area is safe and close to shopping. Breakfast is average. Bagels, cereal, coffee, juice, and waffle. Good place to stay if visiting Hobart & William Smith"
Daniel 1-night trip
Posted 2 hours ago
Days Inn by Wyndham Geneva/Finger Lakes
Hampton Inn Penn Yan

Hampton Inn Penn Yan

10/10 Excellent
"The staff at this hotel were all friendly and helpful. Randy at the front desk and Jeff and Josie in the Breeze restaurant were great. They put a lot of thought into the breakfast it was different every day and tasty. Our room was well stocked and clean. Rooms are quiet and comfortable. Will stay here again."
Karen 3-night trip
Posted 2 hours ago
Hampton Inn Penn Yan
Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton

10/10 Excellent
"We reserved a lake view room. Just beautiful scenery from morning to sunset. Nice walking trails and close to downtown. Staff was pleasant and helpful - directed us to tourist center"
Natalie 5-night trip
Posted 5 hours ago
Hotel Canandaigua, Tapestry Collection by Hilton
Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

8/10 Good
"Staff not always available at the desk, breakfast could have been fresher with more options. The elevator was super slow!!"
Sarah 2-night trip
Posted 10 hours ago
Microtel by Wyndham Penn Yan Finger Lakes Region
41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

8/10 Good
"The location was great. The view of Seneca lake through the room was breathtaking. The room was clean. The staff was courteous. There was ample parking. Only the hardware in bathtub was little rusty ."
Alka 2-night trip
Posted 1 day ago
41 Lakefront Hotel, Trademark Collection By Wyndham
Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel

8/10 Good
"Room was clean, buffet breakfast was very good. Only complaint was that the elevator was broken and had to walk up 3 flights of steps to get to room, that was annoying."
Helene 1-night trip
Posted 1 day ago
Best Western Plus The Hammondsport Hotel
Plum Point Lodge

Plum Point Lodge

10/10 Excellent
"Amazing!! Quiet Little town beautiful sunrises amazing wineries for miles!! This lodge is absolutely worth the stay and experience watching the lake so breathtaking!"
Jessica 1-night trip
Posted 1 day ago
Plum Point Lodge
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

10/10 Excellent
"The beds were comfortable. The rooms were very clean. Loved having the 24 hour hot coffee machine. Staff was helpful. No complaints."
Evelyn 3-night trip
Posted 2 days ago
Best Western Plus Vineyard Inn & Suites
Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

10/10 Excellent
"."
Sharon 2-night trip
Posted 3 days ago
Comfort Inn & Suites Farmington - Victor

More cheap stays in Middlesex

Days Inn by Wyndham Geneva/Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes

485 Hamilton St Geneva NY
¥11,034
¥12,193 total
Nov 4 - Nov 5
includes taxes & fees
7.4/10 Good! (1,002 reviews)
Days Inn by Wyndham Geneva/Finger Lakes
Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva

550 Hamilton St Geneva NY
¥11,976
¥13,233 total
Nov 3 - Nov 4
includes taxes & fees
Microtel Inn & Suites by Wyndham Geneva
Hampton Inn Penn Yan

Hampton Inn Penn Yan

110 Mace Street Penn Yan NY
¥12,111
¥13,563 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Hampton Inn Penn Yan
Microtel Inn & Suites by Wyndham Farmington

Microtel Inn & Suites by Wyndham Farmington

1299 NYS Route 332 Farmington NY
¥16,013
¥17,693 total
Oct 28 - Oct 29
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Microtel Inn & Suites by Wyndham Farmington
Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

6026 Route 96 Farmington NY
¥17,045
¥18,835 total
Oct 25 - Oct 26
includes taxes & fees
Comfort Inn & Suites Farmington - Victor
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG

330 Eastern Blvd. Canandaigua NY
¥20,580
¥22,741 total
Nov 10 - Nov 11
includes taxes & fees
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Frequently asked questions

Where is the best place to stay in Middlesex?
41 Lakefront Hotel, Trademark Collection By Wyndham, located 18.7 mi (30.1 km) from the heart of Middlesex, is a top choice for your stay based on our traveler data. Two other choices for your stay in the area are The Lake House on Canandaigua and Microtel by Wyndham Penn Yan Finger Lakes Region. See all available top hotels, or vacation rentals in Middlesex.
What are some of the best vacation rentals in Middlesex?
Romantic Cottage-Breathtakng View-Beach Fire Pit!-Aval Sep-Oct'26-Now Booking'27: This vacation home rental outside Middlesex is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Middlesex.
If I need to cancel my hotel reservation in Middlesex, will I receive a refund?
Yes, the majority of room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlesex.
Where can I learn more about changing or cancelling my trip to Middlesex?
To find more details about picking new dates or cancelling your trip to Middlesex, go to https://www.expedia.com/service/.
What are some accommodations with pools in Middlesex?
41 Lakefront Hotel, Trademark Collection By Wyndham: Hotel, 2-minute walk from Seneca Lake. Features free self parking, an indoor pool, and complimentary wireless internet access. The Lake House on Canandaigua and Microtel by Wyndham Penn Yan Finger Lakes Region are two additional hotels that offer an onsite pool. View all hotels with pools in Middlesex.
How is it staying in Middlesex?
Visitors are sure to enjoy all that Middlesex has to offer. In Middlesex, there are 18 hotels and other accommodations to choose from. Find out more about Middlesex.
What is there to see in Middlesex?
Natural beauty is on display at Canandaigua Lake, Clarks Gully, and West River Marsh. You'll also find Bristol Mountain Ski Resort and Keuka Lake State Park in the area. Check out what more to see and do in Expedia's Middlesex guide.
What's the weather like in Middlesex?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Middlesex are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.

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