A pier with a red lighthouse at dusk, reflecting on calm water.

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Our top choices for Middlesex hotels

1. The Lake House on Canandaigua

The Lake House on Canandaigua
4.5 star property
Canandaigua
9.4 out of 10, Exceptional, (616 reviews)
"I would 100% recommend staying here… relaxing, beautiful views, great staff, great food!"
United States
Shannon
$289 nightly
The price is $328
Nov 15 - Nov 16
Total with taxes and fees
The Lake House on Canandaigua

2. 41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham
3.0 star property
Geneva
8.0 out of 10, Very good, (1,284 reviews)
"Great stay!"
United States
Retro
$108 nightly
The price is $123
Nov 15 - Nov 16
Total with taxes and fees
41 Lakefront Hotel, Trademark Collection By Wyndham

3. del Lago Resort & Casino

del Lago Resort & Casino
4.0 star property
Waterloo
9.2 out of 10, Wonderful, (2,047 reviews)
"Great location with friendly staff."
Canada
Margaret
$120 nightly
The price is $133
Nov 16 - Nov 17
Total with taxes and fees
del Lago Resort & Casino

4. Woodcliff Hotel and Spa

Woodcliff Hotel and Spa
4.0 star property
Fairport
8.2 out of 10, Very good, (1,005 reviews)
"This was a great place to stay and would recommend"
United States
Andre
$179 nightly
The price is $204
Dec 1 - Dec 2
Total with taxes and fees
Woodcliff Hotel and Spa

5. Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton
3.5 star property
Canandaigua
9.0 out of 10, Wonderful, (501 reviews)
"Nice, clean, modern hotel located on the lake."
United States
Vesselin
$146 nightly
The price is $166
Dec 1 - Dec 2
Total with taxes and fees
Hotel Canandaigua, Tapestry Collection by Hilton

6. 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, (1,002 reviews)
"Location was great, clean rooms, friendly staff. Breakfast a perk!"
United States
Larissa
$79 nightly
The price is $89
Dec 6 - Dec 7
Total with taxes and fees
Microtel by Wyndham Penn Yan Finger Lakes Region

7. Lakeside Resort

Lakeside Resort
2.5 star property
Watkins Glen
9.6 out of 10, Exceptional, (1,006 reviews)
"Restaurant on premises was very good."
United States
Ethel
$189 nightly
The price is $211
Nov 12 - Nov 13
Total with taxes and fees
Lakeside Resort

8. Baymont by Wyndham Henrietta/Rochester

Baymont by Wyndham Henrietta/Rochester
2.0 star property
Henrietta
7.0 out of 10, Good, (1,183 reviews)
"Staff was excellent"
United States
Lesley
$63 nightly
The price is $72
Nov 12 - Nov 13
Total with taxes and fees
Baymont by Wyndham Henrietta/Rochester

9. The Naples Hotel

The Naples Hotel
3.0 star property
Naples
9.4 out of 10, Exceptional, (95 reviews)
"The hotel room was so cozy and it felt like having our own apartment. Tom was so cool to talk to and gave us the best recommendation for Halloween night! We had food from the restaurant and it was above and beyond our expectations. All of the businesses we went to encouraged visiting other businesses. An amazing stay. Even added on an extra night!"
United States
Holly
$219 nightly
The price is $242
Nov 12 - Nov 13
Total with taxes and fees
The Naples Hotel

10. 1795 Acorn Inn B&B

1795 Acorn Inn B&B
4.5 star property
Canandaigua
10.0 out of 10, Exceptional, (22 reviews)
"Gracious and accommodating- beautiful inn and rooms"
United States
Melissa
1795 Acorn Inn B&B

11. Best Western Plus Victor Inn & Suites

Best Western Plus Victor Inn & Suites
2.5 star property
Fishers
9.0 out of 10, Wonderful, (1,077 reviews)
"Have stayed here a few times. Very happy with this hotel"
United States
Richard
$93 nightly
The price is $103
Nov 29 - Nov 30
Total with taxes and fees
Best Western Plus Victor Inn & Suites

12. Chalet of Canandaigua

Chalet of Canandaigua
3.5 star property
Canandaigua
9.8 out of 10, Exceptional, (360 reviews)
"Beautiful property and lovely rooms! I would have loved to have had some more tea options, breakfast ready, and table set at the appointed time mentioned."
United States
Sarah
$350 nightly
The price is $376
Nov 12 - Nov 13
Total with taxes and fees
Chalet of Canandaigua

