West Chesterfield Vacations from $533

Book a Hotel + Flight or Car together to unlock savings

Photo by Shannon Willitts
    deals illustration

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Super 8 by Wyndham Tilton/Lake Winnipesaukee

Super 8 by Wyndham Tilton/Lake Winnipesaukee

2 out of 5
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Manchester (MHT)
7.4/10 Good! (1,005 reviews)
Little to dislike. Rate was good, breakfast checked all the boxes too.

Reviewed on Jul 11, 2025

The Centennial

The Centennial

4 out of 5
Save 100% on your flight
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Manchester (MHT)
8.8/10 Excellent! (956 reviews)
Everything was great! Very clean and the staff was excellent

Reviewed on Jul 1, 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 9
found 1 day 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

The Hotel Concord

The Hotel Concord

3.5 out of 5
Save 100% on your flight
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Manchester (MHT)
9.6/10 Exceptional! (497 reviews)
Nice hotel would stay again

Reviewed on Jun 13, 2025

Hampton Inn & Suites Manchester-Bedford

Hampton Inn & Suites Manchester-Bedford

2.5 out of 5
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Manchester (MHT)
8.6/10 Excellent! (1,001 reviews)
Enjoyed the stay, comfortable beds only uncomfortable thing were pillows too soft. Breakfast had a variety for everyone.

Reviewed on Jul 13, 2025

Don't see what you're looking for?
See all available trips from Columbus to West Chesterfield
View all trips

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

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 21 to Jul 22
$165 total
Jul 21 - Jul 22
Total includes taxes and fees
9.4/10 Exceptional! (576 reviews)
"Shame there was no breakfast available"

Reviewed on Jul 14, 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 15 to Jul 16
$120 total
Jul 15 - Jul 16
Total includes taxes and fees
6.6/10 (1,006 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 27 to Jul 28
$139 total
Jul 27 - Jul 28
Total includes taxes and fees
8/10 Very Good! (844 reviews)
"Great hotel, friendly staff and very comfortable."

Reviewed on Jul 11, 2025

Hampton Inn Brattleboro
See all 1,128 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

More vacations you might like

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a West Chesterfield vacation package cost?
You'll find cheap prices from $533 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.