Deals on vacations and trips to West Chesterfield

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West Chesterfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
Price was $556, price is now $466 per person
$466
per person
Sep 17 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Manchester (MHT)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Bring the family and enjoy the arcade/game room, along with hiking/biking trails. There's an indoor pool on site, and a fireplace in the lobby and a communal living room are also provided.
Eagle Mountain House & Golf Club

Eagle Mountain House & Golf Club

3.5 out of 5
Price was $913, price is now $724 per person
$724
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) 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.
RIVENDELL HAVEN

RIVENDELL HAVEN

3 out of 5
Price was $1,043, price is now $905 per person
$905
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Manchester (MHT)
This lodge features a picnic area, laundry facilities, and free self parking. Barbecue grills and a virtual front desk are also provided.
Cranmore Condominium Lodging

Cranmore Condominium Lodging

3.5 out of 5
Brookside
Price was $1,260, price is now $1,099 per person
$1,099
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Manchester (MHT)
This condo features an outdoor pool and a hot tub. Take advantage of ski lessons and ski rentals on site, and enjoy downhill skiing and snowboarding. Free self parking and express check-out are also offered on site.
Golden Gables Inn Dazzler Select by Wyndham

Golden Gables Inn Dazzler Select by Wyndham

2.5 out of 5
Settlers Green
Price was $825, price is now $724 per person
$724
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Manchester (MHT)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A picnic area is provided and the front desk is staffed around-the-clock.

Top West Chesterfield hotels deals

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 out of 5
20 Riverside Drive West Chesterfield NH
Free Cancellation
$144 nightly
The price is $156 total per night
$156 total
Aug 30 - Aug 31
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.
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $146 total per night
$146 total
Aug 2 - Aug 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.
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $162 total per night
$162 total
Aug 2 - Aug 3
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.
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $144 total per night
$144 total
Aug 9 - Aug 10
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.
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Free Cancellation
$169 nightly
The price is $186 total per night
$186 total
Aug 30 - Aug 31
Total with taxes and fees
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the gym and perks like free WiFi and a free area shuttle. You'll appreciate the sauna, bar/lounge, and laundry facilities.
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $84 total per night
$84 total
Aug 2 - Aug 3
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a grocery/convenience store, and a lobby fireplace are also on offer.
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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.

Stay near popular West Chesterfield attractions

Madame Sherri Forest

8.0/10 (4 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to West Chesterfield?
With vacation packages on offer for just $466, 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.

Photos of local treasures

Browse West Chesterfield vacation photos for more inspiration

A stone archway surrounded by lush greenery and trees.
A stone structure with an arched entrance, surrounded by a forested area with a dirt path.
A wooden bridge in a forest.
A forested area with a small pond surrounded by trees and vegetation.
An ancient stone archway surrounded by dense forest.