Chesterfield Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Extended Stay America Suites - Nashua - Merrimack
Price was CA $1,096, price is now CA $1,088 per person
CA $1,088
per person
Jul 18 - Jul 20
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
7.2/10 Good! (896 reviews)
We booked 3 hotel rooms. One of them had pubic hair on a towel. Another had a very dirty bathroom wall, dirty lamp shade, dirty carpet. You have to take your trash down to the dumpster, which isn't a huge deal but you're not told at checkout and there's nothing in the rooms, just a small sign by the elevator. The front desk staff was super great and helpful though.
Reviewed on May 8, 2026
The Centennial
Price was CA $1,295, price is now CA $1,160 per person
CA $1,160
per person
Jul 18 - Jul 20
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
Lovely and very helpful staff - Late night and early morning! Bed was very comfortable and breakfast was out early and very nice.
Reviewed on Apr 6, 2026
Hampton Inn by Hilton Concord/Bow
Price was CA $1,204, price is now CA $1,138 per person
CA $1,138
per person
Jul 18 - Jul 20
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
Breakfast selection on Weekend was better . and parking was adequate. staff was wonderful and helpful !!!
Reviewed on May 3, 2026
The Grand at Bedford Village Inn
Price was CA $1,489, price is now CA $1,408 per person
CA $1,408
per person
Jul 18 - Jul 20
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
9.6/10 Exceptional! (364 reviews)
Very nice place, grounds are very well kept. Staff is very friendly & restaurants are excellent
Reviewed on May 4, 2026
Holiday Inn Express & Suites Merrimack – Nashua by IHG
Price was CA $1,115, price is now CA $1,107 per person
CA $1,107
per person
Jul 18 - Jul 20
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
Clean facility and decent breakfast
Reviewed on May 6, 2026
Chesterfield Hotel Deals
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Jun 7 to Jun 8
CA $173
CA $190 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (972 reviews)
Great experience
Reviewed on May 8, 2026
Best Western Plus Keene Hotel
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from May 10 to May 11
CA $210
CA $228 total
May 10 - May 11
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
The room was a bit dusty and a lamp didn't work. Also, when I opened the door to enter the room the stand for the suitcase was right there in the walkway, which was difficult to maneuver with full hands. Overall, the hotel needed a refresh as everything seems old and a bit unloved. Breakfast was ...
Reviewed on May 7, 2026
Latchis Hotel
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from May 10 to May 11
CA $173
CA $191 total
May 10 - May 11
includes taxes & fees
8.6/10 Excellent! (876 reviews)
Very well run hotel, conveniently located in the heart of Brattleboro. Free parking in a lot next to the hotel was a nice touch. My only gripe would be that my room (104) had no view as the windows were made of some kind of stained glass that you can't see through and couldn't open. Also they could ...
Reviewed on May 4, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
