Hot West Stockbridge Cottage Rates

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Featured Cottages in West Stockbridge

The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

Sheffield
The price is AU$613 per night from 23 Sept to 24 Sept
AU$613
23 Sept - 24 Sept
includes taxes & fees
Located in Ashley Falls, this cottage is in a rural location, within a 15-minute walk of Ashley Falls Woods and Housatonic River.
Opens in a new windowThe Blue Elm - A Historic Berkshire Cottage
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

2 out of 5
Canaan
Located in Canaan, this cottage is on the waterfront, a 3-minute drive from Queechy Lake and 7 minutes from Furnace Brook Winery at Hilltop Orchards.
Opens in a new windowCharming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Valatie
Located in Valatie, this cottage is on a lake, a 1-minute drive from Kinderhook Lake and 7 minutes from Valatie Free Library.
Opens in a new windowHeaven Can't Wait, On Beautiful Kinderhook Lake!!
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Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro
With a stay at this cottage in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State ...
Opens in a new windowCharming historic cottage on scenic road to Mt. Greylock
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake

Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake

Craryville
Located in Copake Lake, this cottage is on a lake, a 1-minute drive from Copake Lake and 7 minutes from Mosquito Island.
Opens in a new windowCozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Private hot tub + Modern Cottage

Private hot tub + Modern Cottage

Hudson
Located in Hudson, this apartment is a 1-minute drive from Claverack Library and 6 minutes from Stoddard Corner.
Opens in a new windowPrivate hot tub + Modern Cottage
Private Island - Largest Fresh Water Reservoir in Mass....

Private Island - Largest Fresh Water Reservoir in Mass....

Otis
With a stay at this cottage in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from Larkum Pond.
Opens in a new windowPrivate Island - Largest Fresh Water Reservoir in Mass....
Riverfront Hudson Valley Gem w/ Beach Access!

Riverfront Hudson Valley Gem w/ Beach Access!

3 out of 5
Athens
Located in Athens, this cottage is a 1-minute drive from Hudson River and 9 minutes from Coxsackie Village Hall.
Opens in a new windowRiverfront Hudson Valley Gem w/ Beach Access!
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough
Located in Great Barrington, this cottage is on a lake, within a 5-minute drive of Lake Buel and Les Trois Emme Winery.
Opens in a new windowPine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
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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.

West Stockbridge Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in West Stockbridge will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to West Stockbridge definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in West Stockbridge, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

West Stockbridge Cottages essential information

Accommodation
124 Cottages
Lowest Price
AU$105
Highest Price
AU$613
Popular accommodation
The Blue Elm - A Historic Berkshire Cottage, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires, Heaven Can't Wait, On Beautiful Kinderhook Lake!!, Charming historic cottage on scenic road to Mt. Greylock, Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake, Private hot tub + Modern Cottage, Private Island - Largest Fresh Water Reservoir in Mass...., Riverfront Hudson Valley Gem w/ Beach Access!, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Top trending hotels in West Stockbridge

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is AU$278 per night from 22 Sept to 23 Sept
AU$278
22 Sept - 23 Sept
includes taxes & fees
With a stay at Shaker Mill Inn in West Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Ebenezer II Gifts and Antiques.
Opens in a new windowShaker Mill Inn
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
The price is AU$105 per night from 28 Sept to 29 Sept
AU$105
28 Sept - 29 Sept
includes taxes & fees
With a stay at Pleasant Valley Motel West Stockbridge in West Stockbridge, you'll be near the beach, within a 15-minute drive of Tanglewood Music Center and ...
Opens in a new windowPleasant Valley Motel West Stockbridge
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
The price is AU$215 per night from 6 Oct to 7 Oct
AU$215
6 Oct - 7 Oct
includes taxes & fees
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain ...
Opens in a new windowVacation Village in the Berkshires
Save an average of 15% on thousands of hotels when you're signed in
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 21 Sept to 22 Sept
AU$190
21 Sept - 22 Sept
includes taxes & fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Opens in a new windowBerkshire Mountain Lodge
Don't see what you're looking for?
See all available properties in West Stockbridge
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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.