Walpole Vacations from $614
Book a Hotel + Flight or Car together to unlock savings
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.
Inn At Mount Snow
$1,035
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
10/10 Exceptional! (127 reviews)
It was amazing other than no staff being on site. Breakfast was very slim, no many choices at all.
Reviewed on Oct 12, 2026
Jackson Gore Village, A Vail Resorts Property
Jackson Gore Base Area
$1,834
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
8.6/10 Excellent! (908 reviews)
I can’t say enough about how enjoyable it was! Will be back!
Reviewed on Oct 13, 2026
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.
Drewsville Village Green
This historic village green showcases 19th-century New England architecture, including the 1836 stone church. Stroll through this tranquil setting to appreciate the preserved buildings.
Walpole Farmers Market
This vibrant growers' market showcases Walpole's agricultural bounty on the historic Town Common. Browse fresh produce, artisanal foods, and local crafts while connecting directly with the farmers who grew your dinner.
Hooper Golf Club
This classic 9-hole Stiles and Van Kleek course ranks among the world's finest, challenging players with undulating fairways. Experience strategic golf amid serene New England landscapes.
Bridge Memorial Library
This historic library, established in 1891 by the Bridge Family, has served Walpole's community for over a century. Browse its diverse collection in a building that honors both heritage and modern needs.
Hooper Golf Course
Ranked #13 worldwide by GOLF Magazine, this classic 9-hole course features rolling hills and strategic play by Stiles and Van Kleek. Enjoy a round followed by local craft beers at the historic Watkins Tavern clubhouse.
Walpole Artisans Cooperative
This cooperative gallery showcases handcrafted treasures from over 20 local artisans. Meet the makers as you browse unique woodwork, glass art, jewelry, and fiber arts in this welcoming creative space.
Walpole Hotel Deals
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$99 nightly
$109 total
Nov 1 - Nov 2
Total with taxes and fees
6.2/10 (89 reviews)
"Lovely visit. Friendly staff."
Reviewed on Oct 12, 2026
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
$169 nightly
$183 total
Oct 18 - Oct 19
Total with taxes and fees
Latchis Hotel
50 Main Street Brattleboro VT
$142 nightly
$156 total
Nov 2 - Nov 3
Total with taxes and fees
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 $614 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.