Searsburg Vacations from $466

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Your Searsburg Vacation

Our Searsburg vacation packages provide countless opportunities to uncover new sights, sounds and smells. And with all of the travel arrangements worked out, you can relax and enjoy your city escape to the fullest. A trip to Searsburg is an ideal opportunity to go sightseeing. Check out popular attractions like The Hermitage Golf Club, The Ledge and Jim McGrath Gallery and Studio. Your perfect Searsburg vacation is only clicks away. Search hotels, flights and more on Expedia for an adventure that's tailored to suit your style.

The Latest Searsburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Mountaineer Inn

Mountaineer Inn

2 out of 5
Save 100% on your flight
Price was $721, price is now $466 per person
$466
per person
Oct 15 - Oct 22
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
8.8/10 Excellent! (501 reviews)
Easy in and out. All transactions with this property are handled online; there was no person-to-person interaction while on the site. The rooms and bathrooms were clean, and the beds were comfortable. We'd consider this again in the future.

Reviewed on Aug 23, 2025

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Save 100% on your flight
Price was $1,516, price is now $1,078 per person
$1,078
per person
Oct 12 - Oct 18
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
9.2/10 Wonderful! (92 reviews)
Room was super quiet and clean.

Reviewed on Aug 29, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
Price was $1,489, price is now $1,066 per person
$1,066
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (VSF)
8.8/10 Excellent! (811 reviews)
This is a perfect family oriented spot for visiting downtown Woodstock. We stayed in one of their family suites. It was spacious and comfortable without being ostentatious. Loved the details in the outdoor space--well tended plants and flowers, as well as, fire pits and Adirondack chairs to hang out by the river.

Reviewed on Aug 18, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $1,129, price is now $826 per person
$826
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
7.4/10 Good! (512 reviews)
Nothing additional to add

Reviewed on Aug 28, 2025

Windham Hill Inn

Windham Hill Inn

4 out of 5
Save 100% on your flight
Price was $1,268, price is now $990 per person
$990
per person
Oct 12 - Oct 18
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
8.4/10 Very Good! (36 reviews)
The Inn is situated near the top of a mountain and surrounded by other hilltops. There are trails that help you to reconnect with nature. Our room was lovely and comfortable. There is a attention to detail in the decor of this establishment which is both delightful and humorous.

Reviewed on Jul 11, 2025

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Discover the most popular places to visit in Searsburg

Molly Stark State Park

You can take time to visit Molly Stark State Park during your travels to Wilmington. Discover the area's mountain views and seek out the ski slopes.

Molly Stark State Park

The Hermitage Golf Club

Enjoy a round of golf in Wilmington at The Hermitage Golf Club. Discover the area's mountain views and seek out the ski slopes.

The Hermitage Golf Club

Jim McGrath Gallery and Studio

You can spend time studying the exhibits at Jim McGrath Gallery and Studio in Wilmington. Discover the area's mountain views and seek out the ski slopes.

Jim McGrath Gallery and Studio

What to do in Searsburg

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 Self Guided Driving Audio Tour

$17
per traveler
Vermont RT 100 Self Guided Driving Audio Tour
See all activities in Searsburg

Searsburg Hotel Deals

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $168 total per night from Oct 1 to Oct 2
$168 total
Oct 1 - Oct 2
Total with taxes and fees
Hotel Downstreet, Ascend Hotel Collection
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $177 total per night from Sep 7 to Sep 8
$177 total
Sep 7 - Sep 8
Total with taxes and fees
7.2/10 Good! (509 reviews)
"Nothing additional to add"

Reviewed on Aug 28, 2025

The Equinox Golf Resort & Spa
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
$217 nightly
The price is $243 total per night from Sep 8 to Sep 9
$243 total
Sep 8 - Sep 9
Total with taxes and fees
The Williams Inn
See all 1,801 properties in Searsburg
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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Frequently asked questions

How much does a Searsburg vacation package cost?
You can grab a vacation package to this popular destination from $466 on Expedia. But how much your vacation to Searsburg costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Searsburg?
If you're hoping to snag a cheap Searsburg vacation package, consider visiting in April, July and October. You'll typically find lower rates on flights and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Searsburg?
The ideal length of your Searsburg vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to tick off all the leading sights and explore some hidden gems along the way.
How to find the best Searsburg package deals?
Finding a cheap Searsburg package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Searsburg package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Searsburg vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Searsburg vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Searsburg?
If you have your Searsburg travel dates locked in, book as early as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Searsburg vacation packages?
If you're like us, you love traveling but don't love the big 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 break down the total cost of your Searsburg trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up 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.