Chesterfield Holidays from £740
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Your Chesterfield Holiday
When a city escape is calling, answer it with a holiday package to Chesterfield. With all your travel arrangements in order before you go, all you need to do here is focus on having the time of your life. Fill your free time with tours of Spofford Lake, Asbury United Methodist Church and Madame Sherris Castle Ruins, some of the top attractions you really should see during your trip to Chesterfield. Whoever you're taking a break with and whatever the size of your budget, your ultimate Chesterfield holiday is just a few clicks away with Expedia.
Top Chesterfield Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Green Granite North Conway, an Ascend Collection Hotel
Settlers Green
Price was £800, price is now £740 per person
£740
per person
23 Jul - 26 Jul
found 10 hours ago
Return direct flight included
Manchester (MAN) to Manchester (MHT)
7.8/10 Good! (91 reviews)
Hay tiendas serca y el rio tanbien esta serca
Reviewed on 26 May 2026
Eastern Slope Inn Resort
North Conway Village
Price was £957, price is now £811 per person
£811
per person
23 Jul - 26 Jul
found 10 hours ago
Return direct flight included
Manchester (MAN) to Manchester (MHT)
8.8/10 Excellent! (460 reviews)
Room was clean, quiet and had a kitchen area. The resort is right in town and great to walk to area stores and attractions.
Reviewed on 17 Jun 2026
The Centennial
Price was £879, price is now £747 per person
£747
per person
23 Jul - 26 Jul
found 10 hours ago
Return direct flight included
Manchester (MAN) to Manchester (MHT)
8.8/10 Excellent! (1,002 reviews)
The elevator was out of order and we senior citizens were on the second floor; the downstairs bathroom adjacent to the lobby women's room: lock requires fixing.
The continental breakfast: 4 on a 10 scale
Reviewed on 16 Jun 2026
The Hotel Concord
Downtown Concord
Price was £975, price is now £884 per person
£884
per person
23 Jul - 26 Jul
found 10 hours ago
Return direct flight included
Manchester (MAN) to Manchester (MHT)
9.6/10 Exceptional! (552 reviews)
This property was more than I expected. We had a lot of family and friends stay there for a wedding and everyone echoed how wonderful and clean the property was. The rooms were immaculate and the staff’s friendliness was always on target. Complimentary breakfast was more than expected. Fresh fruit was great! Parking was so easy. I will be returning and highly recommend staying here.
Reviewed on 30 May 2026
Chesterfield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 3,800 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Colonial Theatre, Historical Society of Cheshire County and Cheshire Childrens Museum |
Top hotels in Chesterfield
Latchis Hotel
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is £112 per night from 29 Jun to 30 Jun
£112
29 Jun - 30 Jun
includes taxes & fees
8.6/10 Excellent! (905 reviews)
"Love the historical aspects of this place."
Reviewed on 17 Jun 2026
Days Inn by Wyndham Keene NH
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
The price is £75 per night from 1 Jul to 2 Jul
£75
1 Jul - 2 Jul
includes taxes & fees
7/10 Good! (1,010 reviews)
"Our room smelled like mold, likely because there was a lot of rotting and what looked like mold in the bathroom. The carpets themselves needed to be replaced as they had a musty smell likely from too much moisture or spills. This hotel really needs a lot of work to make it feel inviting. Any fixes ..."
Reviewed on 16 Jun 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is £86 per night from 2 Jul to 3 Jul
£86
2 Jul - 3 Jul
includes taxes & fees
8.2/10 Very Good! (995 reviews)
"Room clean if just a bit worn. Sheets had better days. Helpful staff."
Reviewed on 15 Jun 2026
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.
Stay near popular Chesterfield attractions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
