Winhall Vacation Packages

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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.

Top Winhall Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wiltwyck

The Wiltwyck

3.5 out of 5
Price was CA $1,441, price is now CA $1,107 per person
CA $1,107
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
9.4/10 Exceptional! (153 reviews)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was CA $2,197, price is now CA $1,276 per person
CA $1,276
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
9/10 Wonderful! (2 reviews)
Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway

Reviewed on Jun. 23, 2025

Hasbrouck House

Hasbrouck House

4 out of 5
Price was CA $2,679, price is now CA $1,938 per person
CA $1,938
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
9.2/10 Wonderful! (47 reviews)
Great getaway property. We checked in for two nights, and stayed in a building with kitchen/2 bedrooms, which was great for our needs. We spent time in the property relaxing at the beautiful pool, sauna, and had a fabulous dinner at Butterfield. Played some shuffleboard, pool and video games in their clubhouse - very laid back vibe and perfect for a couples weekend. Great food options off property in the area, and my partner was able to get in a quick nine-hole game of golf at a nearby course.

Reviewed on Aug. 6, 2025

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

3 out of 5
Price was CA $1,877, price is now CA $1,490 per person
CA $1,490
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
No reviews
Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

3 out of 5
Price was CA $3,561, price is now CA $2,995 per person
CA $2,995
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
No reviews

Ready to book your vacation to Winhall?

 

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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
The price is CA $132 per night from Aug 24 to Aug 25
CA $132
CA $145 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (373 reviews)
"Lots of character in this place, nice view in the off seasons. A room with two queens and a king is really nice for the motorcycle trips with friends"

Reviewed on Aug. 8, 2025

Bromley View Inn
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Winhall
9.6/10 Exceptional! (203 reviews)
Honeymoon Cottage
"What a wonderful place to stay! My boyfriend and I too advantage of the beautiful deck and had coffee and dinner on it every day. We also used the charcoal grill to cook dinner and the wood stove outside, for a beautiful outside dining expereince! We would love to come back again!"

Reviewed on Aug. 5, 2025

Get rates
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Green Mountain Manor - Ski and Summer Chalet

Green Mountain Manor - Ski and Summer Chalet

Winhall
9.8/10 Exceptional! (7 reviews)
4th july 2024
"Relaxing VT stay . You are in a rural setting but places to stock up on supplies was less then 10 miniutes away . We watched the fireworks that stratton displayed pretty much from the comfort of the property .Our children are young adults and they had a blast finding local swimholes . As well as ..."

Reviewed on Jul. 10, 2024

Get rates
Green Mountain Manor - Ski and Summer Chalet
See all 2,610 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.
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Frequently asked questions

How much does a Winhall vacation package cost?
You'll find cheap prices from CA $1,107 on Expedia for your Winhall break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Winhall costs.
What are the cheapest months to go to Winhall?
May, June and September are great times to look for cheap Winhall vacation packages. Choosing to travel in quieter months means you can typically find reduced prices on flights and accommodations.
How many days is enough for Winhall?
Usually, a handful of days is enough to visit the top sights during your Winhall vacation. However, if you'd like to have some time to kick back or take day trips, consider extending your itinerary.
How to find the best Winhall package deals?
Begin your search for a Winhall package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Winhall package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winhall adventure underway.
Is it cheaper to book a Winhall vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can tailor your Winhall escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Winhall?
If you're considering a spontaneous Winhall adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Winhall?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Winhall.
  2. Set your budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to Winhall. Then, pick a property that suits your budget, whether that's a low-cost stay or a lavish getaway.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to get to in Winhall. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Winhall vacation package.

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