Walpole Vacations from $703
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.
Latchis Hotel
$704
per person
Nov 16 - Nov 23
found 8 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Springfield (VSF)
8.6/10 Excellent! (965 reviews)
The hotel was very clean and the bed quite comfy. The only downside was insufficient parking. We had to use the adjacent lot but then had to leave there by 9:00 am. We ended up having to buy time to park which wasn’t a lot of money but was a bit of an irritant. Would def stay there again!
Reviewed on Aug 29, 2026
Mount Snow Lodging by Vail Resorts
$830
per person
Oct 10 - Oct 15
found 22 hours ago
Roundtrip flight included
Baltimore (BWI) to Springfield (VSF)
7.8/10 Good! (23 reviews)
The bar tender in the lounge on Saturday 10/18 was not friendly. Seemed like he didn’t like his job. He was the only one working and there were not many customers at the bar. Dining room had no one in it. He just was not attentive to me party of 3 who just wanted to order a drink. Fitness center at the Season was very nice but hours were not very accommodating
Reviewed on Oct 20, 2025
Stay near popular Walpole attractions
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.
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.
Walpole Town Hall
This classic New England municipal building anchors Walpole's civic life and local governance. Attend a public meeting during business hours to experience authentic small-town democracy in action.
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.
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.
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.
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
Latchis Hotel
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
$146 nightly
$161 total
Aug 31 - Sep 1
Total with taxes and fees
8.6/10 Excellent! (970 reviews)
"The hotel was very clean and the bed quite comfy. The only downside was insufficient parking. We had to use the adjacent lot but then had to leave there by 9:00 am. We ended up having to buy time to park which wasn’t a lot of money but was a bit of an irritant. Would def stay there again!"
Reviewed on Aug 29, 2026
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$83 nightly
$91 total
Sep 6 - Sep 7
Total with taxes and fees
6.8/10 (46 reviews)
"It was dirty. The sink, bathroom, tub, floors. All dead bugs all over. TV was great. But a very musty smell in room. My sheets were not dry when we went to bed."
Reviewed on Aug 26, 2026
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
$128 nightly
$139 total
Aug 31 - Sep 1
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"Has everything necessary for a two night stay."
Reviewed on Aug 28, 2026
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 $703 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.