Pownal Vacations from $503

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Your Pownal Vacation

Book a Pownal vacation package and get ready for a thrilling adventure. Well known for its rural countryside and friendly locals, there's loads to love about this interesting city. A trip to Pownal is a terrific opportunity to see the sights. Be sure to visit renowned attractions like Southern Vermont College, Robert Frost Stone House Museum and Norman Rockwell Exhibition. Expedia will help you escape your routine. Tailor your vacation to Pownal to match your travel style, whatever that may look like.

The Latest Pownal vacation packages

Price found within the past 48 hours. Click for updated prices.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Stockade Historic District
Price was $644, price is now $503 per person
$503
per person
Nov 27 - Nov 30
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Albany (ALB)
9/10 Wonderful! (1,004 reviews)
We came to hotel after complicated driving for 7 hours tired and were met by friendly staff. Check in was fast and easy. After all we got excellent warm chocolate cookies. Love the hotel !!

Reviewed on Sep 13, 2025

Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,083, price is now $705 per person
$705
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9/10 Wonderful! (2 reviews)
Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway.

Reviewed on Sep 8, 2025

Gedney Farm

Gedney Farm

3.5 out of 5
Price was $824, price is now $601 per person
$601
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.2/10 Wonderful! (129 reviews)
Gedney Farms is very quiet, peaceful and rustic. Your stay is in a converted barn with towering ceilings, hard wood floors, and rustic reused furniture with no TV phones or radios. Note some rooms require stair climbing on winding stairs with sections without rails or handholds. Some bathtubs are very high. It would be helpful to talk to the location about the room accommodations if mobility is an issue. The staff is very unobtrusive almost to the point of non existent. The breakfast was fresh and healthy with plain Greek yogurt, granola, fresh fruits, hard boiled eggs, muffins and bread to toast. The grounds are well tended but not fussy and offer beauty, peace and quiet. The location is an easy 30 minutes to Tanglewood and 15 minutes to Stockbridge. It is nearby Berkshire Botanical Gardens, Dr. Suess Museum, WEB DuBois statue and homestead, Norman Rockwell museum, Monument mountain, Housatonic river and many art stores, general stores, outdoor activities. This area is car dependent.

Reviewed on Aug 12, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $979, price is now $727 per person
$727
per person
Oct 19 - Oct 24
found 12 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
7.4/10 Good! (522 reviews)
Beautiful hotel. So much history. Large pool and hot tub, with spa. Selection of restaurants at the hotel

Reviewed on Sep 12, 2025

Wilder House Berkshires

Wilder House Berkshires

2 out of 5
Price was $686, price is now $537 per person
$537
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.6/10 Exceptional! (29 reviews)
Beautiful and very comfortable house. Our hosts were always friendly and accessible, breakfast was delicious!

Reviewed on Aug 30, 2025

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Pownal Hotel Deals

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Pownal
9.2/10 Wonderful! (47 reviews)
"This unique hideaway was great for our family. The open layout might not work for everyone, but suited us just fine! We were only here a couple nights but enjoyed the location and using the hot tub!"

Reviewed on Jun 11, 2025

Get rates
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
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
$106 nightly
The price is $119 total per night from Sep 21 to Sep 22
$119 total
Sep 21 - Sep 22
Total with taxes and fees
8.6/10 Excellent! (1,999 reviews)
"I visit here vacation village every 2 to 3 months. It's a wonderful experience. Peaceful and safe. Staff are friendly and very helpful. A beautiful outdoor heated swimming pool with Jacuzzi. Its a beautiful Place to visit. I would highly recommend it."

Reviewed on Sep 11, 2025

Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $170 total per night from Sep 17 to Sep 18
$170 total
Sep 17 - Sep 18
Total with taxes and fees
8.6/10 Excellent! (999 reviews)
"I would have liked a better breakfast bar."

Reviewed on Sep 6, 2025

Hotel Downstreet, an Ascend Collection Hotel
See all 1,275 properties in Pownal
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.

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Frequently asked questions

How much does a Pownal vacation package cost?
You'll find cheap prices from $503 on Expedia for your Pownal break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Pownal costs.
What are the cheapest months to go to Pownal?
If you're hoping to score a cheap Pownal vacation package, consider planning a trip in March, April and November. You'll usually find lower rates on accommodations and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Pownal?
Usually, a handful of days is enough to explore the main sights during your Pownal vacation. However, if you'd like to have more time to unwind or go on day tours, think about extending your trip.
How to find the best Pownal package deals?
Use Expedia's filters to find some of the best Pownal package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Pownal package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Pownal vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can personalize your Pownal getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Pownal?
If you're planning a spontaneous Pownal getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Pownal vacation packages?
Your Pownal getaway should be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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Explore a world of travel with Expedia

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