Southern Vermont Vacation Packages 2026 from $871

Your Southern Vermont Vacation

Leave all the planning up to us with a Southern Vermont vacation package. With everything organized before you leave, the only thing left for you to do is sit back, relax and enjoy this destination's culture and beauty. With so much to see on a trip to Southern Vermont, it can be hard to know where to start. Kick off your journey in Brattleboro at Spofford Lake and The Stone Church — two popular attractions here. Another great city to add to your itinerary is Manchester Center. Be sure not to miss Stratton Mountain Resort and Green Mountain National Forest. Expedia has hotels, flights and all your other travel needs to help you put together your very own tailored Southern Vermont vacation today.

The Latest Southern Vermont vacation packages

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

The Perch Hotel

Save 100% on your flight

$871

per person

Nov 5 - Nov 9

found 4 hours ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

9.6/10 Exceptional! (38 reviews)

The Landgrove

$1,096

per person

Nov 22 - Nov 29

found 18 hours ago

Roundtrip flight included

Atlanta (ATL) to Rutland (RUT)

8.6/10 Excellent! (7 reviews)

Beautiful room especially with our dog. Outside entrance was a plus! Comfortable bed and chairs. Excellent staff. Every detail was well thought out . We will come again!

Reviewed on Sep 20, 2026

Brook Bound Inn

$1,325

per person

Nov 22 - Nov 29

found 16 hours ago

Roundtrip flight included

Atlanta (ATL) to Albany (ALB)

9.4/10 Exceptional! (19 reviews)

Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!

Reviewed on Aug 30, 2026

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

$973

per person

Dec 22 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Rutland (RUT)

9/10 Wonderful! (879 reviews)

The mattress sunk in the middle so bad that we were crushed together and my wife couldn’t even sleep in the bed. I’m still upset with the fact they didn’t mention there was no elevator in our unit. 24 steps up for two 70 year old people is not something I would recommend to anyone.

Reviewed on Sep 29, 2026

The Amelia

Save 100% on your flight

$1,154

per person

Nov 5 - Nov 9

found 4 hours ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

9.8/10 Exceptional! (38 reviews)

Enjoyed our stay

Reviewed on Sep 21, 2026

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Where to stay in Southern Vermont

Find the best Southern Vermont areas and neighborhoods for the activities you enjoy most. Learn more about Southern Vermont

An airplane wing with a view of the landscape below, including mountains and a sunset.

Manchester Village Historic District

While there might not be top attractions in Manchester Village Historic District, you can explore the larger area and discover places like Golf Club at Equinox and Southern Vermont Arts Center.

North Bennington Historic District

Travelers like the historic sites in North Bennington Historic District, and Park McCullough House is a top attraction you might want to visit.

Pikes Falls

Though Pikes Falls might not have many top sights, you can venture to the surrounding area to see attractions like Sunrise Express Ski Lift and Villager Ski Lift.

A snow-capped mountain with a forested foreground and a cloudy sky.

Bromley Mountain

1 out of top 10 points of interest in this area

While visiting Bromley Mountain, you might make a stop by sights like Bromley Mountain Ski Resort and Bromley Alpine Slide.

A wooden covered bridge over a river, surrounded by lush greenery and trees.

West Dummerston

Visitors to West Dummerston like its mountain views and riverfront, and West River is a sight worth a stop.

Stay near popular Southern Vermont attractions

Stratton Mountain Resort

9.2/10 (365 reviews)

Stratton Mountain Resort offers 99 trails across 2,003 feet of vertical terrain for winter sports. Enjoy year-round adventures from skiing to golf and mountain biking in southern Vermont's premier outdoor playground.

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A skier on a snowy slope with ski lifts in the background.

Mount Snow

9.2/10 (568 reviews)

This southern Vermont retreat offers 86 trails across four mountain faces for winter thrills. In summer, the resort transforms with downhill mountain biking, hiking trails, and an 18-hole championship golf course.

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A church with a tall steeple and a stone facade.

The Stone Church

8.6/10 (39 reviews)

This Gothic Revival church turned music venue captivates with stained glass windows and a stage built from pews. Experience intimate performances with exceptional acoustics in this distinctive Vermont listening room.

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A forested mountain with autumn foliage.

Mount Equinox

9.6/10 (43 reviews)

Ascend America's longest privately owned toll road to Mount Equinox's 3,248-foot summit. The panoramic vistas of Vermont's Green Mountains reward drivers with nature's grandeur at every hairpin turn.

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Bromley Mountain Ski Resort

8.8/10 (160 reviews)

Hit the slopes in Peru with a visit to Bromley Mountain Ski Resort. Discover the mountain views in this quaint area.

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Magic Mountain Ski Resort

8.6/10 (74 reviews)

Magic Mountain delivers an authentic Vermont skiing experience with challenging terrain and a community vibe. Enjoy steep slopes and extensive glades, then unwind at the cozy Black Line Tavern après-ski scene.

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Hildene

9.4/10 (148 reviews)

Step into the elegant summer estate where Robert Todd Lincoln, Abraham Lincoln's son, once lived. Wander through the Georgian Revival mansion, formal gardens, and restored 1903 Pullman railcar.

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Vermont Country Store

9.2/10 (382 reviews)

This nostalgic emporium showcases hard-to-find treasures from vintage toys to classic penny candies. Browse both levels for unique Vermont-made goods while experiencing authentic New England charm.

