Wilmington Vacations from $614

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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.
The Whitlock

The Whitlock

Save 100% on your flight
$614
per person
Oct 22 - Oct 26
found 14 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
8.4/10 Very Good! (343 reviews)
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

Save 100% on your flight
$836
per person
Oct 22 - Oct 26
found 14 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.2/10 Wonderful! (1,001 reviews)
The Perch Hotel

The Perch Hotel

Save 100% on your flight
$1,171
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

The Ponds at Foxhollow

Save 100% on your flight
$654
per person
Oct 22 - Oct 26
found 14 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
8.6/10 Excellent! (143 reviews)
Quiet property. Convenient location.

Reviewed on Aug 2, 2026

Hideaway Inn Lenox

Hideaway Inn Lenox

Save 100% on your flight
$644
per person
Oct 22 - Oct 26
found 14 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
8/10 Very Good! (29 reviews)
Really wanted to like this self check-in hotel, but will not be returning here. The building itself has lots of character with trendy decor; however, the lack of guest services/security protocols was disconcerting. Once we checked in, we noticed that our comforter was covered with dog hair. We had to get our own lint roller to clean it because we did not receive a response from staff after texting the number provided. Later on, we realized the body wash was not refilled and the hot water was not working. The next morning as we were returning to our room, we found 3 strangers were trying to enter it... they claimed to be checking on our stay, but were not wearing any uniforms nor did they identify themselves until asked. After calling the phone number and urging the call center to contact the innkeeper twice, it was confirmed those people were staff members. This was gross negligence on the part of a self check-in hotel. Hideaway Inns should have at least notified us that staff members would be checking on us during our stay, let alone trying to gain entry into our room. After all that, we sent an email about the hot water and got a response saying they are working on it, but no update was provided. The hot water did not work for the remainder of our stay. We have stayed at other self check-in hotels that did not have issues like this.

Reviewed on Aug 7, 2026

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Stay near popular Wilmington attractions

South Main Street

This National Register district showcases Vermont's 19th-century architectural heritage along charming streets. Explore local boutiques and galleries before dining at one of the district's cozy eateries.
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Lake Raponda

9.6/10 (10 reviews)
This pristine 121-acre Vermont lake offers a tranquil escape with crystal-clear waters. Launch your kayak at sunrise to spot native loons while enjoying the spectacular mountain backdrop.
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Molly Stark State Park

9.8/10 (11 reviews)
Hike through Vermont's historic forests to Mt. Olga's summit, where a fire tower rewards your effort. Climb to the top for spectacular tri-state views spanning Vermont, Massachusetts, and New Hampshire.
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The Hermitage Golf Club

This classic Desmond Muirhead-designed course offers challenging greens amid Vermont's rolling terrain. Enjoy a round on the manicured fairways before unwinding at the Stack Restaurant with panoramic mountain views.
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Jim McGrath Gallery and Studio

8.8/10 (3 reviews)
This intimate gallery showcased Jim McGrath's oil paintings of Vermont's landscapes with his masterful depiction of light. Visitors could watch the artist at work in his studio.
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Secret Passage

10.0/10 (2 reviews)
You can take time to visit Secret Passage during your travels to Wilmington. While you're here, you can savor the top-notch restaurants.
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The Ledge

9.6/10 (5 reviews)
This secluded, clothing-optional swimming spot offers crystal-clear waters and natural rock diving platforms. Hike the scenic 0.75-mile wooded trail to enjoy sunbathing and cliff-jumping in this tranquil Vermont setting.
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Warlock's Woods

10.0/10 (1 review)
You can take time to visit Warlock's Woods during your travels to Wilmington. While you're here, you can savor the top-notch restaurants.
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What to do in Wilmington

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

$17
per traveler
Vermont RT 100 App-Guided Driving Audio Tour
Mindful Forest Escape: Rebalance, reflect and connect

Mindful Forest Escape: Rebalance, reflect and connect

$95
per adult
Mindful Forest Escape: Rebalance, reflect and connect
See all activities in Wilmington

Wilmington Hotel Deals

Valley Craft Ales

Valley Craft Ales

18 N Main St Wilmington VT
Fully refundableReserve now, pay when you stay
$125 nightly
$137 total
Aug 15 - Aug 16
Total with taxes and fees
8.4/10 Very Good! (233 reviews)
"Valley Craft Ales was an awesome place full of character. It was a simple room but had all we needed for an overnight stay. We loved the river view and the bed was comfortable. We had a great time interacting with the bartenders in the bar and enjoyed an excellent pizza on the deck. Check in was ..."

Reviewed on Jul 31, 2026

Valley Craft Ales
The White House Inn

The White House Inn

178 Route 9 East Wilmington VT
$240 nightly
$264 total
Aug 10 - Aug 11
Total with taxes and fees
9/10 Wonderful! (343 reviews)
"Staff was lovely. It could have been a bit cleaner in the hallways Breakfast was not abundant—& not interesting"

Reviewed on Aug 5, 2026

The White House Inn
The Nutmeg

The Nutmeg

153 West Main St Wilmington VT
$175 nightly
$193 total
Aug 19 - Aug 20
Total with taxes and fees
The Nutmeg
See all 1,989 properties in Wilmington
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 Wilmington Vacation Packages

Wilmington Essential Information

Language
English
Currency
U.S dollars
Population
460
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Molly Stark State Park, The Ledge and Lake Raponda

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Frequently asked questions

How much does a Wilmington vacation package cost?
Offering great value package deals from $614 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.

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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.