Search Deals onWinchester Vacation Packages
Winchester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

EVEN Hotels Manchester Airport by IHG
Save 100% on your flight
Price was $449, price is now $325 per person
$325
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 3.5-star business-friendly hotel in Manchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Southern New Hampshire University Arena and Filotimo Casino are located nearby.

Boston Lodge and Suites
Save 100% on your flight
Price was $650, price is now $329 per person
$329
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Raffles Boston
Save 100% on your flight
Price was $2,562, price is now $1,750 per person
$1,750
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

citizenM Boston North Station
Save 100% on your flight
Price was $1,386, price is now $947 per person
$947
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.

Fairfield Inn & Suites by Marriott Plymouth
Save 100% on your flight
Price was $636, price is now $439 per person
$439
per person
Oct 28 - Nov 1
found 5 hours ago
Roundtrip non-stop flight included
Houston (IAH) 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.

YOTEL Boston
Save 100% on your flight
Price was $1,338, price is now $963 per person
$963
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

Holiday Inn Express Fall River North by IHG
Price was $583, price is now $425 per person
$425
per person
Oct 29 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
Book a stay at this business-friendly hotel in Fall River. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Somerset Marina and Pierce Beach & Playground are located nearby.

Beauport Hotel Gloucester
Save 100% on your flight
Price was $794, price is now $579 per person
$579
per person
Oct 31 - Nov 3
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Good Harbor Beach and Wingaersheek Beach are located nearby.
Winchester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Winchester Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Sep 6 - Sat, Sep 13
LAX
Los Angeles Intl.
BOS
Logan Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago

Fri, Oct 31 - Fri, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago

Tue, Sep 16 - Tue, Sep 30
PDX
Portland Intl.
BOS
Logan Intl.
$221 Roundtrip, found 3 hours ago
$221
Roundtrip
found 3 hours ago

Sat, Sep 6 - Sat, Sep 13
LAX
Los Angeles Intl.
BOS
Logan Intl.
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
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