Title: Chesterfield Vacation Packages & Trips 2026 from CA $785 | Expedia.ca [Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d6052872.Travel-Guide-Hotels)[Vacation Rentals in Chesterfield](https://expedia.ca/Chesterfield-Vacation-Rentals.d6052872.Travel-Guide-VacationRentals)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d6052872.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6052872/fc91b262-156e-463c-9b9c-bb779209c85d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chesterfield Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, 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](https://www.expedia.ca/Spofford-Lake-Spofford.d6265753.Vacation-Attraction), [Asbury United Methodist Church](https://www.expedia.ca/Asbury-United-Methodist-Church-Chesterfield.d6265749.Vacation-Attraction) and [Madame Sherris Castle Ruins](https://www.expedia.ca/Madame-Sherris-Castle-Ruins-West-Chesterfield.d6273836.Vacation-Attraction), 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](https://images.trvl-media.com/lodging/1000000/40000/37600/37517/3a609cf2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Exeter Inn CA $785 per person Jun 11 - Jun 15 found 8 hours ago Roundtrip flight included Buffalo (BUF) to Manchester (MHT) 9/10 Wonderful! (1,004 reviews) The staff makes the Inn! The ladies who work behind the desk are friendly and kind. You feel so welcome, safe and pampered! Reviewed on Feb 22, 2026 ![Extended Stay America Suites - Nashua - Merrimack](https://images.trvl-media.com/lodging/20000000/19170000/19162100/19162022/2493d9ab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Extended Stay America Suites - Nashua - Merrimack CA $791 per person Jun 11 - Jun 15 found 8 hours ago Roundtrip flight included Buffalo (BUF) to Manchester (MHT) 7.2/10 Good! (866 reviews) The stuff really knows how to help me feel safe Reviewed on Mar 1, 2026 ![Holiday Inn Express Durham by IHG](https://images.trvl-media.com/lodging/2000000/1510000/1507300/1507215/cfc1b5b3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Durham by IHG CA $946 per person Jun 11 - Jun 15 found 8 hours ago Roundtrip flight included Buffalo (BUF) to Manchester (MHT) 8.6/10 Excellent! (920 reviews) Clean rooms. Nice hotel. Right by UNH Reviewed on Mar 11, 2026 ![Holiday Inn Express Hotel & Suites Rochester by IHG](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753823/928b2a31_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Hotel & Suites Rochester by IHG CA $1,329 per person Jun 3 - Jun 8 found 1 day ago Roundtrip flight included Calgary (YYC) to Manchester (MHT) 8.8/10 Excellent! (1,005 reviews) Very clean room. Staff extremely helpful and friendly. Great location close to restaurants and stores Reviewed on Mar 22, 2026 ![White River Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/28000/27933/ba27b41f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### White River Inn and Suites CA $1,017 per person May 22 - May 25 found 17 hours ago Roundtrip non-stop flight included Calgary (YYC) to Manchester (MHT) 7/10 Good! (1,006 reviews) Nice staff. My child loves the indoor pool! Reviewed on Mar 15, 2026 ## Ready to book your vacation to Chesterfield? Choose your dates ## Chesterfield Hotel Deals ![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Colonial Motel And Spa 889 Putney Rd Brattleboro VT Fully refundableReserve now, pay when you stay CA $131 CA $144 total Apr 20 - Apr 21 includes taxes & fees 6.8/10 (1,001 reviews) What a dump Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=1070729&PinnedHotelID=1070729&HadPinnedHotel=true®ionId=6052872) ![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Keene Hotel 401 Winchester St Keene NH Fully refundableReserve now, pay when you stay CA $206 CA $224 total Mar 29 - Mar 30 includes taxes & fees 8.4/10 Very Good! (1,001 reviews) Room was fine. Only stayed one night for a quick trip. Didn't realize that the restaurant was closed on Sundays. Was looking for a meal after a long drive, but there were plenty of places to eat in the area. Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=15916&PinnedHotelID=15916&HadPinnedHotel=true®ionId=6052872) ![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Brattleboro I-91 1186 Putney Road Brattleboro VT Fully refundable CA $196 CA $215 total Mar 30 - Mar 31 includes taxes & fees 8.6/10 Excellent! (786 reviews) Good value. Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=8784377&PinnedHotelID=8784377&HadPinnedHotel=true®ionId=6052872) [See all 527 properties in Chesterfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=6052872) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app