Walpole Vacation Packages 2026 from $1,067

Walpole flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Shire Woodstock

$1,067

per person

Feb 13 - Feb 16

found 10 hours ago

Roundtrip non-stop flight included

Washington (IAD) to Springfield (VSF)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.

Jackson Gore Village

Jackson Gore Base Area

$2,479

per person

Feb 13 - Feb 16

found 10 hours ago

Roundtrip non-stop flight included

Washington (IAD) to Springfield (VSF)

Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.

Woodstock Inn & Resort

$1,819

per person

Feb 13 - Feb 16

found 10 hours ago

Roundtrip non-stop flight included

Washington (IAD) to Springfield (VSF)

This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.

Lincoln Inn & Gallery

West Woodstock

$1,102

per person

Feb 13 - Feb 16

found 10 hours ago

Roundtrip non-stop flight included

Washington (IAD) to Springfield (VSF)

This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby and a picnic area are also provided.

Top Walpole hotels deals

Inn at Valley Farms

633 Wentworth Rd Walpole NH

$150 nightly

$163 total

Jan 14 - Jan 15

Total with taxes and fees

This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-out are also on offer.

Parking included

Free WiFi

Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT

$144 nightly

$157 total

Feb 4 - Feb 5

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Hot Tub

The Covered Bridge Inn

1043 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$93 total

Jan 11 - Jan 12

Total with taxes and fees

Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.

Parking included

Free WiFi

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$136 total

Jan 11 - Jan 12

Total with taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Latchis Hotel

50 Main Street Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$136 total

Jan 12 - Jan 13

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.

Pet friendly

Parking included

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$161 total

Jan 19 - Jan 20

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

Pool

Hot Tub

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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.

Popular places to visit

Walpole Mountain View Winery

You can enjoy a tasting or tour at Walpole Mountain View Winery during your travels to Walpole. Discover the coffeehouses and its festivals while you're in the area.

Walpole Artisans Cooperative

You can spend time browsing the exhibits at Walpole Artisans Cooperative during your travels in Walpole. You can enjoy the coffeehouses while in the area.

Hooper Golf Club

Enjoy a round of golf in Walpole at Hooper Golf Club. Discover the coffeehouses and its festivals while you're in the area.

Frequently asked questions

How much are vacation packages to Walpole?

Prepare to be surprised — you could find yourself in Walpole for a paltry $1,067. Let Travelocity save you time and money with our excellent vacation packages. With experiences, hotels and flights all in one place, what are you waiting for?

Where can I get the best vacation package deals for Walpole?

You'll find a fantastic range of Walpole package deals on Travelocity. With no less than 400 partner airlines and 1,000,000 worldwide properties, organizing your ideal escape won't take long.

Why should I book my Walpole vacation package via Travelocity?

We have experiences to suit every type of traveler, excellent service and support available 24/7. And to top all that off, we'll match any lower price you come across with our Price Match Guarantee.

Can I save money on my Walpole car rental if I book it with hotels and flights?

Bundling your hotel, car and flight into a Walpole vacation package is a surefire way to land the best deal. Plus, having your own car rental gives you absolute freedom to make your way to all those amazing sights you'd like to explore. Located 85 mi from Walpole, Fenway Park is one attraction that should be on your to-do list. Put together a driving playlist and make a day trip of it.

Which airport is best for Walpole?

Many people choose to fly into Manchester-Boston Regional Airport (MHT), 50 mi east of downtown Walpole. Others prefer Lebanon Municipal Airport (LEB) (40 mi away from central Walpole) or Rutland Southern Vermont Regional Airport (RUT) (40 mi away from central Walpole).

What is there to do in Walpole?

Walpole has plenty of things to see and do, such as Walpole Mountain View Winery and Walpole Artisans Cooperative. These two fantastic attractions are on most tourists' travel itineraries.

Where should I stay when visiting Walpole?

The Farm Stand Lodge is the top choice of many visitors. Book now to avoid missing out.