Millerton Holidays

Photo by Jennifer Brokaw

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top hotels in Millerton

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
The price is S$216 per night from 30 Jul to 31 Jul
S$216
30 Jul - 31 Jul
includes taxes & fees
9/10 Wonderful! (678 reviews)
"Terrific place. Spacious, clean, comfortable."

Reviewed on 18 Jul, 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
The price is S$332 per night from 13 Aug to 14 Aug
S$332
13 Aug - 14 Aug
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"We could use the pool and other amenities available prior to our room being available. It was great to sit outside have dinner whilst listening to live music."

Reviewed on 17 Jul, 2025

The Red Lion Inn
St. Charles Hotel

St. Charles Hotel

2 out of 5
16 Park Place, Hudson, NY
Fully refundable
The price is S$232 per night from 28 Jul to 29 Jul
S$232
28 Jul - 29 Jul
includes taxes & fees
6.6/10 (762 reviews)
"Great staff, very helpful and enthusiastic. Perfect if you have a dog. Great location downtown. No frills, but everything we needed, and the coffee was pretty good too. We would stay here again."

Reviewed on 20 Jul, 2025

St. Charles Hotel
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 holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday 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 holiday 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 travellers.
How many days is enough for Millerton?
The ideal length for your Millerton holiday 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," "Traveller 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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a Millerton holiday as a package?
You can enjoy significant savings on your next Millerton escape by booking a personalised holiday package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday 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, favourite 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 customised Millerton holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.