13. The Inn at Glenora Wine Cellars

The Inn at Glenora Wine Cellars
3.5 star property
Dundee
9.6 out of 10, Exceptional, (1,001 reviews)
"Excellent stay, beautiful views!"
United States
David
$83 nightly
The price is $93
Nov 12 - Nov 13
Total with taxes and fees
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
2.5 star property
Waterloo
8.6 out of 10, Excellent, (722 reviews)
"The breakfast was above average!"
United States
Greg
$88 nightly
The price is $98
Dec 8 - Dec 9
Total with taxes and fees
The Lux Hotel & Conference Center, an Ascend Collection Hotel

15. The Hotel Laurel at Seneca

The Hotel Laurel at Seneca
2.5 star property
Watkins Glen
9.0 out of 10, Wonderful, (1,000 reviews)
"Very nice remodeled property with lake views at all rooms. Also a very good on site restaurant."
United States
Kurt
$186 nightly
The price is $209
Dec 10 - Dec 11
Total with taxes and fees
The Hotel Laurel at Seneca

16. The Oak & Anchor Inn

The Oak & Anchor Inn
2.0 star property
Keuka Park
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay with plentiful breakfast, amazing views and close to so many attractions, wineries, and restaurants."
United States
Clara
The Oak & Anchor Inn

17. Hampton Inn Penn Yan

Hampton Inn Penn Yan
2.5 star property
Penn Yan
9.4 out of 10, Exceptional, (1,007 reviews)
"Beautiful location, staff was super helpful, property was clean with local restaurant available."
United States
Aakriti
$77 nightly
The price is $87
Dec 6 - Dec 7
Total with taxes and fees
Hampton Inn Penn Yan

18. Hampton Inn & Suites Rochester/Victor

Hampton Inn & Suites Rochester/Victor
3.0 star property
Victor
9.0 out of 10, Wonderful, (1,007 reviews)
"Nice stay !!! Beautiful area great restaurants and shopping"
United States
Steven
$106 nightly
The price is $117
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn & Suites Rochester/Victor

19. Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva
2.0 star property
Geneva
8.6 out of 10, Excellent, (1,003 reviews)
"I was satisfied with my stay there"
Canada
elham
$93 nightly
The price is $102
Nov 22 - Nov 23
Total with taxes and fees
Microtel Inn & Suites by Wyndham Geneva

20. Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites
2.5 star property
Penn Yan
9.6 out of 10, Exceptional, (1,000 reviews)
"Clean room and friendly staff"
United States
David
$85 nightly
The price is $95
Dec 7 - Dec 8
Total with taxes and fees
Best Western Plus Vineyard Inn & Suites
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Stay near popular Middlesex attractions

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.

A pier with a red lighthouse at dusk, reflecting on calm water.

Top Middlesex Hotel Reviews

More cheap stays in Middlesex

Hotels in Middlesex with star-rating

Find out more about Middlesex

Top reasons to visit Middlesex

  • Outdoor Adventures: Middlesex offers a variety of activities such as skiing, hiking, and exploring beautiful lakes and state parks, perfect for nature lovers.
  • Charming Accommodations: Enjoy unique lodging options, including cozy bed and breakfasts and agritourism properties, for a memorable stay.
  • Scenic Beauty: The picturesque landscapes make it an ideal spot for romantic getaways and family vacations.
  • Local Culture: Experience vibrant music venues and private tours that highlight the area's cultural scene.
  • Friendly Community: Engage with warm locals who enhance your visit with their hospitality and charm.

Find great hotels near Middlesex

Discover a variety of lodging options in Middlesex, New York, where charming bed and breakfasts and unique agritourism properties await you. Whether you're seeking adventure, family-friendly accommodations, or a pet-friendly getaway, you'll find the best hotels to meet your needs. Explore the top hotels in the area for an unforgettable stay, offering a perfect blend of comfort and local charm.

