West Chesterfield Vacations from $408

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Your West Chesterfield Vacation

When a city adventure is calling your name, answer it with a vacation package to West Chesterfield. With all your travel plans taken care of before you go, all you need to do here is concentrate on having fun. You'll want to take in the sights during your trip to West Chesterfield. Drop by big-name attractions such as Spofford Lake, Landmark College and Asbury United Methodist Church. A couple of quick clicks is all it takes to create your ideal West Chesterfield vacation on Expedia.

The Latest West Chesterfield 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 $544, price is now $408 per person
$408
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Manchester (MHT)
9.4/10 Exceptional! (38 reviews)
Cozy place perfect location for My Sunapee

Reviewed on Dec 28, 2025

The Centennial

The Centennial

4 out of 5
Price was $593, price is now $446 per person
$446
per person
Mar 19 - Mar 23
found 13 hours ago
Roundtrip flight included
Miami (MIA) to Manchester (MHT)
8.8/10 Excellent! (1,000 reviews)
Loved the small, cozy atmosphere

Reviewed on Dec 26, 2025

Eagle Mountain House & Golf Club

Eagle Mountain House & Golf Club

3.5 out of 5
Price was $534, price is now $419 per person
$419
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
Everything in the lobby and the gym and dining area was all updated and beautiful!

Reviewed on Dec 22, 2025

The Grand at Bedford Village Inn

The Grand at Bedford Village Inn

5 out of 5
Price was $788, price is now $676 per person
$676
per person
Jan 30 - Feb 1
found 2 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Manchester (MHT)
9.6/10 Exceptional! (352 reviews)
Beautiful place to stay.

Reviewed on Nov 26, 2025

Eastern Inn & Suites

Eastern Inn & Suites

2 out of 5
Price was $501, price is now $433 per person
$433
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Manchester (MHT)
8.4/10 Very Good! (1,001 reviews)
The pool roof was falling apart very scary to use over was a great stay though

Reviewed on Dec 21, 2025

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Discover the most popular places to visit in West Chesterfield

Ruins

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 Sherri Forest

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.

Madame Sherris Castle Ruins

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.

Wantastiquet Mountain

West Chesterfield Hotel Deals

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 out of 5
20 Riverside Drive West Chesterfield NH
Fully refundable
$152 nightly
The price is $165 total per night from Jan 27 to Jan 28
$165 total
Jan 27 - Jan 28, 2026
Total with taxes and fees
9.6/10 Exceptional! (629 reviews)
All good

Reviewed on Nov 28, 2025

Riverside Hotel, an Ascend Collection Hotel
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way West Dover VT
$336 nightly
The price is $369 total per night from Jan 13 to Jan 14
$369 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
8.6/10 Excellent! (244 reviews)
Staff was friendly and helpful. Unfortunately Parking is off site - requires a shuttle service.

Reviewed on Dec 19, 2025

Mount Snow Grand Summit Resort
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $98 total per night from Dec 29 to Dec 30
$98 total
Dec 29 - Dec 30
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street.

Reviewed on Dec 21, 2025

The Covered Bridge Inn
See all 1,183 properties in West Chesterfield
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.

Find the Best West Chesterfield Vacation Packages

West Chesterfield Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Colonial Theatre, Pisgah State Park and Cheshire Childrens Museum

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Frequently asked questions

How much does a West Chesterfield vacation package cost?
You'll find cheap prices from $408 on Expedia for your West Chesterfield break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to West Chesterfield costs.
What are the cheapest months to go to West Chesterfield?
September, November and December are great times to look for cheap West Chesterfield vacation packages. Opting to travel in less busy months means you'll typically find lower prices on flights and accommodations.
How many days is enough for West Chesterfield?
Typically, a handful of days is ideal for a West Chesterfield vacation. With a well-planned itinerary, you can see all the popular sights such as Wantastiquet Mountain, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to West Chesterfield?
West Chesterfield is a good vacation destination with attractions like Madame Sherri Forest among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a West Chesterfield vacation promises fun for everyone.
How to find the best West Chesterfield package deals?
Begin your search for a West Chesterfield package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect West Chesterfield package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your West Chesterfield escape off to a flying start.
Is it cheaper to book a West Chesterfield vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays individually. Better still, you can customize your West Chesterfield trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to West Chesterfield?
If you've got your West Chesterfield vacation dates confirmed, book as early as you can to score some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later West Chesterfield vacation packages?
Set off on your dream getaway to West Chesterfield with our Book Now, Pay Later vacations. No need to scrimp and save or wait for the next payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snap up travel deals before they disappear.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.