West Chesterfield Vacation Packages 2025/2026 from $574

West Chesterfield flight + hotel vacation packages

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

Winnisquam Lake Inn

$574

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Manchester (MHT)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a library, and a picnic area are also on offer.

Hideaway Inn Mt.Sunapee

$736

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Manchester (MHT)

An indoor pool, free self parking, and a virtual front desk are featured at this hotel. WiFi in public areas is free. A lobby fireplace, a communal living room, and express check-out are also on offer.

The Centennial

$687

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Manchester (MHT)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and express check-out. Guests will appreciate freebies like continental breakfast and free self parking.

Holiday Inn Express Durham by IHG

$666

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Manchester (MHT)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Tru by Hilton Concord

$692

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Manchester (MHT)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and litter boxes. A 24-hour gym and a safe deposit box are also provided.

Top West Chesterfield hotels deals

Riverside Hotel, an Ascend Collection Hotel

20 Riverside Drive West Chesterfield NH

Free Cancellation

$152 nightly

$165 total

Dec 18 - Dec 19

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the express check-out, conference center, and conference space. There's a 24-hour gym on site, and concierge services and wedding services are also offered.

Parking included

Free WiFi

Mount Snow Grand Summit Resort

89 Grand Summit Way West Dover VT

$273 nightly

$300 total

Nov 20 - Nov 21

Total with taxes and fees

Ski-in/ski-out access, a full-service spa, and 2 hot tubs are all featured at this smoke-free resort. Enjoy a meal from the restaurant and freebies like WiFi in public areas and an area shuttle. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.

Pool

Hot Tub

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

Free Cancellation

Reserve now, pay when you stay

$91 nightly

$99 total

Nov 20 - Nov 21

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a snack bar/deli and a picnic area are also provided.

Breakfast included

Pet friendly

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$91 nightly

$100 total

Dec 7 - Dec 8

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

Mountaineer Inn

270 Handle Rd West Dover VT

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$126 total

Nov 23 - Nov 24

Total with taxes and fees

A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and express check-in are also on offer.

Pool

Pet friendly

The White House Inn

178 Route 9 East Wilmington VT

$189 nightly

$208 total

Nov 20 - Nov 21

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. A terrace and a garden are also provided.

Parking included

Free WiFi

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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

Madame Sherri Forest

5/5(1 review)

Explore the great outdoors at Madame Sherri Forest, a lovely green space in West Chesterfield. Wander around the forests or experience the area's entertainment venues.

Madame Sherris Castle Ruins

You can learn about the history of West Chesterfield with a visit to Madame Sherris Castle Ruins. Wander around the forests or experience the area's entertainment venues.

United States Navy Seabee Bridge

Learn about the local history of West Chesterfield when you take a trip to United States Navy Seabee Bridge. Stroll along the riverfront or experience the area's entertainment venues.

Frequently asked questions

How much are vacation packages to West Chesterfield?

With vacation packages on offer for just $574, it's not necessary to empty your piggy bank to travel to West Chesterfield. Travelocity is here to help. Bundle up hotels, flights and experiences into a convenient package and receive some excellent discounts. The more you book, the more you save.

How long should my West Chesterfield vacation be?

Around 2 nights is the average amount of time visitors spend in West Chesterfield. But how long is right for you depends on how many cherished memories you want to make. Why not stay a little longer and explore some of the lesser-known spots?

Where can I get the best vacation package deals for West Chesterfield?

You'll find a tempting selection of West Chesterfield package deals on Travelocity. With as many as 400 airlines and 1,000,000 properties across the globe, organizing your dream escape will be simple.

Why should I book my West Chesterfield vacation package via Travelocity?

Whether you're planning a month-long vacation or a last-minute weekend escape, we have loads of tempting destinations to choose from at a fantastic price. In addition, we provide round-the-clock support, high-quality service and a Price Match Guarantee. Save yourself money and time and book your dream vacation today.

Will I save money on my West Chesterfield car rental if I combine it with my hotel or flight?

You sure can — bundle your flight, hotel and car into a West Chesterfield vacation package and you'll save a tidy sum. With so much to uncover in West Chesterfield, having your own set of wheels will make exploring a breeze. Once you're behind the wheel, turn up the stereo and head to Fenway Park, an unmissable attraction approximately 80 mi from West Chesterfield.

Which airport is best for West Chesterfield?

Many visitors choose to fly into Manchester-Boston Regional Airport (MHT), 55 mi east of downtown West Chesterfield. Others prefer Lebanon Municipal Airport (LEB) (50 mi away from central West Chesterfield) or Rutland Southern Vermont Regional Airport (RUT) (50 mi away from central West Chesterfield).

What is there to do in West Chesterfield?

You'll feel an undeniable magic as you roam the streets of West Chesterfield. Madame Sherri Forest and Madame Sherris Castle Ruins are just two highlights that make this city so special, so put them on your to-do list.

Where should I stay when visiting West Chesterfield?

Many travelers opt to hit the hay at the Riverside Hotel, Ascend Hotel Collection. It's a great base for your West Chesterfield escape.