Chesterfield Vacation Packages
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Your Chesterfield Vacation
When a city escape is calling, answer it with a vacation 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 vacation is just a few clicks away with Expedia.
Top Chesterfield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Exeter Inn
Price was CA $944, price is now CA $784 per person
CA $784
per person
Sep 9 - Sep 13
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MHT)
9/10 Wonderful! (1,008 reviews)
This was a lovely inn with comfortable beds, clean rooms and plenty of parking. The staff was very friendly and helpful. The restaurant had a solid selection of dishes and after a long flight and a drive through heavy traffic it was great to be able to eat on site.
We would stay here again.
Reviewed on Jun 22, 2026
Fairfield Inn & Suites by Marriott Portsmouth Exeter
Price was CA $1,060, price is now CA $964 per person
CA $964
per person
Sep 9 - Sep 13
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Manchester (MHT)
8.6/10 Excellent! (640 reviews)
Great Place, lovely staff and rooms are fab for an overnight!
Reviewed on Jun 19, 2026
Extended Stay America Suites - Nashua - Merrimack
Price was CA $1,448, price is now CA $1,381 per person
CA $1,381
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Abbotsford (YXX) to Manchester (MHT)
7.2/10 Good! (924 reviews)
They claim they provide breakfast but that was misleading. They provided coffee and nutrigrain bars or packaged muffins. You can hardly call that breakfast.
Reviewed on Jun 6, 2026
Garner Hotel Londonderry - Manchester by IHG
Price was CA $1,529, price is now CA $1,465 per person
CA $1,465
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Abbotsford (YXX) to Manchester (MHT)
8.6/10 Excellent! (1,016 reviews)
Everything about the Garner Hotel in Londonderry, NH was excellent. The staff was friendly and helpful at all times. The rooms were comfortable and clean. Parking was convenient and near the entrance.
Reviewed on Jun 9, 2026
Chesterfield Hotel Deals
Latchis Hotel
50 Main Street Brattleboro VT
The price is CA $178 per night from Jun 29 to Jun 30
CA $178
CA $196 total
Jun 29 - Jun 30
includes taxes & fees
8.6/10 Excellent! (907 reviews)
"Love the historical aspects of this place."
Reviewed on Jun 17, 2026
Best Western Plus Keene Hotel
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Jun 29 to Jun 30
CA $169
CA $183 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Basically everything couldn't use the swimming pool no luck on the back door to get in with the room card the food at the buffet was terrible room service knocking on the door at 9:00 a.m. in the morning would not recommend"
Reviewed on Jun 22, 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Jul 2 to Jul 3
CA $163
CA $179 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very good! (997 reviews)
"Fantastic lodging for our business trip!"
Reviewed on Jun 23, 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.
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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.
