Ashley Falls Trips (flight + hotel)

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Top hotels in Ashley Falls

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 P5,209 per night from Sep 2 to Sep 3
P5,209
P6,614 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 P11,358 per night from Sep 15 to Sep 16
P11,358
P15,237 total
Sep 15 - Sep 16
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Very clean, fantastic staff, comfortable bed, robes to use gping to the pool/jacuzzi, plus the large bottles of water in the room."

Reviewed on Aug 14, 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 P5,274 per night from Sep 1 to Sep 2
P5,274
P5,891 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"The day manager was welcoming, knowledgeable and helpful. The night manager was not helpful when we called to complain that our room had not been made up for the night, nor were the used towels taken. He claimed that we had to ask for the room to be cleaned. The next morning, the day manager had ..."

Reviewed on Aug 14, 2025

Quality Inn
See all 951 properties in Ashley Falls
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

What are the cheapest months to go to Ashley Falls?
The off-season is the best time to travel to Ashley Falls if you're trying to keep costs down. Another tip for finding cheap Ashley Falls vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Ashley Falls?
With a well-organized travel plan, you can easily tick off the top Ashley Falls sights in a handful of days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Ashley Falls vacation for longer.
How to find the best Ashley Falls package deals?
Use Expedia's filters to find some unbeatable Ashley Falls package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Ashley Falls package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
When to book a vacation package to Ashley Falls?
If you have your Ashley Falls vacation dates finalized, book as early as you can to bag some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Ashley Falls?

  1. Choose the ideal time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Ashley Falls.
  2. Plan your budget wisely: Besides the price of your accommodations, you'll need to factor in other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Ashley Falls.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Ashley Falls. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your accommodations and airfare: After you've nailed down your travel dates and duration, lock in the perfect Ashley Falls 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.