Winhall Vacations from $520

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Your Winhall Vacation

With plenty of highlights as well as hidden gems, this city is best experienced with a Winhall vacation package. Check out hotels located in Bromley Mountain, which is great for views, families and nature. A trip to Winhall wouldn't be complete without visiting a few major attractions, starting with Stratton Mountain Golf Course. A few quick clicks is all it takes to craft the ultimate Winhall vacation on Expedia.

The Latest Winhall vacation packages

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $643, price is now $520 per person
$520
per person
Aug 6 - Aug 10
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
8.8/10 Excellent! (2,408 reviews)
The room was great. Had everything I needed and was very comfortable.

Reviewed on Jun 24, 2026

Amaya Bed&Breakfast

Amaya Bed&Breakfast

2 out of 5
Save 100% on your flight
Price was $1,119, price is now $832 per person
$832
per person
Jul 31 - Aug 3
found 20 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
10/10 Exceptional! (18 reviews)
Johnny was such a fantastic host. Not only were accomodations beautiful with a great breakfast but also his recommendations and quick response to emails made for a great weekend getaway. Hot tub is amazing.

Reviewed on May 23, 2026

The Perch Hotel

The Perch Hotel

2 out of 5
Price was $865, price is now $667 per person
$667
per person
Jul 31 - Aug 3
found 20 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.6/10 Exceptional! (31 reviews)
Check in information was provided via email the day of check in. I was able to enter the hotel and my room without a problem. The hotel staff was responsive and helpful via text messages. The inside of our room was very comfortable, the staff left a few complementary drinks and snack in the room for us which was very much appreciated. The room had a home feeling to it which made for a comfortable stay. The location was safe, quiet and had lovely mountain side views. This location was close to many popular hiking spots in the area we had a lot of fun.

Reviewed on Jun 3, 2026

Hotel Kinsley

Hotel Kinsley

3.5 out of 5
Stockade District
Price was $958, price is now $771 per person
$771
per person
Jul 31 - Aug 3
found 20 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9/10 Wonderful! (369 reviews)
Place was nice looking but the amenity fee is crazy high and the continental breakfast is lacking a lot!

Reviewed on May 31, 2026

Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $893, price is now $719 per person
$719
per person
Sep 10 - Sep 15
found 13 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Rutland (RUT)
9.4/10 Exceptional! (681 reviews)
My friends and I had a great time at The Greenbrier Inn while we were on a weekend trip skiing. I was able to book my room quickly and they had availability even the week before at exceptional pricing. Steve was very accommodating even when we got to the inn late Friday night. We called prior our arrival to make sure we could get our keys as the front desk does have its hours and were told specific instructions to obtain our keys. The property is lovely and close to everything needed for a short or extended stay and our room was very comfortable. Breakfast in the morning was great and the coffee was brewed fresh to start our morning. Will definitely recommend or stay here again in the future!

Reviewed on Apr 5, 2026

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Stay near popular Winhall attractions

Stratton Mountain Golf Course

10.0/5 (1 review)
Play a round of golf at Stratton Mountain Golf Course and enjoy other activities in Winhall such as skiing. Discover the mountain views in this quaint area.
See properties

Winhall Hotel Deals

Bromley View Inn

Bromley View Inn

3.5 out of 5
522 VT Route 30 Bondville VT
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Jun 28 to Jun 29
$104 total
Jun 28 - Jun 29
Total with taxes and fees
9/10 Wonderful! (449 reviews)
"Cozy ski lodge with generous-sized, comfortable areas for lounging, visiting, eating, relaxing. Innkeeper was friendly & helpful with tips about things to do in the area. Limited breakfast, but it's only the innkeeper to handle everything. Kudos to her!"

Reviewed on Jun 22, 2026

Bromley View Inn
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
$247 nightly
The price is $272 total per night from Jun 29 to Jun 30
$272 total
Jun 29 - Jun 30
Total with taxes and fees
9.4/10 Exceptional! (852 reviews)
"The lobby and rooms were well maintained and clean. Daytime hotel staff was professional and friendly. Nighttime staff, although may have been doing his job, was curt when inquired about the bar (closed) and fire pit access (“if it’s on. Otherwise, I don’t have the key for it.” A bunch of us sat ..."

Reviewed on Jun 26, 2026

Kimpton Taconic Hotel by IHG
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Fully refundable
$133 nightly
The price is $146 total per night from Jul 19 to Jul 20
$146 total
Jul 19 - Jul 20
Total with taxes and fees
8.2/10 Very Good! (949 reviews)
"I did not like the fact to have to drive to the pool because it was raining. The gym very outdated. No water in the outside hot tub. Breakfast did not look good so we skipped it. The pond dock was falling apart, the boat was half sunk with cans littered in it. The pond itself needs upkeep. Ice machine ..."

Reviewed on Jun 26, 2026

The Palmer House Resort, an Ascend Collection Hotel
See all 2,734 properties in Winhall
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.

Find the Best Winhall Vacation Packages

Winhall Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)

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Frequently asked questions

How much does a Winhall vacation package cost?
You'll find cheap prices from $520 on Expedia for your Winhall escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Winhall costs.
What are the cheapest months to go to Winhall?
You can usually find lower prices and greater availability in March, April and October. Browse our cheap Winhall vacation packages and you could land some great off-season discounts.
How many days is enough for Winhall?
Typically, a handful of days is enough to go to the major attractions during your Winhall vacation. However, if you want to have some time to relax or go on day trips, think about extending your trip.
How to find the best Winhall package deals?
Use Expedia's handy filters to find some great Winhall package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Winhall package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Winhall vacation as a package?
You can enjoy significant savings on your next Winhall escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winhall?
Score incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Winhall vacation.
How to plan a trip to Winhall?

  1. Choose when to go: Check your schedule and pack your bags. Your favorite season and the type of activities on offer will also help you decide when to escape to Winhall.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to flights and activities. Your accommodations will probably be the biggest expense during your trip to Winhall.
  3. Use our trip planning tool to discover Winhall: Research every aspect of your trip to Winhall with this handy planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you're up to speed on Winhall, you can work out the right length of your vacation. Create a draft itinerary and give yourself enough time to get through everything on your must-do list.
  5. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Winhall vacation package.
  6. Add on excursions and experiences: Take a look at our dedicated travel guide to find some incredible things to do in Winhall. Book tickets or make reservations as soon as you can to save time and skip the hassle of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later Winhall vacation packages?
Your Winhall getaway is meant to be a relaxing escape from your daily routine, not a source of money worries. So to allow you a little more 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 split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.