West Chesterfield Vacations from $582

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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.
Pilgrim Inn & Cottages

Pilgrim Inn & Cottages

2 out of 5
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Manchester (MHT)
7.4/10 Good! (366 reviews)
It was clean and quiet

Reviewed on Jul 10, 2025

Holiday Inn Express Durham by IHG

Holiday Inn Express Durham by IHG

2.5 out of 5
per person
Sep 18 - Sep 23
found 2 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Manchester (MHT)
8.6/10 Excellent! (859 reviews)
I didn’t like the price! Almost $400 for a double bed for one night in early June. Highway robbery! I can get a hotel in NYC for less than that!

Reviewed on Jun 14, 2025

A Hotel Inn Sunapee

A Hotel Inn Sunapee

3 out of 5
Save 100% on your flight
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Manchester (MHT)
8.8/10 Excellent! (712 reviews)
Had a great time. Easy walk down to the large public beach. Pool was excellent. Great restaurant right next door. Seems like still being renovated, but wasn't a bother. Still no security at the front door to the hotel; I imagine it's coming soon (only reason I took off a star).

Reviewed on Jul 9, 2025

The Grand at Bedford Village Inn

The Grand at Bedford Village Inn

5 out of 5
Save 100% on your flight
per person
Sep 4 - Sep 7
found 12 hours ago
Roundtrip flight included
Charlotte (CLT) to Manchester (MHT)
9.6/10 Exceptional! (339 reviews)
It was in a beautiful area.

Reviewed on May 30, 2025

Silver Fox Inn

Silver Fox Inn

2.5 out of 5
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Manchester (MHT)
8/10 Very Good! (287 reviews)
Everything was great. The only 4 stars is because the breakfast was very limited and not enough utensils.

Reviewed on Jul 6, 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

Actors Theatre Playhouse

You can make plans for a show at Actors Theatre Playhouse during your trip to West Chesterfield. Amble around the area's riverfront, or seek out its ski slopes.

Actors Theatre Playhouse

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 Jul 14 to Jul 15
$165 total
Jul 14 - Jul 15
Total includes taxes and fees
9.4/10 Exceptional! (574 reviews)
"Wish they had at least a small grab and go besides coffee"

Reviewed on Jun 17, 2025

Riverside Hotel, Ascend Hotel Collection
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Jul 13 to Jul 14
$120 total
Jul 13 - Jul 14
Total includes taxes and fees
6.6/10 (1,002 reviews)
"This is my go to place to stay. Its always clean, check in is quick and easy. The staff has always been polite and helpful when something has come up. The price is the best around."

Reviewed on Jul 8, 2025

Colonial Motel And Spa
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $139 total per night from Jul 20 to Jul 21
$139 total
Jul 20 - Jul 21
Total includes taxes and fees
8/10 Very Good! (841 reviews)
"Great for the price"

Reviewed on Jun 28, 2025

Hampton Inn Brattleboro
See all 1,134 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 $582 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.