West Stockbridge Vacation Packages

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Top West Stockbridge hotel deals

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 $57 per night
$57
per night
Apr 28 - Apr 29
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is $143 per night
$143
per night
May 21 - May 22
Free WiFi in public areas is available at this bed & breakfast. Take advantage of the free self parking.
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $110 per night
$110
per night
Apr 28 - Apr 29
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-in is provided and the front desk is staffed around-the-clock.
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
The price is $97 per night
$97
per night
Apr 28 - Apr 29
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the gym, bar/lounge, and concierge services.
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
Free Cancellation
Reserve now, pay when you stay
The price is $94 per night
$94
per night
Apr 28 - Apr 29
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and a picnic area are also on offer.
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $118 per night
$118
per night
May 1 - May 2
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and 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.

Popular places to visit in West Stockbridge

Image for Berkshire Botanical Garden

Berkshire Botanical Garden

Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in West Stockbridge. While you're in the area, stroll along the lakeside.

Berkshire Botanical Garden
Image for Chesterwood

Chesterwood

You can find out about the history of West Stockbridge with a stop at Chesterwood. Wander the lakeside in this quaint area.

Chesterwood
Image for Charles H. Baldwin & Sons

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

Frequently asked questions

How much are vacation packages to West Stockbridge?
Prepare to be surprised — you can recharge your batteries in West Stockbridge for a mere . Allow Travelocity to save you money and time with our awesome vacation packages. With hotels, flights and tours all available at our one-stop shop, why wait any longer?
How long should my West Stockbridge vacation be?
Typically, 2 nights is what most travelers book for their West Stockbridge vacation. That’s a good base to start from, but there’s loads more to uncover if you allow yourself a couple of extra days.
Where can I get the best vacation package deals for West Stockbridge?
Travelocity can help you get a terrific West Stockbridge package deal. With as many as 400 airlines and 1,000,000 properties around the world, we know you’ll find the perfect mix.
Why should I book my West Stockbridge vacation package via Travelocity?
From enticing destinations to thrilling experiences, we have everything you need to satisfy your travel desires. Our 24/7 customer care will also make sure you’re being taken care of while you’re on your trip. And don’t worry if you find a better price on your reservation, we’ll match it. That’s our Price Match Guarantee.
Will I save money on my West Stockbridge car rental if I book it with my hotel or flight?
Certainly — bundle your hotel, flight and car into a West Stockbridge vacation package and you’ll save a tidy sum. With so many places to explore in West Stockbridge, that rental vehicle will make exploring a joy. Once you’ve buckled up, turn up the stereo and head toward Times Square, an unmissable attraction about 110 mi from West Stockbridge.
What is the best time of year to go to West Stockbridge?
Visit in and you can spend more cash on amazing experiences, rather than your hotel. This is the cheapest month to book a stay. Prices are at their highest in , so try to avoid this time if you’re on a shoestring budget. March, April and May is the busiest period in West Stockbridge. You’ll need to book well before you go and be prepared to pay premium rates. August, September and November are the least popular months to travel.
Which airport is best for West Stockbridge?
For many people, a stay in West Stockbridge means passing through Bradley Intl. Airport (BDL). This buzzing airport is 45 mi southeast of the downtown area. You could also jet into Albany Intl. Airport (ALB) (35 mi away from central West Stockbridge) or Hartford, CT (HFD-Hartford - Brainard) (55 mi away from central West Stockbridge).
What is there to do in West Stockbridge?
You’ll feel a certain kind of magic as you stroll through the streets of West Stockbridge. Berkshire Botanical Garden and Chesterwood are just two attractions that make this city so special, so put them at the top of your itinerary.
Where should I stay when visiting West Stockbridge?
The Shaker Mill Inn is the top choice of many visitors. Book as soon as possible to avoid missing out.