Chesterfield Holidays

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Top hotels in Chesterfield

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$146 per night from 1 Jan to 2 Jan
S$146
includes taxes & fees
1 Jan - 2 Jan,2025
6.6/10 (1,000 reviews)
"Like size of room"

Reviewed on 8 Dec,2024

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
The price is S$149 per night from 13 Jan to 14 Jan
S$149
includes taxes & fees
13 Jan - 14 Jan,2025
8.2/10 Very Good! (1,003 reviews)
"Noisy and to much construction. Pool ok. Breakfast was good"

Reviewed on 18 Dec,2024

Hampton Inn Brattleboro
Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NH
2 out of 5
3 Ash Brook Road, Keene, NH
Fully refundableReserve now, pay when you stay
The price is S$141 per night from 5 Jan to 6 Jan
S$141
includes taxes & fees
5 Jan - 6 Jan,2025
7.2/10 Good! (972 reviews)
"Quiet."

Reviewed on 20 Dec,2024

Days Inn by Wyndham Keene NH
See all 488 properties in 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 Chesterfield holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday to Chesterfield costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Chesterfield?
If you’re looking to snag a cheap Chesterfield holiday package, consider planning a trip in January, February and March. You’ll generally find better rates on flights and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Chesterfield?
Usually, a handful of days is enough to go to the top sights during your Chesterfield holiday. But if you want to have more time to rest or take day trips, consider extending your itinerary.
How to find the best Chesterfield package deals?
Use Expedia’s filter tool to find some terrific Chesterfield package deals. When you begin your search, simply set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your trip for midweek, or browse for Chesterfield package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it’s typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Chesterfield holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You’ll generally snag a better deal than booking each component individually. And you’ll still have the freedom to create a personalised Chesterfield holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Chesterfield?
If you’re considering a spur-of-the-moment Chesterfield adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Chesterfield?

  1. Pick your dates: The things you plan to do in Chesterfield and your favourite season will help you decide when to go.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to save for your trip to Chesterfield. Then, pick a property that matches your budget, whether that’s a wallet-friendly option or a deluxe getaway.
  3. Work out your trip length: Consider how long you’d like to spend exploring Chesterfield. Plan your days so you can get to all the attractions and experiences you’re interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised 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.