Walpole Vacations from $487

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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.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $573, price is now $487 per person
$487
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Springfield (VSF)
8.4/10 Very Good! (774 reviews)
We stayed at the Latchis to attend an event. Convenient access to the theater. The staff were very friendly and helpful. This is an historic building and a non profit. Fixtures are kept accurate to the building in some cases. Rooms have all the conveniences, great WiFi and super comfortable beds.

Reviewed on Aug 21, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
Price was $1,841, price is now $1,294 per person
$1,294
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Washington (DCA) to Springfield (VSF)
8.8/10 Excellent! (806 reviews)
This is a perfect family oriented spot for visiting downtown Woodstock. We stayed in one of their family suites. It was spacious and comfortable without being ostentatious. Loved the details in the outdoor space--well tended plants and flowers, as well as, fire pits and Adirondack chairs to hang out by the river.

Reviewed on Aug 18, 2025

Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
Save 100% on your flight
Price was $1,470, price is now $1,142 per person
$1,142
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Washington (DCA) to Springfield (VSF)
9.6/10 Exceptional! (57 reviews)
Very authentic and comfortable.

Reviewed on Aug 22, 2025

Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
Price was $1,075, price is now $925 per person
$925
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
8.2/10 Very Good! (867 reviews)
Good counter service. Nice clean room. Good tv. Good breakfast.

Reviewed on Aug 24, 2025

Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $641, price is now $557 per person
$557
per person
Nov 10 - Nov 13
found 8 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
9.8/10 Exceptional! (90 reviews)
The perfect stay! A lot of hard work goes into the experience here. It's evident in everything from the furnishings to the gardens, paint work, carpets, bedding, amenities, and yes the food was excellence. The breakfast was hand made home cooked perfection. For anyone looking for a perfect hostess and private, quiet stay it's amazing. Thankyou for all of the work that goes into providing this. We stayed in a luxury hotel in quebec a few days back and the price was a lot more and the experience incomparable. Your Inn is far better. Thankyou!

Reviewed on Aug 5, 2025

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Discover the most popular places to visit in Walpole

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

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 Hotel Deals

Inn at Valley Farms

Inn at Valley Farms

2 out of 5
633 Wentworth Rd, Walpole, NH
$182 nightly
The price is $198 total per night from Aug 28 to Aug 29
$198 total
Aug 28 - Aug 29
Total with taxes and fees
10/10 Exceptional! (12 reviews)
"Special place—Immediately felt comfortable and stress free. Hope to return in the future!"

Reviewed on Aug 17, 2025

Inn at Valley Farms
Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

2.5 out of 5
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $136 total per night from Sep 1 to Sep 2
$136 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (882 reviews)
"Great experience but our only issue was that the sink was outside of the bathroom in the sleeping area other than that I would definitely recommend this hotel and stay again. The hotel was spotless and the breakfast was very good for what we paid for the room, 9 out of 10 just because of the wash ..."

Reviewed on Aug 23, 2025

Keene Elm City Hotel, Ascend Hotel Collection
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $139 total per night from Sep 15 to Sep 16
$139 total
Sep 15 - Sep 16
Total with taxes and fees
6.6/10 (1,003 reviews)
"Appears to house a lot of homeless."

Reviewed on Aug 22, 2025

Colonial Motel And Spa
See all 602 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.

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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 $487 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.