Jaffrey Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Jaffrey Vacation

When you book a Jaffrey vacation package, it's all about letting go and enjoying your adventure to the fullest. Discover the best things about this lively city knowing that everything has been organized in advance. If your trip to Jaffrey includes a little sightseeing, hit up popular attractions like Monadnock State Park, Shattuck Golf Course and Cathedral of the Pines. Browse Expedia's extensive range of travel options and book your perfect vacation to Jaffrey today.

Top Jaffrey Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Garner Hotel Londonderry - Manchester by IHG

Garner Hotel Londonderry - Manchester by IHG

2.5 out of 5
per person
Oct 30 - Nov 2
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Manchester (MHT)
8.6/10 Excellent! (1,004 reviews)
My family and I only had an overnight stay. Everything was clean and organized. The continental breakfast was great.

Reviewed on Aug. 10, 2025

Four Points by Sheraton Bedford Manchester Airport

Four Points by Sheraton Bedford Manchester Airport

3 out of 5
per person
Oct 30 - Nov 2
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Manchester (MHT)
9/10 Wonderful! (61 reviews)
Need more habdicap parkkng out front of building, STAFF WAS AWESOME.

Reviewed on Aug. 11, 2025

Hampton Inn & Suites Manchester-Bedford

Hampton Inn & Suites Manchester-Bedford

2.5 out of 5
per person
Oct 30 - Nov 2
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Manchester (MHT)
8.4/10 Very Good! (1,003 reviews)
Very clean great staff

Reviewed on Aug. 6, 2025

Holiday Inn Express & Suites Merrimack by IHG

Holiday Inn Express & Suites Merrimack by IHG

2.5 out of 5
per person
Oct 30 - Nov 2
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Manchester (MHT)
8.8/10 Excellent! (1,000 reviews)
Great pool outside, comfortable beds and pillows, friendly helpful staff, wonderful breakfast, well worth the stay will go again!

Reviewed on Aug. 11, 2025

Anchor at Tideline

Anchor at Tideline

3 out of 5
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Manchester (MHT)
No reviews

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Jaffrey Hotel Deals

Monadnock Inn

Monadnock Inn

2.5 out of 5
379 Main Street, Jaffrey, NH
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Aug 12 to Aug 13
CA $218
CA $236 total
Aug 12 - Aug 13
includes taxes & fees
7.4/10 Good! (209 reviews)
Excellent experience!!!
"Very friendly staff, charming accommodations. Clean and well tended to."

Reviewed on Aug. 9, 2025

Monadnock Inn
Charming Jaffrey Cottage w/ Deck & Grill!

Charming Jaffrey Cottage w/ Deck & Grill!

3 out of 5
Jaffrey
Get rates
Charming Jaffrey Cottage w/ Deck & Grill!
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Aug 13 to Aug 14
CA $198
CA $221 total
Aug 13 - Aug 14
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"i travel weekly in central/western MA and the colonial is always LOVELY!"

Reviewed on Aug. 5, 2025

The Colonial Hotel
See all 269 properties in Jaffrey
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Jaffrey

Monadnock State Park

Monadnock State Park

Commune with nature and explore the great outdoors at Monadnock State Park during your travels in Jaffrey. Discover the coffeehouses and its festivals while you're in the area.

Monadnock State Park

Frequently asked questions

How much does a Jaffrey vacation package cost?
Offering excellent value package deals from CA $674 on Expedia, you'll be surprised at how little a vacation to Jaffrey costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Jaffrey?
You can usually find lower rates and greater availability in January, April and December. Check out our cheap Jaffrey vacation packages and you could get some great off-season discounts.
How many days is enough for Jaffrey?
The ideal duration of your Jaffrey vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to check out all the leading attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Jaffrey?
It's easy to see why a Jaffrey vacation is on the to-do list of many travellers. Popular attractions like Contoocook Beach are just the start of things to see and do here.
How to find the best Jaffrey package deals?
Use Expedia's filters to help you find some great Jaffrey package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Jaffrey package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Jaffrey vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still have the flexibility to create a customized Jaffrey vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Jaffrey?
If you've got your Jaffrey vacation dates finalized, book as soon as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Jaffrey?

  1. Choose your dates: What you want to do in Jaffrey and your favourite season will help you decide when to get away.
  2. Budget wisely: On top of the price of your stay, you'll need to consider other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Jaffrey.
  3. Decide how long to go for: Now that you're up to speed on Jaffrey, you can work out the right length of your break. Put together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, book the ideal Jaffrey vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.