
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
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



The Old Catskill Game Farm Inn
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
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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The Springs Motel
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

Vacation Village in the Berkshires
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

Berkshire Mountain Lodge
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
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.