Southern Vermont Vacation Packages 2026 from $571

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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.

Spacious Home in Troy

Save 100% on your flight

$571

per person

Oct 22 - Oct 26

found 22 hours ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

4/10 (1 review)

First of all when we got there we weren't told where the parking area was . We had 5 people staying 3 nights. There were 3 bath mats, 3 bath towels & 2 washcloths. No hand towels. No kitchen towels. The shower head didn't work correctly. Dining area lights didn't work. Control panel on the washer/dryer was falling off. No place to put our clothes. The one dresser had stuff stored in it Master bed sheets had a cigerette burn. Half empty bottles of water laying around. But the worst part was when I did the dishes, all the water from the sink poured into the cupboard and flooded the floor. I cleaned it up & we looked to see if something needed tightening but it was more than that & when I messaged the host was told they would look at it. Nobody came.

Reviewed on May 25, 2026

The Perch Hotel

Save 100% on your flight

$1,118

per person

Sep 12 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Albany (ALB)

9.6/10 Exceptional! (33 reviews)

Really well kept friendly staff and was overall a joy to stay at The Perch! No complaints what so ever.

Reviewed on Aug 3, 2026

The Ponds at Foxhollow

Save 100% on your flight

$654

per person

Oct 22 - Oct 26

just found

Roundtrip flight included

New York (NYC) to Albany (ALB)

8.6/10 Excellent! (143 reviews)

Quiet property. Convenient location.

Reviewed on Aug 2, 2026

The Whitlock

Save 100% on your flight

$614

per person

Oct 22 - Oct 26

just found

Roundtrip flight included

New York (NYC) to Albany (ALB)

8.4/10 Very Good! (343 reviews)

Hideaway Inn Lenox

Save 100% on your flight

$644

per person

Oct 22 - Oct 26

just found

Roundtrip flight included

New York (NYC) to Albany (ALB)

8/10 Very Good! (29 reviews)

The Location in the town of Lenox was perfect for our needs. They did have an electric car charger, which was useful. The hotel has a certain old-fashioned grandeur

Reviewed on Aug 6, 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

Sunrise flight over Vermont as seen by small airplane

Manchester Village Historic District

1 out of top 10 points of interest in this area

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 Equinox Preservation Trust.

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.

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.

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 Tamarack Ski Lift.

Mountain View Estates

While Mountain View Estates might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Battenkill River and Manchester Designer Outlets.

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 snow-covered ski slope with a ski lift, trees, and buildings.

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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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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Golf Club at Equinox

8.4/10 (29 reviews)

This historic Walter Travis-designed course unfolds against Vermont's majestic Green Mountains. Enjoy undulating greens and mountain vistas before relaxing at the Dormy Grill overlooking the ninth hole.

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Stratton Mountain Summit Gondola

9.4/10 (98 reviews)

Glide to southern Vermont's highest peak for panoramic views spanning four states. At the summit, explore hiking trails, climb the historic fire tower, or simply bask in the breathtaking mountain landscape.

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Southern Vermont Hotel Deals

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT

Fully refundable

$250 nightly

$275 total

Sep 7 - Sep 8

Total with taxes and fees

9.4/10 Exceptional! (860 reviews)

"Excellent amenities and perfect if you're traveling with a dog to VT. Rooms are very nice albeit a bit small and very low water pressure in the shower."

Reviewed on Aug 3, 2026

Latchis Hotel

50 Main Street Brattleboro VT

Fully refundableReserve now, pay when you stay

$127 nightly

$140 total

Aug 11 - Aug 12

Total with taxes and fees

8.6/10 Excellent! (945 reviews)

"Main Street Brattleboro so great, near Restaurants and entertainment. We saw a film downstairs, LPs and are Record player in Rooms!"

Reviewed on Aug 3, 2026

The Equinox Golf Resort & Spa

3567 Main Street Route 7A Manchester VT

Fully refundableReserve now, pay when you stay

$201 nightly

$221 total

Aug 17 - Aug 18

Total with taxes and fees

7.4/10 Good! (657 reviews)

"Good place to stay, but not great."

Reviewed on Aug 4, 2026

See all 2,080 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.