Search Deals onWinter Pond Vacation Packages
Winter Pond Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Lakeside Inn
Save 100% on your flight
per person
Aug 15 - Aug 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews.

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Save 100% on your flight
per person
Aug 15 - Aug 21
found 2 days ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 3-star beach guesthouse in East Wareham. Enjoy free WiFi, a private beach, and free bicycles on site. Popular attractions Onset Beach and Shell Point Beach are located nearby.

Raffles Boston
Save 100% on your flight
per person
Aug 25 - Aug 29
found 2 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Holly Tree Resort
Save 100% on your flight
per person
Aug 15 - Aug 21
found 2 days ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.

Boston Harbor Hotel
Save 100% on your flight
per person
Aug 25 - Aug 29
found 2 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.

Encore Boston Harbor
Save 100% on your flight
per person
Aug 25 - Aug 29
found 2 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

Holiday Inn Express Boston - Saugus by IHG
Save 100% on your flight
per person
Aug 15 - Aug 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this business-friendly hotel in Saugus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and Revere Beach are located nearby.

Sunbird ANNEX Resort
Save 100% on your flight
per person
Aug 15 - Aug 21
found 2 days ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this business-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.

AutoCamp Cape Cod
Save 100% on your flight
per person
Aug 15 - Aug 21
found 2 days ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 4-star holiday park in Falmouth. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Woods Hole Ferry Terminal and Shining Sea Bikeway are located nearby.

Falmouth Tides
Save 100% on your flight
per person
Aug 28 - Sep 1
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.

The Whitney Hotel
Save 100% on your flight
per person
Aug 15 - Aug 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.

Sunbird Cape Cod Resort
Save 100% on your flight
per person
Aug 15 - Aug 21
found 2 days ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.
3-4 Night Vacations in Winter Pond
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Winter Pond
Price found within the past 48 hours. Click for updated prices.



Winter Pond Last Minute Hotel Deals

Best Western Plus New Englander
1 Rainin Road, Woburn, MA
Book a stay at this business-friendly hotel in Woburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

Spark by Hilton Woburn Boston
14 Hill St, Woburn, MA
Book a stay at this business-friendly hotel in Woburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...

Courtyard by Marriott Woburn/Boston North
700 Unicorn Park Dr, Woburn, MA
Stay at this 3-star golf hotel in Woburn. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the property ...

Crowne Plaza Boston - Woburn by IHG
15 Middlesex Canal Park, Woburn, MA
Stay at this 3.5-star business-friendly hotel in Woburn. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the bar and the helpful staff ...

Hilton Boston/Woburn
2 Forbes Rd., Woburn, MA
Stay at this 3.5-star business-friendly hotel in Woburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...

HYATT house Boston/Burlington
2 Van De Graaff Dr, Burlington, MA
Stay at this 3-star business-friendly hotel in Burlington. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...

Fairfield Inn by Marriott Boston Woburn-Burlington
285 Mishawum Rd, Woburn, MA
Book a stay at this business-friendly hotel in Woburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Hampton Inn Boston Woburn
371 Washington Street, Woburn, MA
Book a stay at this business-friendly hotel in Woburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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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Hotels Near Points of Interest in Winter Pond
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