Deals on vacations and trips to West Stockbridge

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West Stockbridge flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Knotty Pine

Knotty Pine

2.5 out of 5
Price was $880, price is now $749 per person
$749
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip non-stop flight included
Lafayette (LFT) to Albany (ALB)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A communal living room, express check-in, and express check-out are also on offer.
Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

3 out of 5
Save 100% on your flight
Price was $4,624, price is now $3,448 per person
$3,448
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Albany (ALB)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
Price was $1,013, price is now $819 per person
$819
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip non-stop flight included
Lafayette (LFT) to Albany (ALB)
This smoke-free hotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and free newspapers.
The Manchester View

The Manchester View

2.5 out of 5
Price was $1,482, price is now $1,214 per person
$1,214
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip non-stop flight included
Lafayette (LFT) to Albany (ALB)
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
Manchester Village Historic District
Price was $1,515, price is now $1,272 per person
$1,272
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip non-stop flight included
Lafayette (LFT) 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 West Stockbridge hotels deals

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street West Stockbridge MA
$165 nightly
The price is $181 total per night
$181 total
Jul 6 - Jul 7
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A library is also provided.
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd West Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $81 total per night
$81 total
Jul 7 - Jul 8
Total with taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Parking included
Free WiFi
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $142 total per night
$142 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
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
$143 nightly
The price is $159 total per night
$159 total
Jul 6 - Jul 7
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.
Pool
Parking included
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $173 total per night
$173 total
Aug 2 - Aug 3
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.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $228 total per night
$228 total
Jul 8 - Jul 9
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.
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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.

Stay near popular West Stockbridge attractions

Hotchkiss Mobile Studio

9.6/10 (4 reviews)
Enjoy an outing to Hotchkiss Mobile Studio during your stay in West Stockbridge. Wander the lakeside in this quaint area.
See properties

Frequently asked questions

How much are vacation packages to West Stockbridge?
You can find an awesome flight and hotel bundle for as little as $749. With one of our Travelocity vacation packages, a getaway in West Stockbridge has never looked more irresistible! Save some time and money and then get a head start on packing those bags.
How long should my West Stockbridge vacation be?
Around 2 nights is the average amount of time visitors vacation in West Stockbridge. But how long is right for you all depends on how many magical memories you want to make. Why not allow a little more time and uncover some hidden gems?
Where can I get the best vacation package deals for West Stockbridge?
With at least 400 air carriers and 1,000,000 properties all over the world, it's hard to beat Travelocity. Scroll through our extensive range and pick up the best West Stockbridge package deal. Isn't it great when trip planning is that easy?
Why should I book my West Stockbridge vacation package with Travelocity?
Travel is all about making fantastic new memories and leaving all your troubles behind — which is why we provide you with a professional team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our terrific range of vacation destinations. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.
Can I save on my West Stockbridge car rental if I bundle it with my hotel or flight?
Bundling your flight, car and hotel into a West Stockbridge vacation package is an easy way to land the best deal. Plus, having your own car rental gives you the freedom to get to all those big sights you'd like to explore. Located 110 mi from West Stockbridge, Times Square is one attraction that should be on your agenda. Top up the tank and make a day trip of it.
Which airport is best for West Stockbridge?
Bradley Intl. Airport (BDL) is 45 mi from downtown and is the starting point for many adventures. Alternatively, Albany Intl. Airport (ALB) is 35 mi away from central West Stockbridge and Hartford, CT (HFD-Hartford - Brainard) is 55 mi away from central West Stockbridge.
What is there to do in West Stockbridge?
You'll sense a certain magic in the air as you stroll through the streets of West Stockbridge. Berkshire Botanical Garden and Ebenezer II Gifts and Antiques are just a couple of famous sights that lure visitors to this fantastic city, so put them on your itinerary.
Where should I stay when visiting West Stockbridge?
If you're after somewhere to spend your nights, have a look at the Shaker Mill Inn. It's the top pick for many visitors.

Photos of local treasures

Browse West Stockbridge vacation photos for more inspiration

A mountainous landscape with a lake and dense forests.
A lush green valley with a lake and a house in the distance.
A river under a bridge with snow on the banks and buildings on either side.