Alstead Vacations from $586

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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.
Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
Price was $717, price is now $586 per person
$586
per person
Dec 29 - Jan 2
found 3 hours ago
Roundtrip flight included
Miami (MIA) to Springfield (VSF)
9.6/10 Exceptional! (69 reviews)
The room was gorgeous, spotless, and amazing. The owner is incredibly kind and makes a great breakfast. The fireplace in the room are fully functional and add to the charm, as you light it yourself.

Reviewed on Nov 3, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,252, price is now $1,012 per person
$1,012
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Springfield (VSF)
8.8/10 Excellent! (851 reviews)
Great location, walking distance to downtown Woodstock and there’s a grocery store across the street. Parking was easy and we loved the fire pits in the back at night. Room was spacious but felt a bit dated and dirty. Other than that it was great for a fall weekend in Woodstock.

Reviewed on Nov 3, 2025

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $1,916, price is now $1,566 per person
$1,566
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Springfield (VSF)
8.6/10 Excellent! (803 reviews)
Great swimming pools.. Also enjoyed the hot chocolate at the complimentary wending machine.. Rooms were cosy too..

Reviewed on Oct 29, 2025

Winterplace at Okemo

Winterplace at Okemo

4 out of 5
Clock Tower Base Area
Price was $2,159, price is now $1,797 per person
$1,797
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Springfield (VSF)
8.8/10 Excellent! (24 reviews)
Room was clean, spacious and quiet. We had an amazing view and were warmly greeted by the staff. Upon check-in we were informed that they were proactively moving our stay to another building because of problems that had been reported. Thankful for their foresight so we didn't have to endure any issues whatsoever! Check-in and parking were extremely easy with the instructions provided via email. Would definitely recommend a stay at the Jackson Gore Building.

Reviewed on Oct 28, 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,007, price is now $841 per person
$841
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Lebanon (LEB)
9/10 Wonderful! (759 reviews)
We loved this hotel as everything was very clean. The staff was very friendly and helpful. They provided us with information as to other areas or places we could go with our family. They were very informative. And they do provide just about everything you need.

Reviewed on Nov 2, 2025

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Alstead Hotel Deals

Owl's Nest Treehouse

Owl's Nest Treehouse

Alstead
$313 nightly
The price is $340 total per night from Nov 11 to Nov 12
$340 total
Nov 11 - Nov 12
Total with taxes and fees
10/10 Exceptional! (11 reviews)
We absolutely love this little treehouse. It was very well kept tidy and clean, treehouse, and the hot tub. We highly recommend to everyone!! You definitely have to check out the little farm stand!! Definitely a five out of five stars.

Reviewed on Oct 13, 2025

Owl's Nest Treehouse
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
$135 nightly
The price is $146 total per night from Nov 9 to Nov 10
$146 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (31 reviews)
Everything was pristine and cozy. The family room was great for an adult, 2 kids and a dog. The lobby area was quiet and welcoming. I tried texting the number provided twice to ask for a late check out but no one answered my texts. Communicating with staff might require a little more research.

Reviewed on Nov 2, 2025

Hideaway Inn Mt.Sunapee
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $101 total per night from Nov 9 to Nov 10
$101 total
Nov 9 - Nov 10
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
Stayed quite a few times when i need to get to work early. All staff is friendly, rooms are always clean, well lit property, close to shopping, restaurants and fast food

Reviewed on Oct 30, 2025

The Covered Bridge Inn
See all 748 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 $586 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.