Alstead Vacations from $616

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Your Alstead Vacation

Excellent adventures await when you reserve a Alstead vacation package. Whether you're a history buff, foodie or just a traveler who loves experiencing new places, there's something for everyone in this interesting city. Any trip to Alstead needs a well-thought-out itinerary. Fill yours with leading attractions like Walpole Mountain View Winery, Walpole Artisans Cooperative and Walpole Artisans Cooperative. Stop daydreaming and start traveling. Explore the broad range of options on Expedia today and put your Alstead vacation plans into motion!

The Latest Alstead vacation packages

Price found within the past 48 hours. Click for updated prices.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $761, price is now $616 per person
$616
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
8.8/10 Excellent! (881 reviews)
First room we checked into was not cleaned but staff was quick to get us a new room. New room had a great view of the river and was clean enough. We only had about half a roll of toilet paper in the family room and no spares. Also no phone in the room to call the office. A good place to lay your head but not much more.

Reviewed on Jan 11, 2026

The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $841, price is now $667 per person
$667
per person
Feb 20 - Feb 24
found 11 hours ago
Roundtrip flight included
Tampa (TPA) to Springfield (VSF)
7.6/10 Good! (1,002 reviews)
Easy check in and good parking

Reviewed on Jan 9, 2026

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $1,135, price is now $927 per person
$927
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
8.6/10 Excellent! (834 reviews)
Clean, staff was great.

Reviewed on Dec 23, 2025

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $919, price is now $752 per person
$752
per person
Feb 20 - Feb 24
found 11 hours ago
Roundtrip flight included
Tampa (TPA) to Springfield (VSF)
8.4/10 Very Good! (822 reviews)
Room was very clean and the hotel staff were very friendly! Hotel is attached to a movie theater which is great!

Reviewed on Dec 31, 2025

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,234, price is now $1,023 per person
$1,023
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
9.2/10 Wonderful! (549 reviews)
Luxurious and friendly resort! Loved it

Reviewed on Dec 18, 2025

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Alstead Hotel Deals

Owl's Nest Treehouse

Owl's Nest Treehouse

Alstead NH
$315 nightly
The price is $342 total per night from Jan 20 to Jan 21
$342 total
Jan 20 - Jan 21
Total with taxes and fees
10/10 Exceptional! (16 reviews)
Amazing place, cozy, clean and organized. I loved it and I want to come back again.

Reviewed on Dec 26, 2025

Owl's Nest Treehouse
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$165 nightly
The price is $180 total per night from Jan 26 to Jan 27
$180 total
Jan 26 - Jan 27
Total with taxes and fees
8.8/10 Excellent! (951 reviews)
Clean, nice pool and hot tub, and good price!

Reviewed on Jan 11, 2026

Pointe at Castle Hill Resort
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
1403 New Hampshire Rte 103 Newbury NH
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $174 total per night from Jan 19 to Jan 20
$174 total
Jan 19 - Jan 20
Total with taxes and fees
8.6/10 Excellent! (78 reviews)
Loved this hotel! Everything was as advertised. Only thing we were wishing for is a hot tub:)… maybe down the line?!

Reviewed on Jan 13, 2026

Hideaway Inn Mt.Sunapee
See all 764 properties in Alstead
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 Alstead Vacation Packages

Alstead Essential Information

Language
English
Currency
U.S dollars
Population
2,100
Top Sights
Walpole Mountain View Winery, Hooper Golf Club and Pitcher Mountain

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Frequently asked questions

How much does an Alstead vacation package cost?
You can snap up a vacation package to this destination from $616 on Expedia. However, how much your vacation to Alstead costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Alstead?
January, October and December are great times to look for cheap Alstead vacation packages. Opting to travel in less busy months means you can usually find reduced prices on hotels and flights.
How many days is enough for Alstead?
The ideal length of your Alstead vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to hit all the main sights and explore some hidden treasures along the way.
How to find the best Alstead package deals?
Bagging a cheap Alstead package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most economical Alstead package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book an Alstead vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Alstead vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Alstead?
If you're planning a spur-of-the-moment Alstead adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Alstead vacation packages?
Secure your dream trip to Alstead with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily 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.