West Chesterfield Vacations from $493

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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.
Anchor at Tideline

Anchor at Tideline

3 out of 5
Price was $606, price is now $493 per person
$493
per person
Oct 20 - Oct 24
found 2 days ago
Roundtrip flight included
Charlotte (CLT) to Manchester (MHT)
10/10 Exceptional! (1 review)
Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Save 100% on your flight
Price was $770, price is now $508 per person
$508
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Manchester (MHT)
9/10 Wonderful! (138 reviews)
2 night stay there was comfortable and convenient. Enjoyed the 2 days there. We didn't get to use the pool and gym room but we were given all the information about them. Would stay again .

Reviewed on Aug 25, 2025

Moultonborough Inn

Moultonborough Inn

3 out of 5
Price was $683, price is now $511 per person
$511
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Manchester (MHT)
9/10 Wonderful! (173 reviews)
Beds were great, everything is new. Kitchenette is convenient. Convenience store right next door. I messaged that stairs are a problem and they called and emailed that we would be on the first floor. Not much room in the bathroom, only sink is part of kitchenette, but there is counter space for toiletries there.

Reviewed on Aug 11, 2025

The Centennial

The Centennial

4 out of 5
Price was $1,130, price is now $906 per person
$906
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Manchester (MHT)
8.8/10 Excellent! (989 reviews)
Absolutely beautiful. Clean. Great staff. Classy! Definitely go back for sure.

Reviewed on Aug 22, 2025

The Grand at Bedford Village Inn

The Grand at Bedford Village Inn

5 out of 5
Price was $1,349, price is now $1,121 per person
$1,121
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Manchester (MHT)
9.6/10 Exceptional! (342 reviews)
We enjoyed the safety and the quiet

Reviewed on Aug 26, 2025

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Discover the most popular places to visit in West Chesterfield

Ruins

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 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

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.

United States Navy Seabee Bridge

West Chesterfield Hotel Deals

Riverside Hotel, Ascend Hotel Collection

Riverside Hotel, Ascend Hotel Collection

2.5 out of 5
20 Riverside Drive, West Chesterfield, NH
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $165 total per night from Sep 1 to Sep 2
$165 total
Sep 1 - Sep 2
Total with taxes and fees
9.4/10 Exceptional! (590 reviews)
"Great place!"

Reviewed on Aug 24, 2025

Riverside Hotel, Ascend Hotel Collection
Chesterfield Inn

Chesterfield Inn

4 out of 5
20 Cross Roadd West, West Chesterfield, NH
$301 nightly
The price is $327 total per night from Aug 27 to Aug 28
$327 total
Aug 27 - Aug 28
Total with taxes and fees
9.6/10 Exceptional! (30 reviews)
"This is a genuine five star property, an ideal of what a country inn should be. Beautifully designed and decorated, comfortable and welcoming, charming staff. One of the nicest places we’ve ever stayed."

Reviewed on Jun 18, 2025

Chesterfield Inn
Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

2.5 out of 5
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $136 total per night from Sep 2 to Sep 3
$136 total
Sep 2 - Sep 3
Total with taxes and fees
8.4/10 Very Good! (882 reviews)
"Great experience but our only issue was that the sink was outside of the bathroom in the sleeping area other than that I would definitely recommend this hotel and stay again. The hotel was spotless and the breakfast was very good for what we paid for the room, 9 out of 10 just because of the wash ..."

Reviewed on Aug 23, 2025

Keene Elm City Hotel, Ascend Hotel Collection
See all 1,114 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.

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Frequently asked questions

How much does a West Chesterfield vacation package cost?
You'll find cheap prices from $493 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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