Deals on vacations and trips to Ossipee

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Ossipee flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $1,084, price is now $520 per person
$520
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,119, price is now $713 per person
$713
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Save 100% on your flight
Price was $1,338, price is now $918 per person
$918
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
A 24-hour gym, free self parking, and wedding services are featured at this hotel. WiFi in public areas is free. A coffee shop, a computer station, and luggage storage are also on offer.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,497, price is now $1,030 per person
$1,030
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the sauna and perks like free WiFi.
Hotel UMass

Hotel UMass

2.5 out of 5
Save 100% on your flight
Price was $1,099, price is now $760 per person
$760
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Boston (BOS)
This hotel features 5 coffee shops/cafes and a bar/lounge. Enjoy a meal from the restaurant and perks like free continental breakfast and free WiFi. Self parking, a snack bar/deli, and a lobby fireplace are also offered.

Top Ossipee hotels deals

Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

3 out of 5
281 Daniel Webster Hwy Meredith NH
$192 nightly
The price is $208 total per night
$208 total
Aug 31 - Sep 1
Total with taxes and fees
This smoke-free hotel features a full-service spa, a marina, and 4 restaurants. Enjoy the outdoor pool and perks like free self parking. There's an indoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Hot Tub
The Green Granite North Conway, an Ascend Collection Hotel

The Green Granite North Conway, an Ascend Collection Hotel

2.5 out of 5
1515 White Mountain Hwy North Conway NH
Free Cancellation
$132 nightly
The price is $143 total per night
$143 total
Aug 25 - Aug 26
Total with taxes and fees
This hotel features an indoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street Laconia NH
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $124 total per night
$124 total
Sep 21 - Sep 22
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Parking included
The Naswa Resort

The Naswa Resort

3 out of 5
1086 Weirs Blvd Laconia NH
$169 nightly
The price is $183 total per night
$183 total
Aug 30 - Aug 31
Total with taxes and fees
This smoke-free resort features a private beach and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
On private beach
Parking included
Home2 Suites by Hilton North Conway

Home2 Suites by Hilton North Conway

3 out of 5
1439 White Mountain Hwy North Conway NH
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $132 total per night
$132 total
Sep 8 - Sep 9
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Merrill Farm Inn

Merrill Farm Inn

3 out of 5
428 White Mountain Highway North Conway NH
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $151 total per night
$151 total
Aug 24 - Aug 25
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Enjoy the gym and free perks like cooked-to-order breakfast and free self parking.
Pool
Hot Tub
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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 Ossipee attractions

Duncan Lake

Commune with nature and explore the great outdoors at Duncan Lake during your travels in Ossipee.
See properties

Frequently asked questions

How much are vacation packages to Ossipee?
With a Travelocity vacation package, you could be living it up in Ossipee for as little as $520. Flights, hotels and tours — we have it all. You'll save tons just for bundling together your bookings. And with all that taken care of before you set off, you can sit back, relax and enjoy the adventure.
Where can I get the best vacation package deals for Ossipee?
You can lock in unbeatable Ossipee package deals with Travelocity. Pick and choose from 400 partner airlines and 1,000,000 properties worldwide and turn those travel fantasies into a reality.
Why should I book my Ossipee vacation bundle via Travelocity?
Whether you're searching for the ultimate unplugged getaway or you crave the hustle and bustle of the big smoke, booking everything with Travelocity saves you time, hassle and money. No need to search through hundreds of websites to find the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our professional customer service experts are available 24/7 should you need them.
Can I save money on my Ossipee car rental if I combine it with my hotel or flight?
Bundling your flight, car and hotel into an Ossipee vacation package is a surefire way to score better prices. Plus, having your own set of wheels gives you freedom to get to all those famous sights you want to explore. Located 95 mi from Ossipee, Fenway Park is one attraction that should feature on your itinerary. Fill up the tank and make a day trip of it.
Which airport is best for Ossipee?
Portland Intl. Jetport Airport (PWM) (40 mi away from the city center), Manchester-Boston Regional Airport (MHT) (55 mi away from central Ossipee) and Lebanon Municipal Airport (LEB) (60 mi away from central Ossipee) are the top options for Ossipee.
Where should I stay when visiting Ossipee?
The 5br, private beach, waterfront for year round fun. Close to Ski and trials. is the number one choice of many travelers. Book soon before it's too late.

Photos of local treasures

Browse Ossipee vacation photos for more inspiration

A boat on a calm lake at sunset with mountains in the background.
A sunset over a calm lake with mountains in the background.