Chesterfield Holidays

Book a Hotel + Flight or Car together to unlock savings

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Our pick of the best Chesterfield Hotel Deals

The Covered Bridge Inn
The Covered Bridge Inn
2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NZ$143 per night from 4 Jun to 5 Jun
NZ$143
per night
4 Jun - 5 Jun
8.2/10 Very Good! (1,005 reviews)
"The room was quiet and clean. The staff was friendly. I would stay there again."

Reviewed on 20 May 2024

The Covered Bridge 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 NZ$177 per night from 27 May to 28 May
NZ$177
per night
27 May - 28 May
6.8/10 (1,000 reviews)
"Great pool and hot tub facilities with kickers"

Reviewed on 19 May 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 NZ$274 per night from 17 Jun to 18 Jun
NZ$274
per night
17 Jun - 18 Jun
8.2/10 Very Good! (902 reviews)
"Good value, close to town"

Reviewed on 23 May 2024

Hampton Inn Brattleboro
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?
Our Chesterfield packages, which start from just , are the perfect way to save precious money. Choose your favourite hotels, flights and more to create a custom-built escape.
How do I get a cheap travel package to Chesterfield?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we’ve got them all. Choose the combination that best suits you and see your savings pile up. We know a package deal is never one-size-fits-all. That’s why we offer more than 550 air carriers and 1 000 000 hotel options throughout the world, which lets you customize your Chesterfield holiday.
Where should I stay in Chesterfield?
With interesting attractions like Spofford Lake and Madame Sherri Forest in this area, see if you can find a hotel near either one. Asbury United Methodist Church is another sight in Chesterfield that lures the crowds.
How far in advance should I book my Chesterfield holiday?
It depends on the air carrier, but you can generally look up international airfares on Expedia nearly a year in advance. While it’s generally recommended to book ahead of time, lucky travellers occasionally find a cheaper ticket just weeks prior to departure dates.
What does an Expedia Chesterfield travel package include?
With Expedia, you can choose any combination of flights, car rentals and hotels to create your perfect Chesterfield travel package. Once you’ve made your booking, you can add on all the fun stuff like sightseeing tours and activities. Remember — the more you bundle, the greater the savings!
What should I know before booking a Chesterfield travel package?
Whether it’s relaxation or adventure you’re after, a Chesterfield holiday package lets you organise your escape your way. Plus, you’ll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Chesterfield Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you certainly can. Just pick the airline you want and craft your ideal Chesterfield trip.
If I'm not able to travel, can I cancel my Chesterfield holiday package?
We get that the universe can throw the odd curveball. If you’ve booked a Chesterfield holiday package and have to amend or cancel it, we’re here to help. It’s always worth looking up our Customer Service Portal first for information. But generally, if you’ve taken out your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it’s more than 24 hours, your airline, hotel or car rental company may impose a fee.

Discover the most popular places to visit in Chesterfield

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