Winhall Vacations from $403

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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.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Price was $547, price is now $403 per person
$403
per person
Dec 26 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
17.6/10 Exceptional! (3 reviews)
The room was nice and clean, but the hotel itself was still under construction and it took 45 minutes for us to get in our room for check-in I was able to ask for extended check out and we got two complementary drinks from the bar but overall they should have waited to open

Reviewed on Nov 12, 2025

Gedney Farm

Gedney Farm

3.5 out of 5
Save 100% on your flight
Price was $759, price is now $523 per person
$523
per person
Dec 27 - Dec 31
found 18 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
18.4/10 Exceptional! (132 reviews)
My wife and I chose Gedney Farms at the last minute to enjoy a quick escape from the city. The staff was friendly and welcoming. The checkin and checkout experience was seamless. The room had a truly rustic charm, and clean and orderly. In the morning we took a nice walk on the grounds. For a quick and relaxing getaway, Gedney Farms is a great choice.

Reviewed on Nov 2, 2025

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $923, price is now $655 per person
$655
per person
Jan 19 - Jan 25
found 10 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Rutland (RUT)
18/10 Exceptional! (65 reviews)
Thought of homesteading! It was a terrific little place and I could see staying a week. Fun. Clean. Pretty! I want one!

Reviewed on Oct 31, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $1,615, price is now $1,153 per person
$1,153
per person
Dec 26 - Dec 30
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
14.8/10 Exceptional! (567 reviews)
Nice room, comfortable bed. This is an old grand hotel in tip top shape. We often stay in this type of hotel in NH and VT and found the Equinox to be the best maintained of them all. All the architectural class of its age in virtually new condition. Nice, reasonably priced onsite dining. We didn’t use the large indoor pool but it looked first class. Pleasant staff. We hope to return. Recommend “Ok for breakfast”, a 2nd floor breakfast & lunch restaurant downtown.

Reviewed on Oct 27, 2025

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Save 100% on your flight
Price was $988, price is now $709 per person
$709
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
18/10 Exceptional! (1,002 reviews)
Absolutely love it Staff is lobbing, attentive and respectful They gave us directions for a beautiful restaurant where we had excellent service Zinc Bistro, which I totally recommend now Beautiful rooms, special, wonderful well done breakfast (as one expects from a real B&B) Perfection.

Reviewed on Nov 11, 2025

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Discover the most popular places to visit in Winhall

Stratton Mountain Golf Course

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.

Stratton Mountain Golf Course

Winhall Hotel Deals

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Jamaica VT
$603 nightly
The price is $681 total per night from Dec 3 to Dec 4
$681 total
Dec 3 - Dec 4
Total with taxes and fees
9.6/10 Exceptional! (21 reviews)
the house was absolutely stunning. Our group of 11 plus fur babies had an amazing time. The check in process was super easy and the hosts were very communicative. Our only complaint was the beds were not the comfiest but that is to be expected when staying away from home. The kitchen had everything ...

Reviewed on Oct 20, 2025

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
$194 nightly
The price is $213 total per night from Dec 1 to Dec 2
$213 total
Dec 1 - Dec 2
Total with taxes and fees
9.2/10 Wonderful! (813 reviews)
No continental breakfast ,no microwave or in room coffeemaker. Only water or iced tea at check in , no coffee

Reviewed on Oct 25, 2025

Kimpton Taconic Hotel by IHG
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $168 total per night from Nov 20 to Nov 21
$168 total
Nov 20 - Nov 21
Total with taxes and fees
7.4/10 Good! (568 reviews)
Amazing

Reviewed on Nov 16, 2025

The Equinox Golf Resort & Spa
See all 2,664 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 $403 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.