Deals on vacations and trips to New Ashford

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New Ashford flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Weathervane Motel

Weathervane Motel

2 out of 5
Price was $737, price is now $591 per person
$591
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
Free WiFi in public areas is available at this motel.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $1,065, price is now $692 per person
$692
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Save 100% on your flight
Price was $1,352, price is now $916 per person
$916
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
Price was $809, price is now $660 per person
$660
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace are also on offer.
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
Price was $1,064, price is now $882 per person
$882
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Top New Ashford hotels deals

The Springs Motel

The Springs Motel

2 out of 5
94 U.S. 7, New Ashford, MA
$106 nightly
The price is $117 total per night
$117 total
Sep 1 - Sep 2
Total with taxes and fees
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $145 total per night
$145 total
Aug 27 - Aug 28
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $96 total per night
$96 total
Sep 7 - Sep 8
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $160 total per night
$160 total
Sep 22 - Sep 23
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and perks like free self parking and free WiFi. A communal living room, express check-out, and luggage storage are also on offer.
Pool
Hot Tub
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $179 total per night
$179 total
Aug 26 - Aug 27
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and express check-in are also on offer.
Pet friendly
Parking included
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Sep 1 - Sep 2
Total with taxes and fees
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden and express check-out are also provided.
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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

How much are vacation packages to New Ashford?
With Travelocity vacation packages, you can live the high life in New Ashford for a mere $591. Hotels, adventures and flights — we have everything you need. You can save some cash just by combining your bookings together. And with all of that taken care of before you even set off, you don't have to worry about a thing.
Where can I get the best vacation package deals for New Ashford?
Find your dream escape at Travelocity. With access to 400 airline partners and an incredible 1,000,000 worldwide properties, creating the perfect New Ashford package deal couldn't be easier.
Why should I purchase my New Ashford vacation bundle via Travelocity?
Fantastic savings, loads of amazing destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.
Will I save money on my New Ashford car rental if I bundle it with a hotel or flight?
You sure can — combine your car, flight and hotel into a New Ashford vacation package and you'll save tons. With so many places to explore in New Ashford, that rental vehicle will make exploring easy. Once you're in the driver's seat, turn up the tunes and find your way to Fenway Park, a top attraction about 110 mi from New Ashford.
Which airport is best for New Ashford?
New Ashford has two airports to fly to — Bradley Intl. Airport (BDL) (55 mi away from the city center) and Albany Intl. Airport (ALB) (30 mi away from central New Ashford).
Where should I stay when visiting New Ashford?
Many travelers choose to hit the hay at the The Springs Inn. It's sure to be a great base for your New Ashford getaway.

Photos of local treasures

Browse New Ashford vacation photos for more inspiration

Photo by The Curious Zephyr
Photo by The Curious Zephyr