Gilsum Vacations from $738

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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.
Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $956, price is now $738 per person
$738
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
10/10 Exceptional! (200 reviews)
We had an amazing stay at Viking Village resort! It is an absolute hidden gem and truly felt like a fairytale escape. The cozy wooden houses are free-standing, which gives you excellent privacy, making them perfect for either a family trip or a solo getaway. I was so pleasantly surprised to find a fully equipped kitchen inside. The entire area is incredibly quiet with absolutely no outside noise—just total peace. On the premises, they have a great fireplace setup and the most amazing, cute goats! My only regret is that we only stayed for one night. We are already hoping to come back for a longer stay next time. It is absolutely worth the drive!

Reviewed on Jul 6, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
Price was $4,299, price is now $3,026 per person
$3,026
per person
Sep 23 - Sep 30
found 2 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
8.8/10 Excellent! (954 reviews)
Absolutely beautiful setting! The room was better than expected-- spacious, clean and gorgeously decorated. The location was also great-- everything was walkable. Highly recommend.

Reviewed on Jul 5, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $1,237, price is now $918 per person
$918
per person
Aug 13 - Aug 18
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
8.6/10 Excellent! (915 reviews)
This hotel was the perfect landing place from a lot of traveling. It was clean, had unique historic ambience, and walkable to the whole town. Highly recommend!

Reviewed on Jul 9, 2026

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Clock Tower Base Area
Price was $1,542, price is now $1,243 per person
$1,243
per person
Sep 23 - Sep 30
found 2 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
8.8/10 Excellent! (26 reviews)
The place was not cleaned well. The water was off we had to call the front desk. The Diswasher was fully of dishes. There was only one roll of toilet paper in the bathroom. No paper towel in the kitchen, not even one to start. The wall in the kitchen was dirty

Reviewed on Dec 1, 2025

Solitude Village at Okemo by Vail Resorts

Solitude Village at Okemo by Vail Resorts

4 out of 5
Clock Tower Base Area
Price was $1,373, price is now $1,122 per person
$1,122
per person
Sep 23 - Sep 30
found 2 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
7.8/10 Good! (35 reviews)

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Gilsum Hotel Deals

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $129 total per night from Jul 12 to Jul 13
$129 total
Jul 12 - Jul 13
Total with taxes and fees
8.6/10 Excellent! (1,012 reviews)
"Great place to stay while visiting Keene. This hotel is close to all the amenities Keene has to offer. Our room was spacious and clean. The hotel looks as though it’s been recently updated. The breakfast was very good with lots of variety. The staff was kind. Dillion was eager to help with anything ..."

Reviewed on Jul 9, 2026

Keene Elm City Hotel, an Ascend Collection Hotel
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
$127 nightly
The price is $138 total per night from Jul 12 to Jul 13
$138 total
Jul 12 - Jul 13
Total with taxes and fees
8.4/10 Very Good! (1,010 reviews)
"Our room was very clean and smelled wonderful we found a scent disc by the ac and made our room smell refreshed. AC was perfect and we took a to go breakfast with us to continue our vacation to Pittsburg NH . Great place to stay!! restaurant was great and we visited a few breweries while we were ..."

Reviewed on Jul 8, 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
$125 nightly
The price is $137 total per night from Jul 12 to Jul 13
$137 total
Jul 12 - Jul 13
Total with taxes and fees
8.6/10 Excellent! (925 reviews)
"This hotel was the perfect landing place from a lot of traveling. It was clean, had unique historic ambience, and walkable to the whole town. Highly recommend!"

Reviewed on Jul 9, 2026

Latchis Hotel
See all 386 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 $738 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.