New Ashford Vacations from $256

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Your New Ashford Vacation

With a vacation package to New Ashford, say goodbye to travel planning and hello to hassle-free adventure. Every detail of your journey has been taken care of before departing, so you can enjoy each moment experiencing this interesting city. Any trip to New Ashford needs a well-designed itinerary. Fill yours with major attractions such as Jiminy Peak Mountain Resort, Mount Greylock and Brodie Mountain. Expedia has what you need to escape your routine. Tailor your vacation to New Ashford to match your travel style, whatever that may be.

The Latest New Ashford vacation packages

Price found within the past 48 hours. Click for updated prices.
Valley Craft Ales
The Equinox Golf Resort & Spa
The Landing Hotel at Rivers Casino & Resort
Vacation Village in the Berkshires
Four Points by Sheraton Albany
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New Ashford Hotel Deals

The Springs Motel

The Springs Motel

2 out of 5
94 U.S. 7, New Ashford, MA
$94 nightly
The price is $104 total per night from Sep 17 to Sep 18
$104 total
Sep 17 - Sep 18
Total with taxes and fees
9/10 Wonderful! (65 reviews)
"for a motel in the Berkshires it was very good. A little isolated but that is not necessarily bad. Staff were very friendly."

Reviewed on Sep 9, 2025

The Springs Motel
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $119 total per night from Sep 21 to Sep 22
$119 total
Sep 21 - Sep 22
Total with taxes and fees
8.6/10 Excellent! (1,999 reviews)
"I visit here vacation village every 2 to 3 months. It's a wonderful experience. Peaceful and safe. Staff are friendly and very helpful. A beautiful outdoor heated swimming pool with Jacuzzi. Its a beautiful Place to visit. I would highly recommend it."

Reviewed on Sep 11, 2025

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Sep 17 to Sep 18
$120 total
Sep 17 - Sep 18
Total with taxes and fees
8.8/10 Excellent! (624 reviews)
"Nice staff, clean, and lots of apace in the rooms."

Reviewed on Sep 9, 2025

Berkshire Mountain Lodge
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.

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Frequently asked questions

How much does a New Ashford vacation package cost?
You can snap up a vacation package to this destination from $256 on Expedia. But how much your vacation to New Ashford costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to New Ashford?
If you're looking to book a cheap New Ashford vacation package, consider traveling in November, December and January. You'll usually find better rates on flights and hotels during these quieter months — ideal for budget-conscious travelers.
How many days is enough for New Ashford?
The ideal duration of your New Ashford vacation depends on what you'd like to do. Generally, a few days to a week will give you enough time to visit all the top attractions and discover some hidden treasures along the way.
How to find the best New Ashford package deals?
Begin your search for a New Ashford package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal New Ashford package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your New Ashford getaway off to a flying start.
Is it cheaper to book a New Ashford vacation as a package?
You can enjoy significant savings on your New Ashford getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to New Ashford?
If you're considering an impromptu New Ashford getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to New Ashford?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit New Ashford.
  2. Set your budget: Consider expenses like flights, meals and transportation when working out how much to save for your trip to New Ashford. Then, select a hotel that suits your budget, whether that's a wallet-friendly stay or a more upscale getaway.
  3. Use Expedia's trip planning tool to explore New Ashford: Research every part of your trip to New Ashford with this handy planner. Invite friends or family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you're up to speed on New Ashford, you can work out the ideal length of your break. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  5. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized New Ashford vacation package.
  6. Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on the highlights of New Ashford. Find all the fun things to do in New Ashford with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later New Ashford vacation packages?
Jet off on your dream escape to New Ashford with Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.