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Find hotels in Middlesex, NY from Rp1.257.751

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Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Middlesex hotels

Front of property – evening/night
Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast
3.0 star property
Penn Yan
9.4 out of 10, Exceptional, (443)
"The cabins were amazing. Very private environment with access to the B&B. Will be staying again! The hosts were accommodating and friendly."
United States
Heather
Los Gatos Bed & Breakfast
Exterior
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites
2.5 star property
Penn Yan
9.6 out of 10, Exceptional, (1002)
"Room was great and so was staff"
United States
Jennifer
The price is Rp1.408.755
Rp1.577.805 total
includes taxes & fees
1 Jan - 2 Jan 2026
Best Western Plus Vineyard Inn & Suites
Hypo-allergenic bedding, pillow-top beds, iron/ironing board, free WiFi
The Park Inn

The Park Inn

The Park Inn
3.0 star property
Hammondsport
9.8 out of 10, Exceptional, (67)
"It was an enjoyable stay at the Park Inn. The room was spacious and clean- nice walk in shower. The coffee and tea station in the hall was a nice touch!"
United States
Diane
The Park Inn
Standard Room, 2 Queen Beds | Premium bedding, pillow-top beds, in-room safe, desk
Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva
2.0 star property
Geneva
8.6 out of 10, Excellent, (1002)
"Nice staff, really good for the price."
United States
Roberto
The price is Rp1.522.594
Rp1.682.466 total
includes taxes & fees
11 Jan - 12 Jan 2026
Microtel Inn & Suites by Wyndham Geneva
Lewis Suite | Individually decorated, individually furnished, iron/ironing board
White Springs Manor a Belhurst Property

White Springs Manor a Belhurst Property

White Springs Manor a Belhurst Property
3.5 star property
Geneva
8.2 out of 10, Very good, (321)
"Clean room and nice scenery "
United States
Brooke
The price is Rp1.824.769
Rp2.016.453 total
includes taxes & fees
30 Dec - 31 Dec
White Springs Manor a Belhurst Property
Sports facility
Hampton Inn Penn Yan

Hampton Inn Penn Yan

Hampton Inn Penn Yan
2.5 star property
Penn Yan
9.4 out of 10, Exceptional, (1001)
"Our room was very clean, breakfast was great, and the staff was super friendly and very accommodating! Will definitely go back!"
United States
Robin
The price is Rp1.194.303
Rp1.337.619 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hampton Inn Penn Yan
Outdoor pool, pool cabanas (surcharge), pool umbrellas
The Lake House on Canandaigua

The Lake House on Canandaigua

The Lake House on Canandaigua
4.5 star property
Canandaigua
9.4 out of 10, Exceptional, (435)
"Great stay!"
United States
Andrew
The price is Rp4.058.806
Rp5.329.819 total
includes taxes & fees
22 Jan - 23 Jan 2026
The Lake House on Canandaigua
Front of property
Canandaigua Guesthouse

Canandaigua Guesthouse

Canandaigua Guesthouse
4.0 star property
Canandaigua
10.0 out of 10, Exceptional, (13)
"Breakfast was wonderful as was the company. Wonderful hosts!"
United States
Mary
The price is Rp4.591.638
Rp5.211.509 total
includes taxes & fees
11 Jan - 12 Jan 2026
Canandaigua Guesthouse
Sun deck
Plum Point Lodge

Plum Point Lodge

Plum Point Lodge
3.0 star property
Himrod
9.2 out of 10, Wonderful, (420)
"Beautiful lake view and the staff was wonderful."
United States
Mary
Plum Point Lodge
Property grounds
Geneva On The Lake

Geneva On The Lake

Geneva On The Lake
3.0 star property
Geneva
8.8 out of 10, Excellent, (307)
"It was a wonderful stay in a historical inn with an excellent restaurant and bar. Beautiful water view and immaculately maintained grounds. Very clean room and attentive staff. Would definitely come here again. "
United States
John
Geneva On The Lake
Property grounds
Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast
4.0 star property
Canandaigua
9.8 out of 10, Exceptional, (139)
"A wonderful time at a spectacular place. A lot of history at the Sutherland very nice place on a wonderful location "
United States
WAYNE
Sutherland House Victorian Bed & Breakfast
Front of property – evening/night
Chalet of Canandaigua

Chalet of Canandaigua

Chalet of Canandaigua
3.5 star property
Canandaigua
9.4 out of 10, Exceptional, (354)
"My daughter and i stayed here after a show at CMAC. It was lovely. "
United States
JESSICA
The price is Rp6.512.249
Rp7.000.751 total
includes taxes & fees
5 Jan - 6 Jan 2026
Chalet of Canandaigua
Lobby lounge
Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Fairfield Inn & Suites by Marriott Geneva Finger Lakes
3.0 star property
Western Gardens
9.2 out of 10, Wonderful, (624)
"Super clean, great breakfast and friendly staff!"
United States
Lynne
The price is Rp1.640.618
Rp1.862.101 total
includes taxes & fees
7 Jan - 8 Jan 2026
Fairfield Inn & Suites by Marriott Geneva Finger Lakes
Front of property – evening/night
Yale Manor B&B and Yurt Glamping

