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Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was $489, price is now $356 per person
$356
per person
Jun 5 - Jun 8
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Save 100% on your flight
Price was $1,347, price is now $893 per person
$893
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
This hotel's 8 hot tubs and sauna are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, barbecue grills, and wedding services are also on offer.
Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $1,202, price is now $866 per person
$866
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
This smoke-free hotel features a casino, a nightclub, and a restaurant. Enjoy the indoor pool and perks like free self parking and a free area shuttle. You'll appreciate the 24-hour gym, bar/lounge, and snack bar/deli.
Chateau Rooms

Chateau Rooms

4.5 out of 5
Save 100% on your flight
Price was $2,837, price is now $2,085 per person
$2,085
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
This smoke-free guesthouse features a full-service spa and a restaurant. A convenience store and wedding services are also provided.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,266, price is now $943 per person
$943
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
A private beach and a restaurant are featured at this smoke-free lodge. Enjoy the seasonal outdoor pool and perks like free self parking. There's a bar/lounge on site, and a terrace and barbecue grills are also provided.

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
$89 nightly
The price is $97 total per night
$97 total
May 10 - May 11
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
Spacious Stratton Mountain Home - Perfect for families!

Spacious Stratton Mountain Home - Perfect for families!

Winhall VT
Get rates
This vacation home features laundry facilities.
Kitchen
Washer
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Free Cancellation
$190 nightly
The price is $209 total per night
$209 total
Jun 1 - Jun 2
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
$154 nightly
The price is $170 total per night
$170 total
May 10 - May 11
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
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$146 nightly
The price is $158 total per night
$158 total
May 17 - May 18
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
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $157 total per night
$157 total
May 5 - May 6
Total with taxes and fees
Ski-in/ski-out access, a full-service spa, and 2 hot tubs are all featured at this smoke-free resort. Enjoy a meal from the restaurant and freebies like WiFi in public areas and an area shuttle. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.
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 $356. 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