Deals on vacations and trips to Chesterfield
Save when you book Chesterfield package deals
Chesterfield flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Centennial
Price was $652, price is now $482 per person
$482
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and express check-out. Guests will appreciate freebies like continental breakfast and free self parking.
Hideaway Inn Mt.Sunapee
Price was $645, price is now $507 per person
$507
per person
Apr 15 - Apr 19
found 3 hours ago
Roundtrip flight included
Savannah (SAV) to Manchester (MHT)
An indoor pool, free self parking, and a virtual front desk are featured at this hotel. WiFi in public areas is free. A lobby fireplace, a communal living room, and express check-out are also on offer.
Bluegreen Vacations South Mountain, an Ascend Collection Resort
Price was $621, price is now $504 per person
$504
per person
Apr 15 - Apr 19
found 3 hours ago
Roundtrip flight included
Savannah (SAV) to Manchester (MHT)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A fireplace in the lobby and a picnic area are also provided.
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Price was $975, price is now $814 per person
$814
per person
May 27 - May 31
found 23 hours ago
Roundtrip non-stop flight included
Tulsa (TUL) to Manchester (MHT)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.
Stonybrook Motel & Lodge
Price was $654, price is now $548 per person
$548
per person
Apr 22 - Apr 24
found 24 hours ago
Roundtrip non-stop flight included
Tulsa (TUL) to Manchester (MHT)
This motel features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free on-the-go breakfast each morning. A garden, a lobby fireplace, and a picnic area are also on offer.
Top Chesterfield hotels deals
Colonial Motel And Spa
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $110 total per night
$110 total
Mar 10 - Mar 11
Total with taxes and fees
This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
Best Western Plus Keene Hotel
401 Winchester St Keene NH
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $129 total per night
$129 total
Mar 10 - Mar 11
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $124 total per night
$124 total
Mar 15 - Mar 16
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $116 total per night
$116 total
Mar 16 - Mar 17
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
The Covered Bridge Inn
1043 Putney Road Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $78 total per night
$78 total
Mar 10 - Mar 11
Total with taxes and fees
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
Parking included
Free WiFi
The Putney Inn
57 Putney Landing Rd Putney VT
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $103 total per night
$103 total
Mar 12 - Mar 13
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area is also provided.
Breakfast included
Pet friendly
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.
Popular places to visit
Asbury United Methodist Church
You can learn about the history of Chesterfield with a trip to Asbury United Methodist Church. Amble around the area's riverfront, or seek out its ski slopes.
Chesterfield Town Hall
After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Make some time to visit the shops while you're in the area.
Frequently asked questions
Photos of local treasures
Browse Chesterfield vacation photos for more inspiration
