New Ashford Vacations from $571
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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.
Spacious Home in Troy
$571
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
4/10 (1 review)
First of all when we got there we weren't told where the parking area was . We had 5 people staying 3 nights. There were 3 bath mats, 3 bath towels & 2 washcloths. No hand towels. No kitchen towels. The shower head didn't work correctly. Dining area lights didn't work. Control panel on the washer/dryer was falling off. No place to put our clothes. The one dresser had stuff stored in it Master bed sheets had a cigerette burn. Half empty bottles of water laying around. But the worst part was when I did the dishes, all the water from the sink poured into the cupboard and flooded the floor. I cleaned it up & we looked to see if something needed tightening but it was more than that & when I messaged the host was told they would look at it. Nobody came.
Reviewed on May 25, 2026
The Cornell Inn, Lenox & The Berkshires
$763
per person
Sep 24 - Sep 27
found 2 days ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
9.2/10 Wonderful! (1,002 reviews)
The staff were terrific from welcome to departure. Breakfast was diverse and tasty. The Inn location was great for Tanglewood and local restaurants. We intend to return should we be in that area again!
Reviewed on Aug 12, 2026
Prospect Berkshires
$1,040
per person
Oct 18 - Oct 22
found 15 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
9.8/10 Exceptional! (40 reviews)
Once I got the cabin I expected it was an amazing stay.
Right on the water as shown on the website.
I look forward to my next stay.
Reviewed on Aug 1, 2026
The Whitlock
$599
per person
Oct 18 - Oct 22
found 15 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
8.4/10 Very Good! (343 reviews)
We visited on a Tanglewood concert night in August. Check-in process was super easy and staff was reachable almost immediately via text. Very clean, updated and well-appointed room. Bar area was quiet but someone was always accessible to get us ice or an adult beverage. Complimentary water & coffee. Lovely outdoor courtyard where we enjoyed the fire pit post-concert. Great location… walkable to all shops and restaurants! Would highly recommend and will definitely stay here again!
Reviewed on Aug 13, 2026
Don't see what you're looking for?
See all available trips from Columbus to New Ashford
View all tripsNew Ashford Hotel Deals
The Springs Motel
94 U.S. 7 New Ashford MA
$141 nightly
$154 total
Sep 13 - Sep 14
Total with taxes and fees
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$114 nightly
$127 total
Aug 25 - Aug 26
Total with taxes and fees
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$165 nightly
$184 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"Nice facility, good location, clean room, helpful staff. The pool was great as well. The breakfast could be enhanced with real eggs, some gluten free option. Also, I asked one of the servers who was replenishing food containers if there was an alternative to dairy milk for my oatmeal and she said ..."
Reviewed on Aug 13, 2026
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.
Find the Best New Ashford Vacation Packages
New Ashford Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 250 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Jiminy Peak Mountain Resort, Natural Bridge State Park and Colonial Theater |
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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 $571 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
