West Chesterfield Vacation Packages
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Your West Chesterfield Vacation
When a city adventure is calling your name, answer it with a vacation package to West Chesterfield. With all your travel plans taken care of before you go, all you need to do here is concentrate on having fun. You'll want to take in the sights during your trip to West Chesterfield. Drop by big-name attractions such as Spofford Lake, Landmark College and Asbury United Methodist Church. A couple of quick clicks is all it takes to create your ideal West Chesterfield vacation on Expedia.
Top West Chesterfield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Durham by IHG
CA $950
per person
Sep 26 - Oct 1
just found
Roundtrip non-stop flight included
Calgary (YYC) to Manchester (MHT)
8.6/10 Excellent! (990 reviews)
The staff was super friendly, and the free breakfast buffet was among the best we've had for the price. The hotel was relatively close to the beach and a great hub for daytime excursions.
Reviewed on Aug 17, 2026
Fairfield Inn & Suites by Marriott Portsmouth Exeter
CA $801
per person
Sep 26 - Oct 1
just found
Roundtrip non-stop flight included
Calgary (YYC) to Manchester (MHT)
8.6/10 Excellent! (692 reviews)
This hotel was one disappointment after another. For the price they charge, you would expect a clean, comfortable, well-maintained hotel. Instead, you get the vibes of a cheap roadside motel that desperately needs renovations and better management.
Our stay started off poorly. Check-in is at 4:00 PM. We arrived around 6:00 PM and were told that one of our rooms still wasn’t ready. We were also told we would have side-by-side rooms, but instead our rooms were across the hallway from each other. We were told both rooms would be exactly the same, yet they weren’t.
The rooms themselves were filthy and poorly maintained. The floors were not vacuumed, swept, or mopped. Apparently, their idea of cleaning is using a giant lint roller. One room had an unflushed toilet, and there were no tissues—just an empty tissue box. Rooms are also not serviced daily.
The air conditioning stopped working, which made the already uncomfortable room even worse. The rooms are extremely dark, with basically one main light between the beds and a desk lamp. The pillows are thin and hard, and the beds are extremely hard as well. They advertise the beds as queens, but they felt more like full-size beds. There are also no ice buckets and no safes in the rooms.
The elevator is another concern. It jumps while you’re riding in it, and the inspection expiration date posted on it was already past due. That’s not something I want to discover while staying in a hotel.
The Wi-Fi is ridiculous. You have to creat
Reviewed on Aug 16, 2026
Ready to book your vacation to West Chesterfield?
West Chesterfield Hotel Deals
Riverside Hotel, an Ascend Collection Hotel
20 Riverside Drive West Chesterfield NH
Fully refundable
CA $211
CA $229 total
Sep 6 - Sep 7
includes taxes & fees
9.6/10 Exceptional! (677 reviews)
"Huge room with a very comfy king bed and an incredible view of the Connecticut review. A five minute drive to Brattleboro Vermont."
Reviewed on Aug 16, 2026
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
CA $167
CA $181 total
Sep 1 - Sep 2
includes taxes & fees
Best Western Plus Keene Hotel
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
CA $207
CA $224 total
Aug 18 - Aug 19
includes taxes & fees
8.4/10 Very good! (1,005 reviews)
"Rooms were clean and comfortable. Breakfast was good. Wonderful to be able to sit outside in common area and if on first floor right outside your room. The restaurant attached was great."
Reviewed on Aug 17, 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 West Chesterfield attractions
Madame Sherri Forest
8.0/10 (4 reviews)
Explore the great outdoors at Madame Sherri Forest, a lovely green space in West Chesterfield. Wander around the forests or experience the area's entertainment venues.
Madame Sherris Castle Ruins
10.0/10 (3 reviews)
You can learn about the history of West Chesterfield with a visit to Madame Sherris Castle Ruins. Wander around the forests or experience the area's entertainment venues.
Wantastiquet Mountain
9.0/10 (2 reviews)
Find out about the history of West Chesterfield when you spend time at Wantastiquet Mountain. While you're in the area, stroll along the riverfront.
United States Navy Seabee Bridge
9.8/10 (9 reviews)
Learn about the local history of West Chesterfield when you take a trip to United States Navy Seabee Bridge. Stroll along the riverfront or experience the area's entertainment venues.
Actors Theatre Playhouse
10.0/10 (1 review)
You can make plans for a show at Actors Theatre Playhouse during your trip to West Chesterfield. Amble around the area's riverfront, or seek out its ski slopes.
Frequently asked questions
How much does a West Chesterfield vacation package cost?
Offering excellent value package deals from CA $743 on Expedia, you'll be surprised at how little a vacation to West Chesterfield costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to West Chesterfield?
January, March and December are the best times to look for cheap West Chesterfield vacation packages. Opting to travel in quieter months means you can usually find reduced prices on flights and accommodations.
How many days is enough for West Chesterfield?
Typically, a few days is enough for a West Chesterfield vacation. With a well-planned itinerary, you can check out all the best attractions like Madame Sherri Forest, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to West Chesterfield?
West Chesterfield offers everything you need for an amazing getaway. Begin your West Chesterfield vacation on a high note by checking out top attractions like Madame Sherri Forest.
How to find the best West Chesterfield package deals?
Bagging a cheap West Chesterfield package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical West Chesterfield package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a West Chesterfield vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations individually. Better still, you can customize your West Chesterfield escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to West Chesterfield?
If you've got your West Chesterfield vacation dates finalized, book as soon as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to West Chesterfield?
- Choose your dates: The things you'd like to do in West Chesterfield and your preferred season can help you decide when to get away.
- Set your budget: Factor in expenses such as flights, food and transportation when working out how much to set aside for your trip to West Chesterfield. Then, select a property that suits your budget, whether that's a low-cost option or a lavish retreat.
- Work out your trip length: Think about how long you want to spend discovering West Chesterfield. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored West Chesterfield vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
