West Stockbridge Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to Rp173.195 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in West Stockbridge

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
The price is Rp1.139.919 per night from 29 Jun to 30 Jun
Rp1.139.919
Rp1.250.491 total
29 Jun - 30 Jun
includes taxes & fees
6.8/10 (971 reviews)
"Great location for my activities."

Reviewed on 8 Jun 2025

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
The price is Rp1.704.829 per night from 24 Jun to 25 Jun
Rp1.704.829
Rp2.084.169 total
24 Jun - 25 Jun
includes taxes & fees
8.6/10 Excellent! (1,830 reviews)
"second time stayed here. Love it!"

Reviewed on 20 Jun 2025

Vacation Village in the Berkshires
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is Rp1.787.273 per night from 24 Jun to 25 Jun
Rp1.787.273
Rp1.996.385 total
24 Jun - 25 Jun
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"It was clean and comfortable and a great location. Breakfast was good. Staff were helpful and pleasant."

Reviewed on 22 Jun 2025

Quality Inn
See all 1,517 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.

Frequently asked questions

How much does a West Stockbridge holiday 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 holiday 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 holiday packages. Travelling in quieter periods means you can typically find reduced prices on accommodation and flights.
How many days is enough for West Stockbridge?
For a West Stockbridge holiday, 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 holiday package to West Stockbridge?
West Stockbridge offers everything you need for a wonderful escape. Get your West Stockbridge holiday 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," "Traveller 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 holiday as a package?
You can enjoy significant savings on your West Stockbridge break by booking a personalised holiday package. Check the "Package" heading, then select your destination and travel dates to browse the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday 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 personalised West Stockbridge holiday package.

Popular places to visit

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