The Bennington County Court House with a white facade, green shutters, and a gold dome.

Southern Vermont Vacations from $833

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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.

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    Discover the most popular places to visit in Southern Vermont

    Skiers on a snowy slope with a ski lift in the background.

    Photo by Doug Blackmore/Mount Snow

    Mount Snow

    Rating: 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 mountainous landscape with a forested area covered in snow.

    Bromley Mountain Ski Resort

    Rating: 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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    A calm lake reflecting a forest with autumn foliage.

    Photo by Marc Stempel

    Emerald Lake State Park

    You can take time to visit Emerald Lake State Park during your travels to East Dorset. Discover the mountain views in this quaint area.

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    Stratton Mountain Resort

    Rating: 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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    Magic Mountain Ski Resort

    Rating: 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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    Golf Club at Equinox

    Rating: 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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    Vermont Country Store

    Rating: 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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    Stratton Mountain Summit Gondola

    Rating: 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

    Doveberry Inn

    A two-story house with a red roof and grey siding, a front porch, and a stack of firewood.
    • Address: 284 Vermont 100, West Dover, VT 05356, West Dover, VT, 05356, US
    • Location: 4.1 mi from Southern Vermont
    • Star rating: 3/5
    • Guest rating: 10/10 (Exceptional, 2 reviews)
    • Price: $115 nightly, $126 total, Nov 15 - Nov 16, Total with taxes and fees
    • Review: "This was a unique experience for me. It was like having a nice room in a log cabin. It was very quiet and peaceful right off the winding country road sitting in front of a forest with a beautiful outlook from the dining area. There was good self serve beverage options available when I arrived in the late evening and breakfast the next morning had enough quality items for a gluten free person like myself. No bread or baked goods for me but nice yogurt, fresh fruit and coffee. The owner Nick...

    Hampton Inn and Suites Manchester

    A two-story building with a patio area featuring outdoor seating and a stone fire pit.
    • Address: 4519 Main St, Manchester Center, VT, 05255, US
    • Location: 14.9 mi from Southern Vermont
    • Star rating: 2.5/5
    • Guest rating: 9.6/10 (Exceptional, 1000 reviews)
    • Price: $128 nightly, $141 total, Nov 29 - Nov 30, Total with taxes and fees
    • Review: Great place, great location, super friendly staff and excellent amenities.

    The Manchester View

    A bedroom with a fireplace, two beds, a chair, and a nightstand.
    • Address: 77 High Meadow Way & VT-7A, Manchester Center, VT, 05255, US
    • Location: 15.2 mi from Southern Vermont
    • Star rating: 2.5/5
    • Guest rating: 9.4/10 (Exceptional, 974 reviews)
    • Price: $126 nightly, $139 total, Nov 16 - Nov 17, Total with taxes and fees
    • Review: Beautiful property. Comfortable bed and pillows. Cleanliness and smell of the room was offensive. Strong smell of propane coming from the bathroom. To put it nicely, the toilet was not cleaned, or even flushed from the prior guest, which as you can imagine set a gross tone for the (thankfully) one night stay. We will not be returning.

    Bromley View Inn

    A deck with white railings overlooking a forested area and a mountain in the distance.
    • Address: 522 VT Route 30, Bondville, VT, 05340, US
    • Location: 12.3 mi from Southern Vermont
    • Star rating: 3.5/5
    • Guest rating: 9/10 (Wonderful, 504 reviews)
    • Price: $81 nightly, $90 total, Nov 22 - Nov 23, Total with taxes and fees

    Deerfield Valley Inn

    A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.
    • Address: 120 Vermont Rte 100, West Dover, VT, 05356, US
    • Location: 5 mi from Southern Vermont
    • Star rating: 2/5
    • Guest rating: 9.4/10 (Exceptional, 140 reviews)
    • Price: $89 nightly, $98 total, Nov 24 - Nov 25, Total with taxes and fees

    Brittany Motel

    A pathway leading to a building with a porch decorated with flowers and a bench.
    • Address: 1056 Main Street/Historic Route 7A, Manchester Center, VT, 05254, US
    • Location: 14.1 mi from Southern Vermont
    • Star rating: 2/5
    • Guest rating: 9.2/10 (Wonderful, 460 reviews)
    • Price: $87 nightly, $96 total, Nov 18 - Nov 19, Total with taxes and fees

