Millerton Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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Your Millerton Vacation

Lock in a Millerton vacation package that has only the things you need and nothing you don't. Good for dining, culture and shopping, think about basing yourself in the neighborhood of Canann Village Historic District. Every trip to Millerton should include a little sightseeing. Harlem Valley Rail Trail is a superb place to kick things off. Expedia is here to help you escape your daily routine. Tailor your vacation to Millerton to suit your style of travel, whatever that may be!

Millerton Hotel Deals

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 CA $232 per night from Jul 22 to Jul 23
CA $232
CA $278 total
Jul 22 - Jul 23
includes taxes & fees
9/10 Wonderful! (673 reviews)
"Wonderful SPACIOUS spotless unit with full kitchen, table and chair set, lovely forest view deck, two bathrooms, separate bedrooms and a comfortable sleep sofa!! Only problem was that there was no elevator to take our pieces of luggage to the third level. And we are Senior citizens! Otherwise, a ..."

Reviewed on Jul. 14, 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 CA $266 per night from Aug 12 to Aug 13
CA $266
CA $359 total
Aug 12 - Aug 13
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Live the front porch and dining room. We were first assigned a room in the Steven’s bldg. it was completely not up to standards. Musty smell , far from hotel and old dirty furniture. I complained to the front desk and was upgraded to a nicer building. Staff very cooperative. The pool was cloudy and ..."

Reviewed on Jul. 13, 2025

The Red Lion Inn
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 CA $138 per night from Jul 30 to Jul 31
CA $138
CA $155 total
Jul 30 - Jul 31
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Nice get away
"We had a very nice stay , the staff was friendly , everything was very clean and quiet. The breakfast was great , I’d stay again."

Reviewed on Jul. 13, 2025

Quality Inn
See all 1,162 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Millerton vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Millerton costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Millerton?
January, February and March are the best times to look for cheap Millerton vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on hotels and flights.
How many days is enough for Millerton?
Generally, a handful of days is enough to explore the main sights during your Millerton vacation. But if you'd like to have more time to relax or go on day trips, think about extending your itinerary.
How to find the best Millerton package deals?
Use Expedia's handy filters to find some fabulous Millerton package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Millerton package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Millerton vacation as a package?
You can enjoy significant savings on your next Millerton getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Millerton?
If you have your Millerton travel dates confirmed, book as early as you can to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Millerton?

  1. Choose your dates: The things you plan to do in Millerton and your favourite season can help you decide when to travel.
  2. Plan your budget wisely: On top of the price of your hotel, you should factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could arise during your trip to Millerton.
  3. Decide how long to go away for: Now that you're more familiar with Millerton, you can figure out the ideal length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Combine your accommodations and airfare: After you've settled on your trip dates and duration, book the ideal Millerton vacation package for you.

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