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Find hotels in Middlesex, NY from ₩114,230

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Our top choices for Middlesex hotels

Hypo-allergenic bedding, pillowtop 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, (68)
Escape to a peaceful retreat near Glenn H. Curtiss Museum and Pleasant Valley Wine Company. This hotel offers 2 dining options and a welcoming bar/lounge to unwind after exploring the area. Free WiFi and cable TV add modern comfort to your stay.
"Clean, beautiful room, great amenities, excellent location. Great communication from staff made check in very easy. "
United States
Julie
The Park Inn
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 ₩120,308
₩134,747 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Best Western Plus Vineyard Inn & Suites
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, (1003)
"Great hotel with great views. "
United States
Donald
The price is ₩101,993
₩114,230 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hampton Inn Penn Yan
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)
Tucked away in Penn Yan, this inviting B&B offers a peaceful retreat with a beautiful garden and terrace. Just a short drive from Keuka Lake's outdoor activities including hiking trails and kayaking. Free breakfast, WiFi and parking enhance your countryside escape.
"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
Sundeck
Plum Point Lodge

Plum Point Lodge

Plum Point Lodge
3.0 star property
Himrod
9.2 out of 10, Wonderful, (420)
Scenic getaway in Himrod featuring an outdoor pool and dining options. Located near Miles Wine Cellars and Shaw Vineyard, this hotel offers clean rooms and free parking. Enjoy the picnic area during your wine country adventures.
"Beautiful lake view and the staff was wonderful."
United States
Mary
Plum Point Lodge
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)
Surrounded by lush gardens in Geneva, this manor offers rejuvenating spa treatments from massages to mani/pedis. After exploring nearby Ravines Wine Cellars, unwind on the terrace or savor a meal at the on-site restaurant. Free WiFi and parking included.
"Clean room and nice scenery "
United States
Brooke
The price is ₩155,835
₩172,205 total
includes taxes & fees
Jan 4 - Jan 5, 2026
White Springs Manor a Belhurst Property
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, (308)
Set on the shores of Seneca Lake, this inviting hotel offers comfortable rooms with refrigerators and microwaves. Guests can dine at Lancellotti's restaurant, swim in the outdoor pool, or explore nearby South Main Street attractions while enjoying free WiFi and parking.
"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
Outdoor 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)
This luxurious hotel offers a ski shuttle, outdoor pool, and full-service spa with deep-tissue massages. Enjoy local cuisine at Rose Tavern, one of 2 restaurants, or unwind at the poolside bar near Canandaigua City Pier.
"Great stay!"
United States
Andrew
The price is ₩346,126
₩454,516 total
includes taxes & fees
Jan 22 - Jan 23, 2026
The Lake House on Canandaigua
Classic King | Iron/ironing board, free WiFi, bed sheets
Budget Inn Farmington

Budget Inn Farmington

Budget Inn Farmington
2.0 star property
Farmington
8.2 out of 10, Very Good, (347)
This Farmington motel offers easy access to Finger Lakes Gaming and Racetrack plus nearby restaurants. Clean rooms, helpful staff, and amenities like free WiFi and parking make it an affordable base for exploring local wineries and attractions.
"Had a great stay"
United States
Kim
The price is ₩112,945
₩124,805 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Budget Inn Farmington
Room, Private Bathroom (Susan B) | Premium bedding, pillowtop beds, individually decorated
B&B at Oliver Phelps

B&B at Oliver Phelps

B&B at Oliver Phelps
4.0 star property
Canandaigua
9.2 out of 10, Wonderful, (315)
Enjoy this charming B&B featuring a garden, terrace, and snack bar. Minutes from Granger Homestead and Ontario County Historical Society, with complimentary English breakfast, WiFi and parking to enhance your stay.
"Beautiful Inn! Karin is a gracious host and excellent tour guide Delicious breakfast each morning Great location Overall just lovely!"
United States
renee
The price is ₩309,957
₩351,808 total
includes taxes & fees
Dec 31 - Jan 1, 2026
B&B at Oliver Phelps
Exterior
Hampton Inn Geneva

