West Chesterfield Vacation Packages 2026 from $633

West Chesterfield flight + hotel vacation packages

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

The Centennial

$633

per person

Feb 11 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Cranmore Mountain Lodge Bed & Breakfast

Kearsarge

$734

per person

Feb 14 - Feb 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Manchester (MHT)

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

Eagle Mountain House & Golf Club

$801

per person

Feb 14 - Feb 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Omni Mount Washington Resort & Spa

Save 100% on your flight

$1,726

per person

Feb 14 - Feb 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Manchester (MHT)

This smoke-free resort 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. Families will appreciate the arcade/game room and picnic area.

Attitash Mountain Village

$918

per person

Feb 14 - Feb 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Manchester (MHT)

2 outdoor pools, 4 outdoor tennis courts, and an indoor pool are all featured at this smoke-free aparthotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the sauna and perks like free self parking and free WiFi.

Top West Chesterfield hotels deals

Riverside Hotel, an Ascend Collection Hotel

20 Riverside Drive West Chesterfield NH

Free Cancellation

$161 nightly

$175 total

Jan 19 - Jan 20

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

$333 nightly

$366 total

Feb 9 - Feb 10

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

The Covered Bridge Inn

1043 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$93 total

Jan 12 - Jan 13

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

Valley Craft Ales

18 N Main St Wilmington VT

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$160 total

Jan 12 - Jan 13

Total with taxes and fees

This lodge doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby and a communal living room are also provided.

Parking included

Free WiFi

The White House Inn

178 Route 9 East Wilmington VT

$184 nightly

$202 total

Jan 12 - Jan 13

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace and a garden are also provided.

Breakfast included

Parking included

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$152 total

Jan 15 - Jan 16

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

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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.

Wantastiquet Mountain

Find out about the history of West Chesterfield when you spend time at Wantastiquet Mountain. While you're in the area, stroll along the riverfront.

Frequently asked questions

How much are vacation packages to West Chesterfield?

With vacation packages on offer for just $633, 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.