Jaffrey Holidays

Photo by Stephen Leonardi
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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Jaffrey

Monadnock Inn
Monadnock Inn
2.5 out of 5
379 Main Street, Jaffrey, NH
Fully refundableReserve now, pay when you stay
"Hi it’s a beautiful inn and very comfortable"

Reviewed on 4 May, 2025

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Monadnock Inn
Charming Jaffrey Cottage w/ Deck & Grill!
Charming Jaffrey Cottage w/ Deck & Grill!
3 out of 5
Jaffrey
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Charming Jaffrey Cottage w/ Deck & Grill!
Great Wolf Lodge Boston / Fitchburg, MA
Great Wolf Lodge Boston / Fitchburg, MA
3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
Fully refundableReserve now, pay when you stay
The price is S$285 per night from 17 Jul to 18 Jul
S$285
17 Jul - 18 Jul
includes taxes & fees
8.4/10 Very Good! (1,025 reviews)
"Really enjoyed the wolf den suite. Plenty of room, microwave/mini fridge in room. Free ears at gift shop after check in! Download the app before going, willow will help you with anything."

Reviewed on 13 Jul, 2025

Great Wolf Lodge Boston / Fitchburg, MA
See all 268 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.

Frequently asked questions

How much does a Jaffrey holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday to Jaffrey costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Jaffrey?
You can usually find reduced prices and better availability in January, April and December. Take a look at our cheap Jaffrey holiday packages and you could land some great off-season discounts.
How many days is enough for Jaffrey?
The ideal duration for your Jaffrey holiday depends on what you'd like to do and see. Usually, a few days to a week will give you time to tick off all the top attractions and explore some hidden treasures along the way.
Is it worth booking a holiday package to Jaffrey?
Jaffrey is a good holiday destination with attractions like Contoocook Beach among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Jaffrey holiday promises a good time for everyone.
How to find the best Jaffrey package deals?
Begin your search for a Jaffrey package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Jaffrey package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Jaffrey escape underway.
Is it cheaper to book a Jaffrey holiday as a package?
You can enjoy significant savings on your next Jaffrey retreat by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Jaffrey?
If you're planning a spontaneous Jaffrey trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Jaffrey?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite season and the available activities will also help you decide when to escape to Jaffrey.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodation will likely be the largest expense during your trip to Jaffrey.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Jaffrey. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your airfare and accommodation: After you've settled on your travel dates and duration, lock in the ideal Jaffrey holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.