Yale Manor B&B and Yurt Glamping

Yale Manor B&B and Yurt Glamping
3.0 star property
Romulus
9.6 out of 10, Exceptional, (83)
"We had an amazing two nights at Yale Manor, and cannot recommend this place enough. "
United States
Anna Grace
The price is Rp2.896.193
Rp3.214.774 total
includes taxes & fees
28 Dec - 29 Dec
Yale Manor B&B and Yurt Glamping
Property entrance
Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region
3.0 star property
Penn Yan
8.8 out of 10, Excellent, (1001)
"Clean room, great location. Friendly staff"
United States
Jamie
The price is Rp1.339.524
Rp1.558.945 total
includes taxes & fees
31 Dec - 1 Jan 2026
Microtel by Wyndham Penn Yan Finger Lakes Region
Exterior
Hampton Inn Geneva

Hampton Inn Geneva

Hampton Inn Geneva
2.5 star property
Geneva
8.4 out of 10, Very good, (731)
"The room was nice, clean, and comfortable."
United States
Anthony
The price is Rp1.633.587
Rp1.854.121 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn Geneva
Interior entrance
The Naples Hotel

The Naples Hotel

The Naples Hotel
3.0 star property
Naples
9.4 out of 10, Exceptional, (87)
"Lovely place to stay for my daughter’s wedding! Perfect location and comfortable suite. "
United States
Stacey
The price is Rp3.666.279
Rp4.051.322 total
includes taxes & fees
28 Dec - 29 Dec
The Naples Hotel
Lobby
Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel
2.5 star property
Hammondsport
9.6 out of 10, Exceptional, (1001)
"Clean and spacious room, very friendly breakfast staff, convenient bar in the lobby"
United States
Rob
The price is Rp1.642.460
Rp1.839.554 total
includes taxes & fees
9 Jan - 10 Jan 2026
Best Western Plus The Hammondsport Hotel
Classic King | Iron/ironing board, free WiFi, bed sheets
Budget Inn Farmington

Budget Inn Farmington

Budget Inn Farmington
2.0 star property
Farmington
8.4 out of 10, Very good, (346)
"Had a great stay"
United States
Kim
The price is Rp1.322.539
Rp1.461.405 total
includes taxes & fees
28 Dec - 29 Dec
Budget Inn Farmington
Desk, iron/ironing board, cots/infant beds, rollaway beds
Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area

Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area

Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area
2.0 star property
Canandaigua
7.6 out of 10, Good, (489)
"Good location and good value,"
United States
Donald
The price is Rp1.280.687
Rp1.415.159 total
includes taxes & fees
5 Jan - 6 Jan 2026
Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area
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.
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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
Cascade at Clark's Gully #Localsecrets #Mybackyard
Photo by Matthew Jay
Open Photo by Matthew Jay

Top Middlesex Hotel Reviews

The Lake House on Canandaigua

The Lake House on Canandaigua

10/10 Excellent
"Clean, charming, and comfortable!"
Courtney 1-night trip
Posted 5 days ago
The Lake House on Canandaigua

More cheap stays in Middlesex

Hampton Inn Penn Yan

Hampton Inn Penn Yan

110 Mace Street Penn Yan NY
The price is Rp1.194.303 per night from 6 Jan to 7 Jan
Rp1.194.303
Rp1.337.619 total
6 Jan - 7 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)

Frequently asked questions

Where is the best place to stay in Middlesex?
The Lake House on Canandaigua, located 11.7 mi (18.8 km) from the heart of Middlesex, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Hotel Canandaigua, Tapestry Collection by Hilton and Microtel Inn & Suites by Wyndham Farmington. See all available top hotels, or vacation rentals in Middlesex.
If I need to cancel my hotel reservation in Middlesex, will I receive a refund?
Yes, most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlesex.
What are some accommodation options with pools in Middlesex?
The Lake House on Canandaigua: Features 2 restaurants, an outdoor pool and a full-service spa. Hotel Canandaigua, Tapestry Collection by Hilton and Plum Point Lodge are two additional hotels that offer an on-site pool. View all hotels with pools in Middlesex.
What's it like to stay in Middlesex?
Visitors will definitely enjoy all that Middlesex has to offer. In Middlesex, there are 22 hotels and other accommodation options to choose from. Find out more about Middlesex.
What should I see while I'm 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. Take a look at what more there is 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 temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Middlesex are January, March, February and December, with each month seeing an average of 19 cm of snowfall.