Ludlow Vacations from $390
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The Latest Ludlow Vacation Packages
- Deerfield Valley Inn
Sep 16 - Sep 20Deerfield Valley Inn + Flight
West Dover4 nights2.0 star property9.4/10 - Exceptional (128 reviews)"Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place"Reviewed July 25, 2026Roundtrip • New York (NYC) - Springfield (VSF)LGA - ALB • Nonstop ALB - LGA • Nonstop$464$390found 1 day agoper traveler - Vikings Villages Resort
Sep 16 - Sep 20Vikings Villages Resort + Flight
Guilford4 nights2.0 star property10/10 - Exceptional (215 reviews)Roundtrip • New York (NYC) - Springfield (VSF)LGA - ALB • Nonstop ALB - LGA • Nonstop - Winterplace at Okemo, A Vail Resorts Property
Oct 14 - Oct 19Winterplace at Okemo, A Vail Resorts Property + Flight
Clock Tower Base Area5 nights4.0 star property8.8/10 - Excellent (27 reviews)"Enjoyable and beautiful place. Ann"Reviewed July 20, 2026Roundtrip • Minneapolis (MSP) - Springfield (VSF)MSP - BOS • 1 stop BOS - MSP • 2 stops$1,176$927found 10 hours agoper traveler - The Shire Woodstock
Sep 14 - Sep 18The Shire Woodstock + Flight
Woodstock4 nights3.0 star property8.8/10 - Excellent (968 reviews)Roundtrip • Atlanta (ATL) - Springfield (VSF)ATL - RUT • 1 stop RUT - ATL • 2 stops$1,396$1,192found 18 hours agoper traveler - The Hartness House
Oct 14 - Oct 19The Hartness House + Flight
Springfield5 nights3.0 star property8.2/10 - Very Good (349 reviews)"The house was beautiful and very nice. It was a self check in and I did speak to one person as I was checking in who was also very nice. We stayed in the hotel part and the beds were very small. Plus side it was a quiet area and we were not disturbed. Air conditioning work great. Downside, we never saw another staff member accept when we checked in. No one was around anywhere. There was a dining room but it was closed. When we checked out it was a self checkout and I had no one to give..."Reviewed July 22, 2026Roundtrip • Minneapolis (MSP) - Springfield (VSF)MSP - BOS • 1 stop BOS - MSP • 2 stops$1,055$903found 10 hours agoper traveler
Where to stay in Ludlow
Okemo Village
Okemo Village offers a premier mountain getaway with easy access to world-class skiing and outdoor recreation. Centered around the iconic clock tower plaza, this pedestrian-friendly resort community blends luxury amenities with alpine charm. The mountain's extensive trail network draws visitors throughout the changing seasons. High-end condominiums and vacation rentals provide ski-in/ski-out convenience during winter months. Summer transforms the landscape into a playground for golfers, hikers, and mountain bikers. Dining options range from casual cafés to upscale taverns, all within walking distance of accommodations.
Jackson Gore Base Area
Jackson Gore Base Area offers four-season mountain adventures at the base of Okemo Mountain Resort. Winter brings world-class skiing and snowboarding, while summer transforms the slopes into hiking and mountain biking trails. The Ice House provides year-round skating in this upscale resort community with stunning Green Mountain views. Luxury accommodations like the timber-framed Jackson Gore Inn create a village atmosphere with premium amenities. Adventure seekers can enjoy the Timber Ripper Mountain Coaster or test their skills on various ski lifts. The area balances outdoor thrills with refined dining and relaxation options for travelers seeking both excitement and comfort.
Clock Tower Base Area
The Clock Tower Base Area in Ludlow is a winter wonderland for outdoor enthusiasts. This pedestrian-friendly village surrounds Okemo Mountain Resort with ski-in/ski-out access. Timber and stone lodges blend beautifully with snow-dusted evergreens and stunning mountain views. Visitors can easily walk between cozy restaurants, gear shops, and lift stations through charming cobblestone pathways. The area transforms in summer for hiking and mountain biking adventures. Resort shuttles connect lodgings to slopes while the iconic clock tower serves as your central landmark.
Discover the most popular places to visit in Ludlow
Fox Run Golf Course
Ludlow Hotel Deals
Jackson Gore Village, A Vail Resorts Property
Jackson Gore Village, A Vail Resorts Property
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Frequently Asked Questions
How much does a Ludlow vacation package cost?
