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West Stockbridge flight + hotel packages

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Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
Price was CA $579, price is now CA $522 per person
CA $522
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
Stay at this 4-star spa hotel in Saratoga Springs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Saratoga Race Course and Saratoga Performing Arts Center are located nearby.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Price was CA $859, price is now CA $671 per person
CA $671
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard Corner are located nearby.
Sunshine Inn

Sunshine Inn

2 out of 5
Price was CA $607, price is now CA $525 per person
CA $525
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
Stay at this hotel in Greenwich. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Greenwich Town Bathing Beach and Ashville Game Farm and Exotic Zoo are located nearby.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was CA $1,439, price is now CA $1,258 per person
CA $1,258
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Bluebird Spa City Motor Lodge

Bluebird Spa City Motor Lodge

3 out of 5
Downtown Saratoga Springs
Price was CA $608, price is now CA $550 per person
CA $550
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
Stay at this 3-star hotel in Saratoga Springs. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saratoga Race Course and Saratoga Performing Arts Center are located nearby.

Top West Stockbridge hotels deals

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is CA $144 per night
CA $144
per night
Nov 12 - Nov 13
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II Gifts and Antiques are located nearby.
Breakfast included
Parking included
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
The price is CA $82 per night
CA $82
per night
Nov 9 - Nov 10
Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Hoffman's Pottery are located nearby.
Parking included
Free WiFi
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
The price is CA $127 per night
CA $127
per night
Nov 25 - Nov 26
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
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
Get rates
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Free cancellation
The price is CA $145 per night
CA $145
per night
Nov 7 - Nov 8
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $130 per night
CA $130
per night
Nov 6 - Nov 7
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included
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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.

Popular places to visit

Hoffman's Pottery

Enjoy an outing to Hoffman's Pottery during your stay in West Stockbridge. Wander the lakeside in this quaint area.

Hoffman's Pottery

Charles H. Baldwin & Sons

Enjoy an outing to Charles H. Baldwin & Sons during your stay in West Stockbridge. Wander the lakeside in this quaint area.

Charles H. Baldwin & Sons

Ebenezer II Gifts and Antiques

Enjoy an outing to Ebenezer II Gifts and Antiques during your stay in West Stockbridge. Wander the lakeside in this quaint area.

Ebenezer II Gifts and Antiques

West Stockbridge Vacations

A smooth, trouble-free getaway starts with getting to know a thing or two about your destination. It's time to acquaint yourself with the fundamentals about West Stockbridge!

To help you get your bearings, West Stockbridge is 110 miles (177 kilometers) to the north of the significant city of New York.

Traveling is about meeting people, so why not make friends with some of the 1,000 locals who reside in this area of The Berkshires?

Hotels in West Stockbridge

West Stockbridge been on your travel radar for a long time? Get ready to tick it off! Travelocity features 13 properties for you to check out.

The 1862 Seasons on Main Bed and Breakfast (47 Main Street) or the Stockbridge Country Inn (26 Glendale Road) are perfect for those wanderers looking for quality service and soft, silky sheets. The Briarcliff Motel (506 Stockbridge Road) and the Travelodge by Wyndham Great Barrington Berkshires (400 Stockbridge Rd) are some thrifty options if you'd prefer to spend your cash on experiences.

Places to visit in West Stockbridge

Nothing compares to seeing excellent art when your soul needs lifting. As you marvel at the fabulous works at Norman Rockwell Museum, try to find a deeper meaning. Need some more options? History is the best teacher. Journey back through time for a lesson at Chesterwood. And that's not all. Grab your favorite novel, find a secluded spot and take a moment to bask in the revitalizing garden fragrances at Berkshire Botanical Garden.

Where do you fly into for West Stockbridge?

Prepare for some new adventures in West Stockbridge. Once you've walked out of Bradley International Airport (BDL), the main streets will be 45 miles (72 kilometers) to the northwest.

Frequently asked questions

How much are vacation packages to West Stockbridge?
You can find an awesome flight and hotel bundle for as little as CA $522. 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 177 kilometers 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 72 kilometers from downtown and is the starting point for many adventures. Alternatively, Albany Intl. Airport (ALB) is 56 kilometers away from central West Stockbridge and Hartford, CT (HFD-Hartford - Brainard) is 88 kilometers 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