Hot Housatonic Resort Rates

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Featured Resorts in Housatonic

All Season Adventures, Ski In/Ski Out,  Wyndham Bentley Brook 2 Bedroom Dlx.

All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.

2 out of 5
Lanesborough
When you stay at this resort in Hancock, you'll be on a river, just steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base

Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base

Hancock
With a stay at this resort in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Pres Week- Bentley Brook Resort - Your Peak Winter Escape

Pres Week- Bentley Brook Resort - Your Peak Winter Escape

Hancock
With a stay at this resort in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
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Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out

Hancock
When you stay at this resort in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!

SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!

Hancock
When you stay at this resort in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

Hancock
When you stay at this resort in Hancock, you'll be in the mountains, just steps from Jiminy Peak Mountain Resort and a 1-minute drive from Mountain Coaster.
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy

Bentley Brook: Ultimate Ski-In Ski-Out -Crazy

Hancock
With a stay at this resort in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

Hancock
With a stay at this resort in Hancock, you'll be steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster.
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi,  lot's more!

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

Pittsfield
Located in Pittsfield, this resort is in a rural location, within a 5-minute drive of Guido's Marketplace and Bousquet Ski Area.
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
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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.

Housatonic Hotel Resorts

You’ve got it made. From your amazing bae to a job you love, you know you’re truly #blessed. But your fake work rivalry with Jenny in accounting is getting pretty heated, and she just took an amazing trip. No worries. Housatonic resort accommodation has that little extra something that will give you the edge in the tea room.

Travelling with the clan? You can stay at family resorts on a budget no matter how many ankle biters you’ve got. Let the kids splash in the pool while you stretch out on a chaise lounge like you own the place. You could also just leave the kids at home (and if you don’t have any, well, even better) and just do your own thing with adults-only resorts in Housatonic. Just do you. Sip on tropical drinks with tiny umbrellas, take delicate bites of hors d’oeuvres (after you #foodstagram them, obvs), and add so much to your social media story, you’ll feel like a celebrity. No one at home has to know you had such a great time in Housatonic without them.

Humble brag: You’ll find such great deals on lastminute.com.au, you’ll have trouble picking just one—but at these prices, you don’t have to. Cheap holiday resorts in Housatonic are just the beginning. You’re gonna love this trip so much, you’ll want five more just like it, so you might as well book them all now. Then bust out those new bathers and sunnies that got you looking like Beyoncé. You deserve it.

Housatonic Resorts essential information

Accommodation
33 Resorts
Lowest Price
AU$157
Highest Price
AU$234
Popular accommodation
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx., Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base, Pres Week- Bentley Brook Resort - Your Peak Winter Escape, Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out, SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!, In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants, Bentley Brook: Ultimate Ski-In Ski-Out -Crazy, Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out , Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

Top trending hotels in Housatonic

Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 14 Apr to 15 Apr
AU$173
includes taxes & fees
14 Apr - 15 Apr
With a stay at Life House Berkshires in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park.
Life House Berkshires
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 9 Apr to 10 Apr
AU$157
includes taxes & fees
9 Apr - 10 Apr
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and ...
The Yankee, Trademark Collection by Wyndham
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundable
The price is AU$234 per night from 7 Apr to 8 Apr
AU$234
includes taxes & fees
7 Apr - 8 Apr
With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
Fully refundableReserve now, pay when you stay
The price is AU$165 per night from 7 Apr to 8 Apr
AU$165
includes taxes & fees
7 Apr - 8 Apr
With a stay at The Black Swan Lee - Lenox, Ascend Hotel Collection in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and ...
The Black Swan Lee - Lenox, Ascend Hotel Collection
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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.

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^Subject to availability and chosen travel dates.