West Chesterfield Vacation Packages 2025/2026 from $407

West Chesterfield flight + hotel vacation packages

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

Winnisquam Lake Inn

$407

per person

Nov 22 - Nov 25

found 24 hours ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

The Centennial

$673

per person

Nov 21 - Nov 24

found 24 hours ago

Roundtrip flight included

Dallas (DFW) 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.

The Grand at Bedford Village Inn

$923

per person

Nov 21 - Nov 24

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to Manchester (MHT)

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking.

Extended Stay America Suites - Nashua - Merrimack

$698

per person

Nov 21 - Nov 24

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to Manchester (MHT)

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 express check-out. Laundry facilities are provided for your convenience.

Four Points by Sheraton Bedford Manchester Airport

$861

per person

Nov 21 - Nov 24

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to Manchester (MHT)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. A restaurant, a 24-hour front desk, and a terrace are also provided.

Top West Chesterfield hotels deals

Riverside Hotel, an Ascend Collection Hotel

20 Riverside Drive, West Chesterfield, NH

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$165 total

Oct 27 - Oct 28

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

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd, Keene, NH

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$116 total

Nov 2 - Nov 3

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.

Pool

Breakfast included

Econo Lodge Brattleboro

515 Canal St, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$75 total

Nov 4 - Nov 5

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a grocery/convenience store, and a picnic area are also on offer.

Pool

Breakfast included

The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$126 nightly

$139 total

Oct 6 - Oct 7

Total with taxes and fees

This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning.

Breakfast included

Parking included

Latchis Hotel

50 Main Street, Brattleboro, VT

$135 nightly

$149 total

Nov 3 - Nov 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.

Pet friendly

Parking included

Best Western Plus Keene Hotel

401 Winchester St, Keene, NH

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$152 total

Nov 3 - Nov 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.

Pool

Breakfast included

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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 $407, 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.