Jaffrey Holidays

Photo by Stephen Leonardi

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Top hotels in Jaffrey

Monadnock Inn

Monadnock Inn

379 Main Street Jaffrey NH
Fully refundableReserve now, pay when you stay
S$229
9 Aug - 10 Aug
includes taxes & fees
7.8/10 Good! (289 reviews)
"Lovely staff the inn was a little run down but convenient location:"

Reviewed on 27 Jul, 2026

Monadnock Inn
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

150 Great Wolf Dr Fitchburg MA
S$213
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (1,016 reviews)
"Our family had a blast. So many activities for the kids. The staff is so generous with their time and attentive to the guest needs. My son wants to go back next year."

Reviewed on 7 Aug, 2026

Great Wolf Lodge Boston / Fitchburg, MA
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
S$158
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Breakfast offered a lot of good choices from eggs to cereal to fresh fruit. The room was clean throughout and the AC quiet and efficient. The staff was excellent in providing information and Dillan's recommendation for dinner was "spot on". The room price was very reasonable, and the indoor heated ..."

Reviewed on 7 Aug, 2026

Keene Elm City Hotel, an Ascend Collection Hotel
See all 290 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.

Stay near popular Jaffrey attractions

Monadnock State Park

9.6/10 (45 reviews)
Mount Monadnock's bare rock summit rewards hikers with panoramic views spanning multiple states. Tackle its well-maintained trails through forests and rocky terrain for a memorable New England adventure.
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Shattuck Golf Course

9.0/10 (4 reviews)
Carved into New Hampshire wilderness, The Shattuck Golf Club challenges with narrow fairways and natural granite hazards. Enjoy Mount Monadnock views while navigating this strategic Brian Silva design.
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Jaffrey Civic Center

9.0/10 (2 reviews)
This cultural hub showcases over 30 art exhibits annually from local and regional artists. Explore the three diverse galleries and attend creative workshops in this community cornerstone of the Monadnock region.
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Contoocook Beach

9.0/10 (2 reviews)
Contoocook Beach features a sandy shoreline and buoyed swimming areas on New Hampshire's picturesque lake. Enjoy sunbathing and picnicking with bathhouse and concession facilities nearby.
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Monadnock Memorial Forest

This iconic New Hampshire peak offers a challenging hike through diverse terrain to panoramic summit views. Reserve early for parking, and bring layers for the 4-5 hour return adventure.
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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.

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* 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.