West Stockbridge Vacations

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Find the Best West Stockbridge Vacation Packages

West Stockbridge Hotel Deals

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
The price is NT$2,039 per night from Aug 3 to Aug 4
NT$2,039
NT$2,237 total
Aug 3 - Aug 4
includes taxes & fees
6.8/10 (984 reviews)
"Everything was fine — clean, adequate accommodations, though the bed was a bit hard. Cereal and juice provided in the morning. Friendly staff greeted us on arrival."

Reviewed on 2025/7/18

Pleasant 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 NT$2,752 per night from Aug 18 to Aug 19
NT$2,752
NT$3,395 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (1,896 reviews)
"This was the best stay ever we had in our hotel’s section so far,"

Reviewed on 2025/7/24

Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is NT$3,784 per night from Jul 28 to Jul 29
NT$3,784
NT$4,227 total
Jul 28 - Jul 29
includes taxes & fees
7.8/10 Good! (829 reviews)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield."

Reviewed on 2025/7/21

Holiday Inn & Suites Pittsfield-Berkshires by IHG
See all 1,542 properties in West Stockbridge
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.

Discover the most popular places to visit in West Stockbridge

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

Hotchkiss Mobile Studio

Enjoy an outing to Hotchkiss Mobile Studio during your stay in West Stockbridge. Wander the lakeside in this quaint area.

Hotchkiss Mobile Studio

Frequently asked questions

How much does a West Stockbridge vacation package cost?
You'll find cheap prices on Expedia for your West Stockbridge break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to West Stockbridge costs.
What are the cheapest months to go to West Stockbridge?
January, March and December are the best times to search for cheap West Stockbridge vacation packages. Traveling in quieter periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for West Stockbridge?
For a West Stockbridge vacation, a few days will be enough to tour the best spots. Make sure to visit Ebenezer II Gifts and Antiques — it's one of the most popular attractions in this destination. If you're looking for more activities, think about basing yourself here and going on some day trips from West Stockbridge.
Is it worth booking a vacation package to West Stockbridge?
West Stockbridge offers everything you need for a wonderful escape. Get your West Stockbridge vacation off to a flying start by checking out major attractions like Berkshire Botanical Garden.
How to find the best West Stockbridge package deals?
Landing a cheap West Stockbridge package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most affordable West Stockbridge package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a West Stockbridge vacation as a package?
You can enjoy significant savings on your West Stockbridge break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to West Stockbridge?
If you have your West Stockbridge travel dates finalized, book as soon as you can to grab some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to West Stockbridge?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to West Stockbridge.
  2. Plan your budget wisely: As well as the cost of your stay, you'll need to factor in other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to West Stockbridge.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to experience in West Stockbridge. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized West Stockbridge vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.