Deals on vacations and trips to Winhall

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Price found within the past 48 hours. Click for updated prices.
Gedney Farm

Gedney Farm

3.5 out of 5
Price was $812, price is now $624 per person
$624
per person
Mar 19 - Mar 22
found 19 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and a communal living room are also on offer.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,018, price is now $735 per person
$735
per person
Mar 19 - Mar 22
found 19 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Albany (ALB)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.
The Dewey

The Dewey

3.5 out of 5
Price was $851, price is now $667 per person
$667
per person
Mar 19 - Mar 22
found 19 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Albany (ALB)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $857, price is now $678 per person
$678
per person
Mar 19 - Mar 22
found 19 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Albany (ALB)
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.
Wilder House Berkshires

Wilder House Berkshires

2 out of 5
Price was $800, price is now $657 per person
$657
per person
Mar 19 - Mar 22
found 19 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Albany (ALB)
This bed & breakfast features free self parking and a garden. Free cooked-to-order breakfast is served. A lobby fireplace, a communal living room, and a picnic area are also on offer.

Top Winhall hotels deals

Bromley View Inn

Bromley View Inn

3.5 out of 5
522 VT Route 30 Bondville VT
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $130 total per night
$130 total
Jan 27 - Jan 28
Total with taxes and fees
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a lobby fireplace, and express check-out are also on offer.
Breakfast included
Pet friendly
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

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

Jamaica VT
$912 nightly
The price is $1,030 total per night
$1,030 total
Jan 28 - Jan 29
Total with taxes and fees
Ski-in/ski-out access and an indoor pool are featured at this vacation home. There's fun for all ages with a playground and an arcade/game room, and childcare is an added bonus. There's a gym on site, and laundry facilities and barbecue grills are also offered.
Pool
Hot Tub
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$165 nightly
The price is $180 total per night
$180 total
Feb 22 - Feb 23
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Free Cancellation
$219 nightly
The price is $241 total per night
$241 total
Feb 25 - Feb 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Pet friendly
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $208 total per night
$208 total
Feb 1 - Feb 2
Total with taxes and fees
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Pool
Hot Tub
The Manchester View

The Manchester View

2.5 out of 5
77 High Meadow Way & VT-7A Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $118 total per night
$118 total
Feb 4 - Feb 5
Total with taxes and fees
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Pool
Breakfast included
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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.

Popular places to visit

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

Frequently asked questions

How much are vacation packages to Winhall?
You might be pleasantly surprised — you could find yourself in Winhall for a paltry $624. Here at Travelocity, we save you time and money with our excellent vacation packages. With hotels, flights and experiences all ready to be snapped up, why put it off?
How long should my Winhall vacation be?
Most visitors vacation in Winhall for about 3 nights. That being said, travel is all about uncovering hidden gems and creating cherished memories — why not stay a couple of extra nights so you can do just that?
Where can I get the best vacation package deals for Winhall?
With around 400 airline partners and 1,000,000 hotels across the world, it's hard to top Travelocity. Make the most of our comprehensive range and grab an affordable Winhall vacation package. Doesn't it feel amazing when organizing a trip is that easy?
Why should I purchase my Winhall vacation bundle via Travelocity?
Because we believe in crafting special travel experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our support team is on hand 24/7 to ensure you'll never roam alone. We also have an amazing Price Match Guarantee, so you can lock in your vacation knowing you've landed the best deal possible. If you find a lower price, we'll match it!
Will I save money on my Winhall car rental if I book it with my hotel or flight?
Definitely. And our Winhall vacation packages are the ideal way to do it. With just a few clicks you can save money as well as time by combining your bookings. Collect the keys to your rental car then set your own course. Need to fill your itinerary? Add a few tours to your package and make savings on those too.
Where should I stay when visiting Winhall?
Many people opt to stay at the Bromley View Inn. It's sure to be a great base for your Winhall escape.

Photos of local treasures

Browse Winhall vacation photos for more inspiration