Deals on vacations and trips to Winhall

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Winhall flight + hotel vacation packages

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

The Vermont Inn

3 out of 5
Price was $689, price is now $540 per person
$540
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Rutland (RUT)
This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the sauna and free perks like continental breakfast and free self parking.
Mountain Green Resort

Mountain Green Resort

4 out of 5
Save 100% on your flight
Price was $3,025, price is now $1,893 per person
$1,893
per person
Feb 12 - Feb 19
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
An outdoor pool is featured at this apartment, along with a virtual front desk. Take advantage of the free self parking.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Save 100% on your flight
Price was $1,706, price is now $1,198 per person
$1,198
per person
Feb 12 - Feb 19
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
This resort features a restaurant, an indoor pool, and a bar/lounge. There's an outdoor tennis court on site, and a fireplace in the lobby and a picnic area are also provided.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Save 100% on your flight
Price was $3,346, price is now $2,359 per person
$2,359
per person
Feb 12 - Feb 19
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
An outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. Concierge services and a virtual front desk are also provided.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Manchester Village Historic District
Save 100% on your flight
Price was $1,846, price is now $1,389 per person
$1,389
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Albany (ALB)
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.

Top Winhall hotels deals

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

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

Jamaica VT
$743 nightly
The price is $840 total per night
$840 total
Dec 16 - Dec 17
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
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
$232 nightly
The price is $255 total per night
$255 total
Jan 6 - Jan 7, 2026
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
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Free Cancellation
$186 nightly
The price is $205 total per night
$205 total
Jan 5 - Jan 6, 2026
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
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$144 nightly
The price is $157 total per night
$157 total
Dec 15 - Dec 16
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
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $158 total per night
$158 total
Dec 17 - Dec 18
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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
Free Cancellation
$122 nightly
The price is $134 total per night
$134 total
Dec 17 - Dec 18
Total with taxes and fees
This smoke-free hotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and free newspapers.
Pool
Hot Tub
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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 $540. 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