A street with a red brick building and a white building with green shutters. There are flower boxes on the sidewalk.

Wilmington Vacations from $379

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Your Wilmington Vacation

Take away the hard part of planning your next epic adventure with a Wilmington vacation package. Whether you're visiting for its food, entertainment or other highlights, this city offers countless exciting experiences to delve into. You'll want to take in some sights during your trip to Wilmington. Find time for famous attractions like Mount Snow Golf Course, The Hermitage Golf Club and Lake Raponda. Don't delay exploring this destination any longer. Your dream Wilmington vacation is a couple of clicks away with Expedia.

The Latest Wilmington Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 15 - Jan 17

    The Covered Bridge Inn + Flight

    Brattleboro
    2 nights
    2.5 star property
    7.2/10 - Good (1,001 reviews)
    Roundtrip • New York (NYC) - Springfield (VSF)
    LGA - ALB • Nonstop ALB - LGA • Nonstop
    $435
    $379
    per traveler
    found 1 day ago
    The Covered Bridge Inn
  • Dec 21 - Dec 26

    Brook Bound Inn + Flight

    Wilmington
    5 nights
    2.0 star property
    9.4/10 - Exceptional (22 reviews)
    "The place was clean and beautiful. You need to check with Expedia . I didn’t get the steps to get in, since there is nobody on site. to check in. I call the phone on site. Somebody call me back and walk me through step to get in."
    Reviewed October 19, 2026
    Roundtrip • Orlando (MCO) - Albany (ALB)
    MCO - ALB • 1 stop ALB - MCO • 1 stop
    $1,472
    $1,132
    per traveler
    found 3 hours ago
    Brook Bound Inn
  • Dec 21 - Dec 26

    Vikings Villages Resort + Flight

    Guilford
    5 nights
    2.0 star property
    10/10 - Exceptional (258 reviews)
    Roundtrip • Orlando (MCO) - Springfield (VSF)
    MCO - ALB • 1 stop ALB - MCO • 1 stop
    $1,348
    $1,039
    per traveler
    found 3 hours ago
    Vikings Villages Resort
  • Dec 17 - Dec 19

    Lodges At Cresthaven + Flight

    Lake George
    2 nights
    4.0 star property
    9.4/10 - Exceptional (667 reviews)
    "My husband and I really enjoyed the stay at this hotel. We were stunned on how beautiful the property was, especially inside the hotel room. Everything was immaculate. We will absolutely be staying here again ❤️ we cannot wait to plan our next adventure here to the Lodges at Cresthaven ❤️"
    Reviewed November 1, 2026
    Roundtrip • New York (JFK) - Albany (ALB)
    JFK - ALB • 1 stop ALB - JFK • 1 stop
    $634
    $492
    per traveler
    found 22 hours ago
    Lodges At Cresthaven
  • Dec 21 - Dec 26

    Latchis Hotel + Flight

    Brattleboro
    5 nights
    2.5 star property
    8.6/10 - Excellent (1,001 reviews)
    Roundtrip • Orlando (MCO) - Springfield (VSF)
    MCO - ALB • 1 stop ALB - MCO • 1 stop
    $936
    $771
    per traveler
    found 3 hours ago
    Latchis Hotel

Where to stay in and around Wilmington

Wilmington, Vermont, offers a charming blend of adventure and scenic beauty. Explore the family-friendly atmosphere in the center of Wilmington, enjoy outdoor sports, and venture a few miles into nearby New Hampshire for more winter fun in mid-December. Experience the perfect getaway!

West Dover

For outdoor enthusiasts and families seeking a weekend getaway, West Dover is an ideal base for adventure and relaxation. With access to skiing at nearby resorts and stunning natural attractions like Snow Lake and the national state park, visitors can immerse themselves in Vermont's breathtaking landscapes year-round. Located about 5 miles by car from Wilmington, West Dover offers a perfect blend of outdoor recreation and charming local culture, making it a smart choice for your stay.

