Millerton Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Jennifer Brokaw

  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Millerton Vacation Packages

Millerton Hotel Deals

Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is ₩128,802 per night from Sep 1 to Sep 2
₩128,802
₩143,873 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Good"

Reviewed on Aug 8, 2025

Quality Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is ₩126,197 per night from Sep 2 to Sep 3
₩126,197
₩160,219 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (691 reviews)
"Staff is helpful and friendly!"

Reviewed on Aug 11, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is ₩269,699 per night from Aug 17 to Aug 18
₩269,699
₩363,368 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"The hotel was very nice, well kept, and clean on the inside and had its characteristic charm. The pool area was gorgeous and very relaxing. We loved the charm and the way the property sprawled around the cute town square. Our room was very spacious, clean and the bed was super soft and comfy. However, ..."

Reviewed on Aug 13, 2025

The Red Lion Inn
See all 1,170 properties in Millerton
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.

Frequently asked questions

How much does a Millerton vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. But how much your vacation to Millerton costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Millerton?
If you're hoping to book a cheap Millerton vacation package, consider visiting in January, February and March. You'll generally find better rates on airfares and hotels during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Millerton?
The ideal length for your Millerton vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you time to hit all the main sights and discover some hidden gems along the way.
How to find the best Millerton package deals?
Finding a cheap Millerton package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most affordable Millerton package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Millerton vacation as a package?
You can enjoy significant savings on your next Millerton escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Millerton?
Land incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Millerton getaway.
How to plan a trip to Millerton?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to go to Millerton.
  2. Figure out your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and flights. Your hotel will likely be the biggest expense during your trip to Millerton.
  3. Decide your trip length: Consider how long you'd like to spend discovering Millerton. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Millerton vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.