Alstead Vacations from $636

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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 $792, price is now $636 per person
$636
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
8.8/10 Excellent! (881 reviews)
It is an accommodation with the most beautiful view. It is very convenient because there is a shop in front of the accommodation.

Reviewed on Jan 17, 2026

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,251, price is now $1,052 per person
$1,052
per person
Feb 26 - Mar 1
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

Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 out of 5
Clock Tower Base Area
Price was $1,641, price is now $1,389 per person
$1,389
per person
Mar 19 - Mar 22
found 7 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
7.8/10 Good! (28 reviews)
Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband spent a few hours working while I enjoyed the fitness center as well as indoor and outdoor pools. Very few people here during June.

Reviewed on Jun 26, 2025

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $1,039, price is now $889 per person
$889
per person
Mar 19 - Mar 22
found 7 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
8.6/10 Excellent! (834 reviews)
Clean, staff was great.

Reviewed on Dec 23, 2025

Six South St Hotel

Six South St Hotel

2.5 out of 5
Price was $736, price is now $644 per person
$644
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lebanon (LEB)
9.4/10 Exceptional! (850 reviews)
The hotel is in an excellent area and was very clean. Staff was great. The only issue was the snow removal around the outside of the hotel. Water pressure for the shower was a bit weak. The room was great and comfortable.

Reviewed on Jan 18, 2026

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Alstead Hotel Deals

Owl's Nest Treehouse

Owl's Nest Treehouse

Alstead NH
$309 nightly
The price is $335 total per night from Jan 21 to Jan 22
$335 total
Jan 21 - Jan 22
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 Feb 3 to Feb 4
$180 total
Feb 3 - Feb 4
Total with taxes and fees
8.8/10 Excellent! (956 reviews)
Everything/everyone was superb!!!

Reviewed on Jan 17, 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
$152 nightly
The price is $165 total per night from Jan 21 to Jan 22
$165 total
Jan 21 - Jan 22
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 762 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 $636 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.