
Deals on vacations and trips to Ashley Falls
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Ashley Falls flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Hotel Vienna
Price was $540, price is now $474 per person
$474
per person
Dec 11 - Dec 14
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a terrace and a garden are also provided.

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain
Save 100% on your flight
Price was $3,826, price is now $3,121 per person
$3,121
per person
Dec 18 - Dec 22
found 15 hours ago
Roundtrip flight included
St. George's (BDA) to Hudson (HCC)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain
Save 100% on your flight
Price was $4,002, price is now $3,302 per person
$3,302
per person
Dec 18 - Dec 22
found 15 hours ago
Roundtrip flight included
St. George's (BDA) to Hudson (HCC)
An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.

Wylder Hotel Windham
Price was $708, price is now $606 per person
$606
per person
Dec 11 - Dec 14
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a lobby fireplace, and a communal living room are also on offer.

Eastwind Windham
Price was $740, price is now $668 per person
$668
per person
Dec 11 - Dec 14
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Hudson (HCC)
This hotel features a restaurant and 2 bars/lounges. Enjoy the sauna and perks like free self parking and free WiFi. A lobby fireplace, a communal living room, and a picnic area are also on offer.
Top Ashley Falls hotels deals

Quality Inn Great Barrington
372 Main Street Great Barrington MA
Free Cancellation
$76 nightly
The price is $85 total per night
$85 total
Nov 29 - Nov 30
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.
Breakfast included
Parking included

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
190 Meadow Street South Lee MA
Free Cancellation
$135 nightly
The price is $150 total per night
$150 total
Nov 11 - Nov 12
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
Pool
Air conditioning

The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $218 total per night
$218 total
Nov 29 - Nov 30
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Spa

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Free Cancellation
$105 nightly
The price is $118 total per night
$118 total
Dec 3 - Dec 4
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a picnic area, and laundry facilities are also on offer.
Breakfast included
Pet friendly

Prospect Berkshires
50 Prospect Lake Rd Egremont MA
$278 nightly
The price is $310 total per night
$310 total
Dec 9 - Dec 10
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.
Pool
Spa

Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
Free Cancellation
$85 nightly
The price is $95 total per night
$95 total
Dec 2 - Dec 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the express check-in. A restaurant, a 24-hour front desk, and express check-out are also provided.
Breakfast included
Free WiFi
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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