  • Microtel by Wyndham Penn Yan Finger Lakes Region: This 3-star hotel offers a welcoming family-friendly atmosphere with a guest rating of 8.8. Located 12 miles from Middlesex, Microtel is perfect for those seeking a blend of comfort and convenience. Its amenities include child-friendly services such as free cribs and pet-friendly policies, making it an excellent choice for families traveling with furry companions. The hotel also accommodates business travelers, ensuring a productive stay with essential facilities. Whether you're here for leisure or work, Microtel provides a cozy retreat in the beautiful Finger Lakes Region.
  • Best Western Plus Vineyard Inn & Suites: With an impressive guest rating of 9.6, this budget-friendly option is ideal for families and pet owners alike. Situated 12 miles from Middlesex, the Best Western Plus Vineyard Inn & Suites features complimentary cribs and a welcoming atmosphere. Its pet policies are accommodating, allowing pets of specified weight limits, making it a great choice for those traveling with pets. Guests appreciate the friendly service and comfortable accommodations, ensuring a pleasant stay in the heart of wine country.
  • Super 8 by Wyndham Canandaigua: This budget-friendly motel, located 12 miles from Middlesex, is an excellent choice for pet lovers. With amenities that allow dogs and cats, Super 8 is perfect for travelers who want to bring their furry friends along. The motel offers a straightforward and comfortable stay, with a service animal policy in place to ensure everyone's needs are met. Guests value the affordability and convenience of this option while enjoying the nearby attractions of the Canandaigua area.

Where to stay near Middlesex

Discover the charm of Middlesex, New York, where outdoor adventures and stunning scenery await. This central location offers luxurious retreats and access to nearby valleys and scenic trails, perfect for a romantic getaway or a family-friendly vacation. Experience the warm hospitality of friendly locals as you explore this secluded gem and its picturesque surroundings, making unforgettable memories along the way.

  • Canandaigua: Nestled 13 miles from Middlesex, Canandaigua is a charming city renowned for its picturesque landscapes and serene lake views. The town thrives in the summer months, welcoming visitors eager to enjoy outdoor activities, romantic getaways, and scenic explorations. The vibrant cultural scene features theaters and music concerts, making it a hub for entertainment. Nature lovers can explore the nearby Canandaigua Lake, state parks, and urban parks that add to the area's allure. With a mix of relaxation and adventure, Canandaigua is a delightful destination for any traveler.
  • Rushville: Located just 5 miles away from Middlesex, Rushville is a quaint city that attracts visitors with its seasonal charm. Peak tourist months include January, April, July, and November, offering a range of outdoor activities and romantic spots. The city is home to recreational areas and cultural venues such as theaters and music concerts. With its close proximity to beautiful lakes, national parks, and urban parks, Rushville provides an ideal setting for those looking to immerse themselves in nature while enjoying local entertainment.
  • Penn Yan: Situated 12 miles from Middlesex, Penn Yan is a vibrant city that offers a moderately seasonal travel experience. Summer months see a surge in visitors, drawn by the town's scenic beauty and outdoor adventures. Popular activities include hiking trails and educational excursions, making it a great spot for both relaxation and exploration. Surrounded by breathtaking lakes and parks, Penn Yan boasts a friendly atmosphere that invites travelers to discover its natural wonders and unique local attractions.

Things to do near Middlesex

Discover the charm of Middlesex, New York, perfect for outdoor and romantic getaways. Enjoy activities like skiing at local resorts and exploring scenic recreational areas. Don't miss out on private tours to uncover hidden gems, visit local attractions, and check out vibrant music venues that showcase the area's cultural scene. Whether you're seeking adventure or relaxation, Middlesex offers a delightful blend of experiences for all visitors.

Shopping

Middlesex offers quaint local shops for unique gifts and souvenirs, such as the Lakeside General Store. If you're up for a drive, head to Eastview Mall, about 30 miles away, for a larger selection of national retailers and specialty stores.

Recreation

Experience the luxury of Cobblestone Creek Country Club, where you can indulge in upscale amenities and rejuvenating spa treatments. Enjoy a round of golf on their beautifully manicured course or unwind by the pool, embracing a serene atmosphere perfect for relaxation and wellness.

Adventure

Experience the thrill of hiking along the stunning trails of the Finger Lakes National Forest, where breathtaking views and diverse wildlife await. For water activities, explore Canandaigua Lake, perfect for kayaking and fishing, offering a refreshing adventure amidst beautiful scenery.