Stratton

Plan your stay in Stratton, a top-rated choice for outdoor enthusiasts and families eager to explore Vermont’s natural beauty. With access to the stunning Green Mountain National Forest, Hildene's historic charm, and the serene Winhall River, you'll find endless opportunities for adventure and relaxation. Located about 19 miles by car from Wilmington, Stratton serves as a fantastic home base for your vacation, making it a smart choice for travelers seeking a mix of outdoor fun and cultural experiences.

Brattleboro

Adventure seekers and families will love Brattleboro, known for its stunning natural landscapes and outdoor activities. This vibrant city offers easy access to ski resorts and the breathtaking Hogback Mountain Conservation Area, perfect for exploration year-round. Visitors can unwind at the picturesque Brattleboro Common or delve into nature at the Southern Vermont Natural History Museum. Located about 16 miles by car from Wilmington, Brattleboro is an excellent choice for a memorable getaway.

Whitingham

Ideally situated for nature enthusiasts and families, Whitingham offers a gateway to outdoor adventure, including skiing at nearby resorts and exploring the scenic Molly Stark State Park. Visitors can enjoy the tranquil beauty of Jacksonville Pond and the impressive Harriman Reservoir. Just about 6 miles by car from Wilmington, Whitingham provides easy access to a wealth of recreational activities year-round, making it a smart choice for your next vacation.

Searsburg

Travelers seeking a blend of family fun and outdoor adventure will find Searsburg to be the ideal base for their vacation. Nestled in Wilmington, this charming village offers easy access to popular attractions like Woodford State Park for hiking and nature walks, Harriman Reservoir for a relaxing day by the water, and Warlock's Woods for thrilling ski runs. With year-round appeal and a vibrant community atmosphere, Searsburg is a smart choice for your next getaway.

Discover the most popular places to visit in Wilmington

What to do in Wilmington

Wilmington Hotel Deals

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.

Frequently Asked Questions

How much does a Wilmington vacation package cost?

Offering great value package deals from $379 on Expedia, you'll be thrilled with how little a vacation to Wilmington costs! Expedia's packages mean less travel planning for you and greater savings.

What are the cheapest months to go to Wilmington?

You're likely to find lower rates and better availability in April, July and October. Take a look at our cheap Wilmington vacation packages and you could get some excellent off-season deals.

How many days is enough for Wilmington?

We'd suggest booking a Wilmington vacation for a minimum of 2 days. This will give you enough time to visit key attractions such as The Hermitage Golf Club and Lake Raponda, as well as explore neighborhoods like Enchanted Forest Ski Run and Back Draft. You could even make time for one or two day trips beyond Wilmington.

Is it worth booking a vacation package to Wilmington?

Wilmington offers everything you need for a wonderful trip. Get your Wilmington vacation off to a flying start by exploring top attractions like The Hermitage Golf Club.

How to find the best Wilmington package deals?

Begin your search for a Wilmington package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Wilmington package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Wilmington adventure off to a flying start.

Is it cheaper to book a Wilmington vacation as a package?

You can enjoy significant savings on your Wilmington retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Wilmington?

If you're planning a spur-of-the-moment Wilmington adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking ahead.

How to plan a trip to Wilmington?

  1. Pick your dates: What you'd like to do in Wilmington and your preferred season can help you decide when to get away.
  2. Set your budget: Factor in costs such as flights, meals and transportation when calculating how much to set aside for your trip to Wilmington. Then, select a hotel that fits your budget, whether that's a wallet-friendly stay or a more upscale getaway.
  3. Explore Wilmington with our trip planning tool: Gain insights into the most popular attractions and best stays for your trip to Wilmington. You can also save your favorite locations, collaborate with friends and family and organize your plans in one place.
  4. Decide your trip length: Consider how much time you'd like to spend exploring Wilmington. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  5. Combine your airfare and accommodations: After you've nailed down your travel dates and duration, book the right Wilmington vacation package for you.
  6. Book activities and experiences in advance: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on Wilmington's highlights. Find all the incredible things to do in Wilmington with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Wilmington vacation packages?

If you're like us, you love traveling 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 the help of online lender Affirm, you can spread the overall cost of your Wilmington trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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