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Southern Vermont Hotel Deals

Colonial Motel

889 Putney Rd Brattleboro VT

Fully refundableReserve now, pay when you stay

$89 nightly

$98 total

Sep 30 - Oct 1

Total with taxes and fees

6.6/10 (69 reviews)

"It was filthy. huge stains on rug. everything was dirty the bathroom dirty writing on the bathroom moulding "Mel +Tyler "24". The lamp shades were dirty.I opened the Fridge to put my insulin In it..It was full of black Bugs and mould. We came in at 10.00 pm exhausted. my husband is older and sick.so ..."

Reviewed on Sep 28, 2026

Grand Summit Resort, A Vail Resorts Property

89 Grand Summit Way West Dover VT

$169 nightly

$186 total

Oct 29 - Oct 30

Total with taxes and fees

8.6/10 Excellent! (312 reviews)

"What I like is the room was well stocked, very clean and the staff is very helpful. What I did not like is the parking is very inconvenient and is quite a walk which is never fun in bad weather. They need more luggage carts. It looked like they have about 5 or 6 for about a 200 room hotel. There ..."

Reviewed on Sep 27, 2026

The Manchester View

77 High Meadow Way & VT-7A Manchester Center VT

Fully refundableReserve now, pay when you stay

$122 nightly

$134 total

Oct 26 - Oct 27

Total with taxes and fees

9.4/10 Exceptional! (909 reviews)

"We really enjoyed our stay at The Manchester View. Our terrace room was spacious and comfortable, and the view was absolutely to die for—definitely one of the highlights of our stay. Check-in and checkout were both very easy, and the included breakfast was a nice touch and a great way to start the ..."

Reviewed on Sep 28, 2026

See all 2,090 properties in Southern Vermont

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 Southern Vermont Vacation Packages

Things to do near Southern Vermont

Southern Vermont is perfect for outdoor enthusiasts and adventure seekers, offering a variety of activities such as skiing at renowned ski resorts and exploring scenic ski fields. Ideal for day trips and romantic getaways, visitors can enjoy cultural excursions and cozy weekends in this picturesque region. Whether you're hitting the slopes or indulging in local charm, Southern Vermont promises a memorable vacation experience.

Shopping

For shopping in Southern Vermont, visit the Manchester Designer Outlets, 12 miles away, featuring a mix of brand-name stores. Closer options include Sugar Shack, 11 miles away, for unique gifts, and Margie's Muse Handweaving & Gallery, 7 miles away, showcasing handcrafted items.

Recreation

Experience the stunning Mount Snow Golf Course, just 7 miles away, where you can enjoy a round of golf surrounded by beautiful landscapes. For relaxation, visit Dana L. Thompson Memorial Park, 13 miles away, offering tranquil spaces for wellness activities. Finally, immerse yourself in culture at the Dorset Playhouse, located 18 miles away.

Adventure

Mount Snow, located 4 miles from Southern Vermont, offers thrilling skiing experiences amidst stunning scenery. Stratton Mountain Resort, 6 miles away, combines skiing with outdoor adventures in a vibrant atmosphere. The Grand Summit Express Ski Lift, also 4 miles from Southern Vermont, provides easy access to exhilarating slopes.

Nightlife

Southern Vermont's nightlife features cozy pubs and vibrant music scenes. Visit the Brattleboro Museum & Art Center for unique events, or enjoy local brews at the Vermont Beer Makers. For live entertainment, check out The Latchis Theatre for movies and performances that capture the local spirit.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Southern Vermont

Southern Vermont offers a perfect blend of outdoor adventures, skiing, and cultural experiences. Visitors can explore beautiful state parks, enjoy the charm of historic houses, and unwind at ski resorts. For a romantic getaway, consider the picturesque surroundings and quaint Vermont country stores that enhance the region's appeal. Whether you're seeking adventure or relaxation, Southern Vermont has something for everyone to enjoy.

Stratton Mountain Resort: Located 6 miles from Southern Vermont, Stratton Mountain Resort offers an exhilarating ski experience with trails for all skill levels. Beyond skiing, enjoy outdoor adventures like snowboarding and hiking, all set against breathtaking mountain vistas.
Green Mountain National Forest: Just 7 miles away, this stunning national park is a haven for outdoor enthusiasts. Explore lush trails, picturesque scenery, and abundant wildlife, making it a perfect spot for hiking, camping, and enjoying nature's beauty.
Golf Club at Equinox: Situated 12 miles from Southern Vermont, this charming golf course combines a challenging game with picturesque surroundings. Enjoy a round of golf in a serene setting, followed by premium accommodations and relaxing amenities.

Best time to go to Southern Vermont

The best time to visit Southern Vermont is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	19.8°F (-6.800000000000001°C)	Light Rain	Mostly Cloudy	Average	Slightly High
February	22.6°F (-5.2°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly High
March	30.7°F (-0.7000000000000001°C)	Light Rain	Mostly Cloudy	Average	Average
April	42.8°F (6.0°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
May	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
June	63.1°F (17.3°C)	Light Rain	Mostly Sunny	Average	Average
July	69.3°F (20.700000000000003°C)	Light Rain	Mostly Sunny	Average	Average
August	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	59.4°F (15.2°C)	Light Rain	Mostly Sunny	Average	Average
October	46.8°F (8.200000000000001°C)	Light Rain	Mostly Cloudy	Slightly High	Average
November	36.1°F (2.3000000000000003°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
December	27.3°F (-2.6°C)	Light Rain	Mostly Cloudy	Average	Slightly High

Tips to save on your trip to Southern Vermont

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Southern Vermont.
Consider traveling during the off-peak season (typically April to May and November) for more affordable package holidays to Southern Vermont.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.