Town of Milo Vacations & Trips from $993

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The Latest Town of Milo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Black Sheep Inn and Spa

Black Sheep Inn and Spa

4 out of 5
Price was $1,186, price is now $993 per person
$993
per person
Jul 8 - Jul 13
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Elmira (ELM)
10/10 Exceptional! (14 reviews)
Simon and Miranda were excellent hosts. We saw Simon more than Miranda. Miranda made the marvelous food in the background. We had great conversations with Simon. He was amazing

Reviewed on Sep 18, 2025

Lodging at the Gaffer Inn

Lodging at the Gaffer Inn

2.5 out of 5
Gaffer District
Price was $1,418, price is now $1,180 per person
$1,180
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Elmira (ELM)
9.2/10 Wonderful! (206 reviews)
WSe liked the roominess 500 sq ft and the decor which was not standard high or low-end furnishings and wall art. It's location for seeing the wonderful Corning Museum is perfect--a nice walk. We'll go back when we're next in Finger Lakes.

Reviewed on Apr 29, 2026

Single Island Shores

Single Island Shores

3 out of 5
Price was $1,229, price is now $1,100 per person
$1,100
per person
Jul 8 - Jul 13
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Ithaca (ITH)
9.8/10 Exceptional! (436 reviews)
The cabins are so comfortable and welcoming! The location of Single Island Shores is perfect for visiting wineries and going into Watkins Glen for dinner! Everything is very close and easy to get to from here.

Reviewed on Apr 26, 2026

Moonshadow Bed and Breakfast

Moonshadow Bed and Breakfast

3.5 out of 5
Price was $1,625, price is now $1,456 per person
$1,456
per person
Jul 8 - Jul 13
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Elmira (ELM)
10/10 Exceptional! (38 reviews)
Beautiful property, nicely decorated. Great hosts. Wine tour with Stephen was wonderful. Breakfasts by Jeanette were spectacular. Activity advice from both was extremely useful. We would go back anytime !

Reviewed on Jul 23, 2025

Colonial Inn & Creamery

Colonial Inn & Creamery

2.5 out of 5
Price was $1,453, price is now $1,311 per person
$1,311
per person
Jun 25 - Jun 27
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Ithaca (ITH)
7.6/10 Good! (545 reviews)
The property was recently renovated so it was updated and clean. Parking was convenient and there was an ice cream store on the first floor. The location was in the heart of Watkins Glen so very convenient to restaurants and the lake. Of note, the property does not have an elevator but there are first floor rooms in addition to the second floor. Rooms.

Reviewed on May 18, 2026

Find the Best Town of Milo Vacation Packages

Town of Milo Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tompkins Regional Airport (ITH)

Town of Milo Hotel Deals

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

3 out of 5
124 Elm St Penn Yan NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from May 28 to May 29
$100 total
May 28 - May 29
Total with taxes and fees
8.8/10 Excellent! (1,012 reviews)
"We did not eat at the breakfast bar this time."

Reviewed on May 16, 2026

Microtel by Wyndham Penn Yan Finger Lakes Region
Hampton Inn Penn Yan

Hampton Inn Penn Yan

2.5 out of 5
110 Mace Street Penn Yan NY
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $117 total per night from May 28 to May 29
$117 total
May 28 - May 29
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"The hotel was clean, staff was friendly, the entertainment at the bar was great and the view of the lake, of course, was beautiful. However, the elevators didn't always respond correctly, taking you to floors you didn't want to go to, the walls between rooms are paper thin and we could hear entire ..."

Reviewed on May 17, 2026

Hampton Inn Penn Yan
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

2.5 out of 5
142 Lake St Penn Yan NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $118 total per night from May 25 to May 26
$118 total
May 25 - May 26
Total with taxes and fees
9.6/10 Exceptional! (1,001 reviews)
"Excellent all around, will be going back soon."

Reviewed on Apr 30, 2026

Best Western Plus Vineyard Inn & Suites
See all 1,899 properties in Town of Milo
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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Frequently asked questions

How much does a Town of Milo vacation package cost?
Our Town of Milo vacation packages, which begin at just $993, are an easy way to save big. Handpick your favorite hotels, flights and more to create a custom-built escape.
How do I get a cheap travel package to Town of Milo?
Track down flights that fit in with your schedule, add a hotel room to your booking and watch the savings rack up with a Town of Milo vacation package. It's as easy as that! From flights and hotels to activities and rental cars, Expedia makes traveling cheaply a cinch. And with more than 550 air carriers and 1,000,000 properties across the globe to pick from, you'll never be short of choice.
How far in advance should I book my Town of Milo vacation?
Savvy travelers always book early. Airlines generally release flight tickets nearly 12 months in advance, and this is your chance to score some of the cheapest prices. Just been told you should take all your vacation days next month? Don't fret. Expedia are never short on fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Town of Milo travel package include?
It comes down to what you're looking for. If you're traveling by yourself, you might decide to bundle hotels and flights. Bringing the whole family to Town of Milo? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the flexibility and freedom to tailor your travel package.
What should I know before booking a Town of Milo travel package?
You'll land excellent savings when you bundle your hotels, flights and rental cars into a package. Not only that, booking everything together just makes things easier. So why waste your money or time? Whether you're organizing a luxury romantic escape or a budget solo adventure, have a look at our vacation packages today.
Can I choose my airline with a Town of Milo Expedia vacation package?
Most definitely. Expedia has access to more than 550 airlines worldwide, so you can design your Town of Milo trip according to your needs and budget.
Does Expedia offer Book Now, Pay Later Town of Milo vacation packages?
Working together with online lender Affirm, Expedia offers financial flexibility with a Book Now, Pay Later option for package bookings. Get the financial side of things sorted with one upfront payment or split the price of your travel over multiple installments. There's a payment option to suit every wanderer.
If I'm not able to travel, can I cancel my Town of Milo vacation package?
Certainly, and we're here to help. You may be able to amend or cancel your Town of Milo vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If life gets in the way of your vacation, have a look at our Customer Service Portal for further information.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.