You'll find cheap prices from $390 on Expedia for your Ludlow break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Ludlow costs.
What are the cheapest months to go to Ludlow?
March, April and May are great times to search for cheap Ludlow vacation packages. Traveling in less busy months means you can usually find lower prices on hotels and flights.
How many days is enough for Ludlow?
To fully enjoy your Ludlow vacation, we suggest staying for 3 days. Split your time between discovering Lake Rescue, Fox Run Golf Course and other key sights, as well as exploring neighborhoods like Clock Tower Base Area and Okemo Village. If you've got some spare time, add a tour or day trip to your Ludlow vacation itinerary.
Is it worth booking a vacation package to Ludlow?
Ludlow is a good vacation destination with attractions like Okemo Mountain Resort among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a Ludlow vacation promises a good time for everyone.
How to find the best Ludlow package deals?
Landing a cheap Ludlow package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Ludlow package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Ludlow vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights separately. Better still, you can tailor your Ludlow trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Ludlow?
If you have your Ludlow vacation dates locked in, book as soon as you can to grab some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Ludlow vacation packages?
If you're like us, you love traveling the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Ludlow trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
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Things to do in and around Ludlow
Ludlow, Vermont, is an ideal destination for ski enthusiasts and adventure seekers. Visitors can enjoy a variety of activities, including skiing at local resorts and exploring backcountry trails. Popular options include crafting vacation itineraries and planning day trips that highlight the area's natural beauty. Whether you're looking for a thrilling ski trip or a relaxing Ludlow escape, there's something for everyone in this charming town.
Shopping
For unique gifts and souvenirs, visit Green Mountain Sugar House right in Ludlow. If you're up for a drive, check out the West River Farmers Market, 13 miles away, for local goods and a lively atmosphere, or Black Dog Sports, 17 miles out, for outdoor gear and apparel.
Recreation
Enjoy a round of golf at Fox Run Golf Course, where the lush landscapes invigorate your spirit. Unwind at The Ice House Ice Skating, a perfect spot for relaxation and fun. For a touch of culture, catch a performance at the Weston Playhouse, just 9 miles away, offering entertainment for all.
Adventure
At Okemo Mountain Resort, experience thrilling skiing on diverse slopes amidst breathtaking views. The Evergreen Summit Express Ski Lift takes you effortlessly to the top, providing an exhilarating adventure. Visit the Tubing Park for exciting downhill rides, perfect for families and friends looking for outdoor fun.
Nightlife
In Ludlow, Vermont, enjoy a cozy nightlife atmosphere at local pubs and taverns, like the Ludlow Village Inn and the Nite Spot, where you can relish craft beers and live music. Don't miss the seasonal events that bring the community together for fun and entertainment in a charming setting.
Find the best attractions in and around Ludlow
Ludlow, Vermont, is an ideal destination for ski enthusiasts and adventure seekers, offering a mix of outdoor activities and cultural experiences. Visitors can explore beautiful national parks, picturesque lakes, and majestic mountains. Key attractions include the perfect Ludlow vacation spots and the historic Ludlow Castle, catering to those looking for scenic beauty and engaging outdoor adventures.
- Lake Rescue: Experience the serene beauty of Lake Rescue, perfect for a romantic day by the beach. Enjoy picturesque scenery and various outdoor activities such as swimming, kayaking, or simply relaxing by the water's edge.
- Buttermilk Falls: Immerse yourself in adventure at Buttermilk Falls, where you can hike through lush trails and witness the stunning waterfall. The natural beauty and tranquil atmosphere make it an ideal spot for couples seeking romance amidst nature.
- Weston Priory: Just 6 miles from Ludlow, Weston Priory offers a unique cultural experience. This peaceful monastery invites visitors to explore its contemplative grounds and learn about its rich history and spiritual significance.
Best time to go to Ludlow
The best time to visit Ludlow can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Ludlow falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Ludlow falls in January, visitor numbers are moderately high and weather is mostly cloudy with light rain.
Tips to save on your trip to Ludlow
- Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Ludlow.
- Consider traveling during the off-peak season (typically April to May and November) for more affordable package holidays to Ludlow.
- 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.