Ashley Falls Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Ashley Falls

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 S$168 per night from 13 Jul to 14 Jul
S$168
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"The gentleman working at the front desk was extremely helpful when were in a pinch and needed assistance late at night! The second-level room was comfortable, clean, and quiet, and the location is amazing, just a short walk to all the restaurants, cafes and shops that downtown Great Barrington has ..."

Reviewed on 26 Jun, 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 S$228 per night from 30 Jun to 1 Jul
S$228
30 Jun - 1 Jul
includes taxes & fees
9/10 Wonderful! (660 reviews)
Good for a girls trip!
"We loved the comfortable beds and ensuite bathrooms. The kitchen was well-equipped and common room was comfortable too. We didn't use any of the other amenities, but there were quite a few options that looked appealing. Convenient to Lenox which was our primary destination for dining and ..."

Reviewed on 21 Jun, 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 S$334 per night from 29 Jun to 30 Jun
S$334
29 Jun - 30 Jun
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Lovely inn, friendly staff in every area. And a fabulous porch. This is the rare old inn that feels modern, too, and it overflows with charm."

Reviewed on 26 Jun, 2025

The Red Lion Inn
See all 934 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 holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Ashley Falls?
With a well-organised 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 holiday 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 holiday package as early as possible.
When to book a holiday package to Ashley Falls?
If you have your Ashley Falls holiday 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, favourite 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 accommodation, 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 accommodation and airfare: After you've nailed down your travel dates and duration, lock in the perfect Ashley Falls holiday package for you.

* 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.