Nightlife

In Middlesex, the Lakeside Restaurant offers a cozy atmosphere with live music and local brews. The nearby Finger Lakes Wine Country hosts tastings and evening events, perfect for a relaxing night out. Don't miss the charming local pubs for a taste of regional brews and friendly conversation.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Middlesex

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Middlesex are January to March, where the prices are slightly lower. This is in comparison to May and July to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Middlesex is Tuesday. The most expensive day to stay in Middlesex is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool makes it easy for you to choose your budget, desired location, and additional preferences. You can arrange your search results to display prices from lowest to highest, so you can easily find the most affordable hotels first. Additionally, you have the option to refine your choices by hotel type—if you select the Eco-certified filter, you'll be shown sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel reservations in Middlesex with your flights and activities by choosing an Expedia package.

Find the best attractions near Middlesex

Middlesex, New York, offers a charming escape for those seeking outdoor adventures and romantic scenery. Visitors can explore beautiful lakes, relax at local beaches, and enjoy the natural beauty of nearby state parks. The area's attractions cater to travelers looking for a blend of culture and nature, making it an ideal destination for memorable experiences in the great outdoors.

  • Canandaigua Lake: Located 5 miles from Middlesex, Canandaigua Lake offers a picturesque setting perfect for outdoor activities. Enjoy the serene views, sandy beaches, and romantic sunset spots, making it an ideal destination for relaxation and adventure alike.
  • Keuka Lake State Park: Situated 11 miles away, this state park is a haven for nature lovers and thrill-seekers. Explore its scenic trails, enjoy breathtaking lake views, and engage in outdoor adventures like hiking and picnicking amidst stunning natural beauty.
  • Deep Run Beach: Just 8 miles from Middlesex, Deep Run Beach features a classic beach atmosphere. Relax on the sandy shores, soak up the sun, and enjoy the refreshing waters, making it a perfect spot for a day of fun and leisure.

The nearest major airports for your trip to Middlesex

If you're planning to visit Middlesex, New York, there are several major airports nearby. BUFfalo Niagara International Airport (BUF) is located 75 miles away, wITH excellent hotel options like the 5-star Curtiss Hotel, just 8 miles from the airport, and the 4-star Delavan Hotel & Spa, 2 miles away, offering convenient transportation services. SYRacuse Hancock International Airport (SYR) is 65 miles distant, with the 4-star DoubleTree by Hilton only 2 miles from the airport. The closest option is Greater ROChester International Airport (ROC), located 35 miles away, where you can find the 4-star DoubleTree by Hilton and Strathallan Rochester Hotel, both 4 miles from the airport.

Frequently asked questions

What is the best area to stay in Middlesex?
The best area to stay in Middlesex is near Canandaigua Lake, particularly in the village of Middlesex itself or the nearby town of Naples, for those seeking a tranquil Finger Lakes experience.

For couples looking for a romantic getaway, staying in the village of Middlesex offers direct access to the lake and its activities. You'll find charming accommodations, often with lake views, and it's a great base for exploring local wineries and enjoying watersports. The village provides a peaceful setting while still being close to amenities.

Travelers who appreciate good food and local produce will enjoy staying in Naples, just a short drive from Middlesex. Naples is known for its grape pies and local vineyards, offering a culinary experience unique to the Finger Lakes region.
When is the best time to go to Middlesex?
The best time to visit Middlesex is during the late spring (May to early June) and early fall (September to October) when the weather is pleasant and the natural beauty of the region is at its peak.

Late spring offers comfortable temperatures, typically ranging from the low 60s to mid-70s Fahrenheit, making it ideal for outdoor activities like hiking, biking, and exploring the vineyards. The Finger Lakes region, where Middlesex is located, is particularly picturesque during this time, with blooming flowers and lush greenery. This period is great for couples looking for a romantic getaway or for solo travelers wanting to enjoy nature without the summer crowds.

Early fall brings similar mild temperatures, often in the 50s and 60s Fahrenheit, along with the stunning foliage of the changing leaves. This is also harvest season for the local wineries, offering unique tasting experiences and festivals. Families can enjoy apple picking and corn mazes, while couples might appreciate the scenic drives and cozy evenings by a fireplace.

While summer (July and August) is also popular, it can be quite warm and more crowded.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middlesex.
How much is the nightly rate at a Middlesex hotel?
Prices for hotels in Middlesex often vary, but you can find a great deal from $84 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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