Walpole Vacations from $682

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Your Walpole Vacation

Excellent adventures await when you book a Walpole vacation package. Whether you're a history buff, art enthusiast or just a traveler who loves to experience new places, there's something for everyone in this lively city. A trip to Walpole is an ideal opportunity to see the sights. Check out big-name attractions such as Hooper Golf Club, Walpole Mountain View Winery and Walpole Artisans Cooperative. Expedia will help you escape the everyday. Tailor your vacation to Walpole to suit your style of travel, whatever that may look like.

The Latest Walpole 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 $817, price is now $682 per person
$682
per person
Jan 16 - Jan 20
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
8.8/10 Excellent! (1,002 reviews)
The manager and owners do not help with any situation. My room was not clean. Pubic hairs in the shower. Hairs all over the floor, spiders, crumbs all over the valet. Baseboards were covered in filth. No one would return my calls, emails or text messages.

Reviewed on Oct 30, 2026

Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
Save 100% on your flight
Price was $1,390, price is now $914 per person
$914
per person
Dec 24 - Dec 28
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
8.8/10 Excellent! (111 reviews)
If you are visiting Woodstock, VT, this is a wonderful place to stay! The location is great- just 5 min from the main strip and easy to get anywhere else. The staff there were very nice, helpful and accommodating. The owner gave us a list of restaurants and cafes to check out in the area as well as recommendations for things to do all of which was really helpful to make the best of our trip! I cannot emphasize enough how wonderful the owner and staff were. They were so friendly! The room was spacious and beautiful and the grounds are gorgeous! It’s right next to a beautiful river, covered bridge and has lots of outdoor space to hangout comfortably. Would definitely recommend as a great place to stay! We will come again!

Reviewed on Oct 31, 2026

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $1,496, price is now $1,098 per person
$1,098
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
10/10 Exceptional! (250 reviews)

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Save 100% on your flight
Price was $1,872, price is now $1,443 per person
$1,443
per person
Dec 24 - Dec 28
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
8.6/10 Excellent! (949 reviews)

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $1,105, price is now $879 per person
$879
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
8.6/10 Excellent! (1,011 reviews)

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Stay near popular Walpole attractions

North Walpole Village Park

This peaceful community park offers green spaces and Connecticut River views for picnics and casual strolls. Enjoy the tranquil setting during spring through fall when foliage creates a picturesque backdrop.
See properties

Walpole Hotel Deals

Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $105 total per night from Nov 3 to Nov 4
$105 total
Nov 3 - Nov 4
Total with taxes and fees
Colonial Motel
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $100 total per night from Nov 5 to Nov 6
$100 total
Nov 5 - Nov 6
Total with taxes and fees
Days Inn by Wyndham Keene NH
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$155 nightly
The price is $169 total per night from Nov 12 to Nov 13
$169 total
Nov 12 - Nov 13
Total with taxes and fees
Pointe at Castle Hill Resort
See all 657 properties in Walpole
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 Walpole Vacation Packages

Walpole Essential Information

Language
English
Currency
U.S dollars
Population
610
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Walpole Mountain View Winery, Hooper Golf Club and Walpole Artisans Cooperative

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Frequently asked questions

How much does a Walpole vacation package cost?
You can grab a vacation package to this destination from $682 on Expedia. However, how much your vacation to Walpole costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Walpole?
January, October and December are great times to look for cheap Walpole vacation packages. Traveling in less busy months means you can usually find better prices on flights and hotels.
How many days is enough for Walpole?
With a well-organized travel plan, you can easily tick off the top Walpole attractions in a few days. But if you want to discover hidden gems or take day trips, consider booking your Walpole vacation for longer.
Is it worth booking a vacation package to Walpole?
Walpole has everything you need for an unforgettable getaway. Begin your Walpole vacation on a high note by checking out popular attractions like Hooper Golf Club.
How to find the best Walpole package deals?
Start your search for a Walpole package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Walpole package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Walpole adventure off to a flying start.
Is it cheaper to book a Walpole vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component separately. And you'll still have the freedom to create a personalized Walpole vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Walpole?
If you're planning an impromptu Walpole trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Walpole vacation packages?
Your Walpole getaway is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.