West Chesterfield Holidays

Photo by Shannon Willitts

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Top hotels in West Chesterfield

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
The price is S$212 per night from 11 Aug to 12 Aug
S$212
11 Aug - 12 Aug
includes taxes & fees
9.4/10 Exceptional! (586 reviews)
"Beautiful views, great service! Wish they offered breakfast but other than that a great stay!"

Reviewed on 6 Aug, 2025

Riverside Hotel, Ascend Hotel Collection
Chesterfield Inn

Chesterfield Inn

4 out of 5
20 Cross Roadd West, West Chesterfield, NH
The price is S$420 per night from 26 Aug to 27 Aug
S$420
26 Aug - 27 Aug
includes taxes & 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 18 Jun, 2025

Chesterfield Inn
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$198 per night from 17 Aug to 18 Aug
S$198
17 Aug - 18 Aug
includes taxes & fees
6.6/10 (1,001 reviews)
"Always a pleasure to stay at the Colonial"

Reviewed on 28 Jul, 2025

Colonial Motel And Spa
See all 1,113 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.

Frequently asked questions

How much does a West Chesterfield holiday package cost?
You'll find cheap prices 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 holiday to West Chesterfield costs.
What are the cheapest months to go to West Chesterfield?
January, March and December are the best times to search for cheap West Chesterfield holiday packages. Choosing to travel in less busy periods means you'll typically find reduced prices on flights and accommodation.
How many days is enough for West Chesterfield?
Typically, a handful of days is enough to explore the major sights during your West Chesterfield holiday. But if you'd like to have some time to kick back or go on day trips, consider extending your itinerary.
Is it worth booking a holiday package to West Chesterfield?
West Chesterfield is a good holiday destination with attractions like Madame Sherri Forest among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a West Chesterfield holiday promises a good time 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 holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and stays individually. Better still, you can customise 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 holiday package to West Chesterfield?
If you've got your West Chesterfield holiday 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.
How to plan a trip to West Chesterfield?

  1. Pick your dates: The things you plan to do in West Chesterfield and your favourite season will help you decide when to travel.
  2. Set a budget: Consider costs like flights, meals and transportation when calculating how much to put aside for your trip to West Chesterfield. Then, pick a hotel that works with your budget, whether that's an economical option or a lavish getaway.
  3. Decide how long to go away for: Now that you're more familiar with West Chesterfield, you can figure out the ideal length of your break. Create a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised West Chesterfield holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.