Walpole Vacations from $669

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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 $742, price is now $669 per person
$669
per person
Apr 19 - Apr 22
found 20 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Springfield (VSF)
8.8/10 Excellent! (914 reviews)
Woodstock is a magical place! We love staying at the Shire! They really make it feel like home! So cozy! The staff is very friendly and accommodating! We will always stay at the Shire!

Reviewed on Jan 30, 2026

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,035, price is now $937 per person
$937
per person
Apr 19 - Apr 22
found 20 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Springfield (VSF)
9.2/10 Wonderful! (565 reviews)
Amazing restaurant and attentive staff

Reviewed on Mar 4, 2026

Deer Brook Inn

Deer Brook Inn

3 out of 5
Price was $1,910, price is now $1,738 per person
$1,738
per person
Apr 19 - Apr 22
found 20 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Springfield (VSF)
No reviews
The Vesper

The Vesper

3 out of 5
Price was $826, price is now $756 per person
$756
per person
Apr 19 - Apr 22
found 20 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Springfield (VSF)
9.2/10 Wonderful! (57 reviews)
Uniqueness of rooms, breakfast options and walking distance to so many great spots!

Reviewed on Feb 18, 2026

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Clock Tower Base Area
Price was $886, price is now $817 per person
$817
per person
Apr 19 - Apr 22
found 20 hours ago
Roundtrip non-stop flight included
Washington (DCA) 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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Discover the most popular places to visit in Walpole

Pete's Stand Vegetables

Enjoy an outing to Pete's Stand Vegetables during your stay in Walpole. You can enjoy the coffeehouses while in the area.

Pete's Stand Vegetables

Walpole Farmers Market

You can find the perfect gifts to bring home at Walpole Farmers Market during your visit to Walpole. You can seek out the ski slopes while in the area.

Walpole Farmers Market

Walpole Hotel Deals

Inn at Valley Farms

Inn at Valley Farms

2 out of 5
633 Wentworth Rd Walpole NH
$154 nightly
The price is $167 total per night from Mar 10 to Mar 11
$167 total
Mar 10 - Mar 11
Total with taxes and fees
10/10 Exceptional! (15 reviews)
Warm hospitality, very nice breakfast

Reviewed on Feb 22, 2026

Inn at Valley Farms
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$146 nightly
The price is $159 total per night from Mar 16 to Mar 17
$159 total
Mar 16 - Mar 17
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
This hotel was overpriced but great location to mountain.

Reviewed on Mar 8, 2026

Pointe at Castle Hill Resort
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $110 total per night from Mar 10 to Mar 11
$110 total
Mar 10 - Mar 11
Total with taxes and fees
6.8/10 (1,005 reviews)
There are two sections to the property. We asked to switch rooms because it smelled moldy on the one side. The other was in much better conditions, no smell, rooms very large, and clean. The pool is run by another company and they are strict about pool hours.

Reviewed on Mar 2, 2026

Colonial Motel And Spa
See all 650 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 $669 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.