    Sun Lodge near Manchester VT, Ascend Collection Hotel

    A cozy room with a pool table, wooden ceiling beams, and a stone fireplace.
    • Address: 4216 Route 11, Peru, VT, 05152, US
    • Location: 14.3 mi from Southern Vermont
    • Star rating: 3.5/5
    • Guest rating: 8.8/10 (Excellent, 356 reviews)
    • Price: $103 nightly, $114 total, Dec 6 - Dec 7, Total with taxes and fees

    Inn At Mount Snow

    A modern living room with a fireplace, large windows, and a cozy seating area.
    • Address: 401 Vermont Rte 100, West Dover, VT, 05356, US
    • Location: 3.3 mi from Southern Vermont
    • Star rating: 2/5
    • Guest rating: 10/10 (Exceptional, 143 reviews)
    • Price: $121 nightly, $134 total, Nov 15 - Nov 16, Total with taxes and fees

    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.

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    Find out more about Southern Vermont

    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.

    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.

    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.

    Frequently Asked Questions

    What's included in a Southern Vermont vacation package?

    A Southern Vermont vacation package in West Dover lets you combine flights, hotel stays, and rental cars. About half of the hotels in West Dover offer free breakfast, and nearly a third provide airport shuttle service, often connecting to Hartford, CT (BDL-Bradley Intl.).


    Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

    How can I save money on a Southern Vermont vacation package?

    When you bundle, you can save up to 30%*. To save money on a Southern Vermont package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

    Which destinations should I consider for a Southern Vermont vacation?

    For a Southern Vermont vacation, consider basing your trip in one of these destinations, each offering a slightly different experience for outdoor enthusiasts:

    • West Dover: As the area with the most lodging choices, West Dover is a central base for accessing major ski resorts and a wide range of outdoor activities.
    • Wilmington: This destination offers a good selection of lodging and is well-suited for travelers looking for a slightly quieter base while still being close to skiing and adventure sports.
    • Stratton: Ideal for those prioritizing direct access to mountain activities, this area provides convenient stays for skiing and other outdoor pursuits.

    Is Southern Vermont better suited for a beach vacation or a cultural trip?

    Southern Vermont is primarily an outdoor and nature destination, known for its scenic views and a wide array of adventure and sports activities. Travelers can enjoy skiing at resorts like Mount Snow and Stratton Mountain Resort, or explore natural areas such as Green Mountain National Forest.


    Alongside its natural attractions, Southern Vermont also offers cultural experiences, with historic sites like Hildene and artistic venues such as the Southern Vermont Arts Center. For water-based recreation, visitors can head to Harriman Reservoir or Lake Raponda.


    A Southern Vermont vacation package is best suited for travelers seeking active outdoor pursuits and scenic beauty, with cultural stops available to enrich the trip.

    Which airport should I use for a Southern Vermont vacation?

    For a Southern Vermont vacation, travelers typically use one of several regional airports that serve the wider area. Bradley International Airport (BDL) in Hartford, Connecticut, is a common choice, offering convenient access to many parts of Southern Vermont. Boston Logan International Airport (BOS) in Boston, Massachusetts, also serves as a major gateway, particularly for destinations in eastern Southern Vermont. Both airports provide onward travel options to your chosen base.

    What are the top things to do in Southern Vermont?

    A Southern Vermont vacation is best explored from a base like West Dover, offering access to a range of outdoor activities and scenic spots:


    Browse and book things to do in Southern Vermont on Expedia.

    Can I change or cancel my Southern Vermont vacation package if my plans change?

    Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

    Do One Key members get extra savings when booking Southern Vermont vacation packages?

    Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

    Does Expedia offer Book Now, Pay Later Southern Vermont vacation packages?

    Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Southern Vermont vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

    How do I find last-minute vacation packages to Southern Vermont?

    To find last-minute vacation packages to Southern Vermont, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

    How does free cancellation work on Southern Vermont vacation packages?

    Free cancellation on a Southern Vermont vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

    Is it cheaper to book a Southern Vermont vacation as a package or separately?

    An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Southern Vermont getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

    Why should I book my Southern Vermont vacation package with Expedia?

    Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.