Gilsum Vacations from $570

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Your Gilsum Vacation

With a Gilsum vacation package, say goodbye to endless planning and hello to stress-free adventure. Every detail of your escape has been taken care of before you depart, so you can enjoy each moment discovering this fantastic city. Make your trip to Gilsum even more exciting by going sightseeing. Granite Gorge, Brentwood Golf Course and Walpole Mountain View Winery are some of the major attractions worth exploring. Your dream Gilsum vacation is a couple of clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored to suit your style.

The Latest Gilsum vacation packages

Price found within the past 48 hours. Click for updated prices.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $692, price is now $570 per person
$570
per person
Jul 30 - Aug 2
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
8.6/10 Excellent! (879 reviews)
Historic hotel in the heart of downtown, close to everything-- restaurants, galleries, stores, train station. Great location, wonderful staff, movie theater and pub on site!

Reviewed on May 15, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,283, price is now $980 per person
$980
per person
Jul 24 - Jul 26
found 22 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
8.8/10 Excellent! (926 reviews)
Lovely hotel with views of river and walkable to variety of shops and restaurants

Reviewed on May 12, 2026

Chalet 239

Chalet 239

2 out of 5
Price was $682, price is now $574 per person
$574
per person
Jul 6 - Jul 10
found 21 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
9.4/10 Exceptional! (125 reviews)
Staff very helpful. Everything was very clean

Reviewed on May 17, 2026

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,564, price is now $1,320 per person
$1,320
per person
Jul 6 - Jul 10
found 21 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
9.4/10 Exceptional! (576 reviews)
Everything was excellent

Reviewed on May 5, 2026

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $929, price is now $802 per person
$802
per person
Jul 30 - Aug 2
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
10/10 Exceptional! (189 reviews)
Super clean, staff very nice, cabins had kitchens and fireplace that were very nice, but the coffee maker did not work. Nice you could spend just one night but really once there you are going to want to spend at least two. No amenities like pool or gym but they did have the worlds smallest sheep. :) It would be nice if they had a couple of cabins with a jacuzzi tub for after a long drive. It was hard to get to but i think our GPS messed up and took us onto lots of gravel roads to get there so be careful.

Reviewed on May 19, 2026

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Gilsum Hotel Deals

Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $134 total per night from Jun 7 to Jun 8
$134 total
Jun 7 - Jun 8
Total with taxes and fees
8.2/10 Very Good! (978 reviews)
"Staff were amazing !!! The continental breakfast turbed out like a meeting ground for all the travellers. Everyone was so friendly."

Reviewed on May 19, 2026

Hampton Inn Brattleboro
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $167 total per night from May 21 to May 22
$167 total
May 21 - May 22
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Very clean rooms. p"

Reviewed on May 19, 2026

Best Western Plus Keene Hotel
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $124 total per night from May 27 to May 28
$124 total
May 27 - May 28
Total with taxes and fees
8.6/10 Excellent! (883 reviews)
"Great"

Reviewed on May 19, 2026

Latchis Hotel
See all 387 properties in Gilsum
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 Gilsum Vacation Packages

Gilsum Essential Information

Language
English
Currency
U.S dollars
Population
830
Top Sights
Colonial Theatre, Granite Gorge and Walpole Mountain View Winery

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Frequently asked questions

How much does a Gilsum vacation package cost?
You'll find cheap prices from $570 on Expedia for your Gilsum break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Gilsum costs.
What are the cheapest months to go to Gilsum?
You can typically find lower prices and better availability in October, November and December. Explore our cheap Gilsum vacation packages and you could score some great off-season discounts.
How many days is enough for Gilsum?
With a well-planned schedule, you can easily tick off the most popular Gilsum attractions in a few days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Gilsum vacation for longer.
How to find the best Gilsum package deals?
Start your search for a Gilsum package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Gilsum package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Gilsum adventure underway.
Is it cheaper to book a Gilsum vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Gilsum vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Gilsum?
If you're planning a spur-of-the-moment Gilsum trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Gilsum vacation packages?
Set off on your dream escape to Gilsum with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next payday — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.