Millerton Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Jennifer Brokaw

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
Fully refundableReserve now, pay when you stay
The price is 4.156.260 ₫ per night from 30 Jul to 31 Jul
4.156.260 ₫
5.007.457 ₫ total
30 Jul - 31 Jul
includes taxes & fees
9/10 Wonderful! (681 reviews)
"I liked the size of the rooms and how comfortable everything in the room was. It was stocked with everything we needed. I did not like the lack of accessibility for people with disabilities. There are elevators, but they are blocked, and there is limited disability parking. I was on the third floor ..."

Reviewed on 24 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
Fully refundableReserve now, pay when you stay
The price is 5.201.860 ₫ per night from 25 Aug to 26 Aug
5.201.860 ₫
6.978.335 ₫ total
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"Iconic, comfortable, historic ambiance, convenient location. If you come to the Berkshires you should stay or eat here at least once. Basic room with grandma's attic furniture but with a renovated bathroom. Breakfast and lunch were very good."

Reviewed on 26 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 4.199.391 ₫ per night from 31 Jul to 1 Aug
4.199.391 ₫
4.745.456 ₫ total
31 Jul - 1 Aug
includes taxes & fees
6.6/10 (764 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 1,176 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.

Popular places to visit

Harlem Valley Rail Trail

You can take time to visit Harlem Valley Rail Trail during your travels to Millerton. Discover the area's waterfalls and countryside.

Harlem Valley Rail Trail

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.