West Chesterfield Vacation Packages 2026 from $539

West Chesterfield flight + hotel vacation packages

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

Holiday Inn Express Durham by IHG

$539

per person

Jun 19 - Jun 23

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

The Inn at Thorn Hill & Spa

$1,124

per person

Jul 1 - Jul 6

found 4 hours ago

Roundtrip flight included

Charlotte (CLT) to Manchester (MHT)

This smoke-free hotel features an attached winery, a full-service spa, and 2 restaurants. Enjoy the sauna and perks like free valet parking and free WiFi. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Eagle Mountain House & Golf Club

$907

per person

Jul 1 - Jul 6

found 4 hours ago

Roundtrip flight included

Charlotte (CLT) to Manchester (MHT)

A golf course, a 24-hour gym, and a restaurant are all featured at this historic hotel. Take advantage of ski passes on site, and enjoy cross-country skiing and snowshoeing. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

Cranmore Mountain Lodge Bed & Breakfast

Kearsarge

$980

per person

Jul 1 - Jul 6

found 4 hours ago

Roundtrip flight included

Charlotte (CLT) to Manchester (MHT)

A restaurant and a seasonal outdoor pool are featured at this bed & breakfast. Enjoy the hot tub and free perks like full breakfast and free self parking. Free WiFi in public areas, a terrace, and a garden are also on offer.

Townhomes at Bretton Woods

$1,761

per person

Jul 8 - Jul 13

found 4 hours ago

Roundtrip flight included

Charlotte (CLT) to Manchester (MHT)

This smoke-free aparthotel features a golf course, a full-service spa, and a nightclub. There's a free ski shuttle, and ski lessons, ski rentals and ski storage are available on site. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities.

Top West Chesterfield hotels deals

Riverside Hotel, an Ascend Collection Hotel

20 Riverside Drive West Chesterfield NH

Free Cancellation

$150 nightly

$163 total

May 31 - Jun 1

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.

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$141 total

Jun 1 - Jun 2

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.

Colonial Motel And Spa

889 Putney Rd Brattleboro VT

Get rates

This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and perks like free self parking.

Best Western Plus Keene Hotel

401 Winchester St Keene NH

Free Cancellation

Reserve now, pay when you stay

$154 nightly

$167 total

May 3 - May 4

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$152 total

May 26 - May 27

Total with taxes and fees

This hotel features an indoor pool and a gym. 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.

Latchis Hotel

50 Main Street Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$130 total

May 3 - May 4

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.

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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

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 $539, 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.