Search Deals onOssipee Hill Summit Vacation Packages
Ossipee Hill Summit Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Parker Beach Lodge
Save 100% on your flight
Price was $590, price is now $418 per person
$418
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 3-star hotel in South Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hyannis Harbor and Thachers Beach are located nearby.

D. Hotel Suites & Spa
Price was $673, price is now $454 per person
$454
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Mount Tom State Reservation and Nash's Dinosaur Track Quarry are located nearby.

Fairfield Inn & Suites by Marriott Plymouth
Save 100% on your flight
Price was $762, price is now $466 per person
$466
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Book a stay at this business-friendly hotel in Plymouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Colony Place and Mayflower Brewing Company are located nearby.

Cliff House Maine
Save 100% on your flight
Price was $1,543, price is now $1,096 per person
$1,096
per person
Nov 15 - Nov 19
found 19 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.

Hampton Inn & Suites Boston/Waltham
Save 100% on your flight
Price was $705, price is now $507 per person
$507
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lyman Estate and Walden Pond are located nearby.

Sally Webster Inn
Save 100% on your flight
Price was $870, price is now $629 per person
$629
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this 3-star B&B in Rockport. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Cape Ann and Good Harbor Beach are located nearby.

The Beverly
Price was $795, price is now $578 per person
$578
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Beverly. Enjoy free WiFi, free parking, and an in-room coffeemaker. Our guests praise the clean rooms in our reviews. Popular attractions Salem Witch Museum and North Shore Music Theatre are located nearby.

Castle Manor Inn
Price was $761, price is now $559 per person
$559
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this hotel in Gloucester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wingaersheek Beach and Good Harbor Beach are located nearby.

DoubleTree by Hilton Hotel Boston - Westborough
Save 100% on your flight
Price was $704, price is now $518 per person
$518
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Chauncy Public Beach and Westborough Country Club are located nearby.

The Rockport House
Price was $717, price is now $536 per person
$536
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Stay at this hotel in Rockport. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cape Ann and Good Harbor Beach are located nearby.

Holiday Inn Express Boston North-Woburn by IHG
Save 100% on your flight
Price was $576, price is now $434 per person
$434
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Book a stay at this business-friendly hotel in Woburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attraction Burlington Mall is located nearby.

By the Sea Guests Bed & Breakfast & Suites
Save 100% on your flight
Price was $1,464, price is now $1,109 per person
$1,109
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 3.5-star beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road Beach are located nearby.
3-4 Night Vacations in Ossipee Hill Summit
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Ossipee Hill Summit
Price found within the past 48 hours. Click for updated prices.



Ossipee Hill Summit Last Minute Hotel Deals

Ramada by Wyndham Saco/Old Orchard Beach Area
352 North St, Saco, ME
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Classic Inn
21 Ocean Park Rd, Saco, ME
Stay at this motel in Saco. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

Brookside Inn & Cottages
30 Ocean Park Rd, Saco, ME
Stay at this motel in Saco. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

Wagon Wheel Motel
726 Portland Rd, Saco, ME
Stay at this motel in Saco. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

Port Inn & Suites Kennebunk, an Ascend Collection Hotel
55 York St, Kennebunk, ME
Stay at this motel in Kennebunk. Enjoy free breakfast, an outdoor pool, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our ...

The Kennebunk Inn
45 Main St, Kennebunk, ME
Stay at this hotel in Kennebunk. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Dock Square ...

Old Orchard Beach Inn
6 Portland Ave, Old Orchard Beach, ME
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. ...

Waves Oceanfront Resort
87 W Grand Ave, Old Orchard Beach, ME
Stay at this 3-star hotel in Old Orchard Beach. Enjoy free parking, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
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.
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