New Ashford Vacations from $662

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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.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Stockade Historic District
Price was $1,015, price is now $662 per person
$662
per person
Nov 25 - Dec 1
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
9.2/10 Wonderful! (1,006 reviews)
Great location nice facilities amazing price

Reviewed on Oct 23, 2025

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Save 100% on your flight
Price was $1,135, price is now $750 per person
$750
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
No reviews
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $2,080, price is now $1,398 per person
$1,398
per person
Dec 27 - Jan 1
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
7.4/10 Good! (549 reviews)
The breakfast staff were cold.

Reviewed on Oct 19, 2025

The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
Save 100% on your flight
Price was $4,073, price is now $2,831 per person
$2,831
per person
Dec 4 - Dec 8
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
9.6/10 Exceptional! (26 reviews)
A truly one of a kind extraordinary place to stay we had a wonderful time Please make sure you read the directions closely the Hotel will send detailed ones prior to your arrival which you need to follow.

Reviewed on Oct 11, 2025

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $1,419, price is now $993 per person
$993
per person
Dec 27 - Jan 1
found 23 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
8.6/10 Excellent! (2,062 reviews)
Room could use some upgrades but then they would just charge more. But the pool and hot tub makes it worth staying.

Reviewed on Oct 22, 2025

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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
$97 nightly
The price is $107 total per night from Oct 26 to Oct 27
$107 total
Oct 26 - Oct 27
Total with taxes and fees
9.2/10 Wonderful! (80 reviews)
We stayed in the honeymoon suite and it was so cute and comfortable! The owner was very understanding and helpful when we had a medical emergency.

Reviewed on Oct 18, 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
$112 nightly
The price is $125 total per night from Oct 30 to Oct 31
$125 total
Oct 30 - Oct 31
Total with taxes and fees
8.6/10 Excellent! (2,079 reviews)
Front desk was friendly and helpful. Plenty of parking near our specific unit. Our room was clean, spacious, and very comfortable. The pool and hot tub area were clean and had plenty of towels to use. This was our first time here and we will definitely come back.

Reviewed on Oct 19, 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
$113 nightly
The price is $126 total per night from Nov 2 to Nov 3
$126 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (723 reviews)
We loved this place. Quiet, very clean,attractive. Loved that it had a kitchen area. Second story, sliding glass doors overlooked the fall foliage in the back of the building. Very peaceful..

Reviewed on Oct 22, 2025

Berkshire Mountain Lodge
See all 814 properties in New Ashford
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 $662 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.