Alstead Vacations from $754

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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.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $914, price is now $754 per person
$754
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop 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 10 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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
Price was $1,044, price is now $814 per person
$814
per person
Jun 21 - Jun 27
found 7 hours ago
Roundtrip flight included
Chicago (CHI) to Springfield (VSF)
8.2/10 Very Good! (973 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

Solitude Village at Okemo by Vail Resorts

Solitude Village at Okemo by Vail Resorts

4 out of 5
Clock Tower Base Area
Price was $1,142, price is now $928 per person
$928
per person
Jun 21 - Jun 27
found 7 hours ago
Roundtrip flight included
Chicago (CHI) to Springfield (VSF)
7.8/10 Good! (35 reviews)
Our room was really nice! It was the bathrooms the reason why we didn't rate this place better. We did let the front desk know Both bathrooms had mold in the showers. One person in our party is extremely allergic to mold. I myself could clean the mold off, which I did partially. The dishwasher had dirty dishes in also.

Reviewed on Oct 8, 2025

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Clock Tower Base Area
Price was $1,102, price is now $899 per person
$899
per person
Jun 21 - Jun 27
found 7 hours ago
Roundtrip flight included
Chicago (CHI) 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

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Alstead Hotel Deals

Owl's Nest Treehouse

Owl's Nest Treehouse

Alstead NH
$312 nightly
The price is $339 total per night from May 26 to May 27
$339 total
May 26 - May 27
Total with taxes and fees
10/10 Exceptional! (22 reviews)
"The wife and I were in need of a quick getaway to reset our batteries and be in nature. Owl’s Nest met, and exceeded, every expectation. The cabin is updated with everything required to elevate your stay. We cooked dinner in the kitchen, and had everything we needed. We used the hot tub after a long ..."

Reviewed on May 4, 2026

Owl's Nest Treehouse
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
See all 769 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 $754 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.