Hampton Inn Geneva

Hampton Inn Geneva
2.5 star property
Geneva
8.4 out of 10, Very Good, (732)
Close to Finger Lakes Welcome Center, this hotel combines comfort with convenience. After exploring Smith Center for the Arts, return to enjoy the sauna, hot tub, and fitness center. The helpful staff ensures a memorable stay.
"The room was nice, clean, and comfortable."
United States
Anthony
The price is ₩145,370
₩164,993 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hampton Inn Geneva
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, (625)
Close to South Main Street, this hotel offers complimentary breakfast and convenient parking. Take a swim in the indoor pool or energize at the fitness center. Friendly staff ensure a comfortable stay near Finger Lakes attractions.
"Super clean, great breakfast and friendly staff!"
United States
Lynne
The price is ₩140,109
₩159,024 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn & Suites by Marriott Geneva Finger Lakes
Standard Room, 2 Queen Beds | Premium bedding, pillowtop 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, (1003)
Located near Hobart & William Smith Tennis Center and Ravines Wine Cellars, this hotel offers free breakfast, WiFi, and parking. After a workout in the fitness center, enjoy American cuisine at Kindred Fare. Guests rave about the helpful staff and clean rooms.
"Nice staff, really good for the price."
United States
Roberto
The price is ₩131,119
₩144,887 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Microtel Inn & Suites by Wyndham Geneva
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)
Embrace winter thrills with nearby cross-country and downhill skiing options at this cozy Canandaigua B&B. Enjoy complimentary full breakfast, WiFi, and parking while staying close to Canandaigua City Pier and the Lake State Marine Park.
"My daughter and i stayed here after a show at CMAC. It was lovely. "
United States
JESSICA
The price is ₩556,146
₩597,864 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Chalet of Canandaigua
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
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)
Walkable to Keuka Lake, this hotel offers a refreshing indoor pool and 24-hour fitness center for active travelers. Complimentary breakfast, WiFi, and parking enhance your stay while exploring nearby wineries and museums.
"Clean and spacious room, very friendly breakfast staff, convenient bar in the lobby"
United States
Rob
The price is ₩140,266
₩157,099 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Best Western Plus The Hammondsport Hotel
Desk, iron/ironing board, cribs/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, (490)
This quiet motel offers complimentary WiFi and parking plus a soothing hot tub to end your day. Located in Canandaigua with easy access to Naked Dove Brewing Company and CMAC Performing Arts Center. Fellow travelers consistently praise the helpful staff and clean accommodations.
"Good location and good value,"
United States
Donald
The price is ₩109,371
₩120,855 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area
Exterior
Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Holiday Inn Express & Suites Geneva Finger Lakes by IHG
2.5 star property
Geneva
9.2 out of 10, Wonderful, (1002)
Positioned for Finger Lakes exploration, this inviting hotel offers a refreshing indoor pool and complimentary breakfast to start adventure-filled days. Clean rooms and attentive staff ensure a pleasant stay near local wineries and colleges.
"Great place to stay "
United States
Patricia
The price is ₩150,116
₩165,879 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Holiday Inn Express & Suites Geneva Finger Lakes by IHG
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)
Set on stunning Cayuga Lake, this unique inn offers glamping yurts alongside traditional B&B rooms. Enjoy complimentary bicycles to explore nearby Zugibe Vineyards and Three Brothers Wineries, or try kayaking adventures. The cozy bar and lakeside terrace complete your wine country getaway.
"We had an amazing two nights at Yale Manor, and cannot recommend this place enough. "
United States
Anna Grace
The price is ₩247,335
₩274,542 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Yale Manor B&B and Yurt Glamping
Interior entrance
The Naples Hotel

The Naples Hotel

The Naples Hotel
3.0 star property
Naples
9.4 out of 10, Exceptional, (87)
Step into old-world character at this golf hotel near Naples Library and Bristol Valley Theater. Enjoy American cuisine at the on-site restaurant, unwind at the bar, and appreciate the convenience of free WiFi and parking.
"Lovely place to stay for my daughter’s wedding! Perfect location and comfortable suite. "
United States
Stacey
The price is ₩313,100
₩345,983 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Naples Hotel
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

Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel

10/10 Excellent
"One of the best hotel experiences I’ve had in the last 10 years. The room was spacious, spotless, and honestly felt like new. The entire hotel was extremely clean and well maintained. From check in to check out, the service was top tier. Special shoutout to the older lady working breakfast, absolute gem. Warm, attentive, and made the mornings better. Breakfast itself was great and well done. We stayed as a family with my wife and two kids, and it was very comfortable and family friendly. Two small suggestions. The shower water pressure could be stronger, and it would be nice to have more late night food options available on Uber Eats or DoorDash. Neither of these were deal breakers. Overall, an excellent stay and I would absolutely come back and recommend this hotel without hesitation."
ABDUL AWAL 1-night trip
Posted 5 days ago
Best Western Plus The Hammondsport Hotel

More cheap stays in Middlesex

Hampton Inn Penn Yan

Hampton Inn Penn Yan

110 Mace Street Penn Yan NY
The price is ₩101,993 per night from Jan 5 to Jan 6
₩101,993
₩114,230 total
Jan 5 - Jan 6, 2026
includes taxes & fees
9.2/10 Wonderful! (1,000 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 traveler data. Two other choices for your stay in 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, 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?
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 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 22 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.