Vacation Packages to Maine for 2026
Maine Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Encore Boston Harbor
$1,231
per person
Oct 9 - Oct 13
found 6 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Book a stay at this 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.
Boston Harbor Hotel
North End
$4,042
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Boston (BOS)
Book a stay at this 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 Faneuil Hall Marketplace are located nearby.
Place was beautiful and staff were great
Reviewed on Aug 23, 2026
Eurostars The Boxer
West End
$1,450
per person
Oct 9 - Oct 13
found 6 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
The Hotel Portsmouth
Downtown
$1,691
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Boston (BOS)
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Market Square and Water Country are located nearby.
The Newbury Boston
Back Bay
$3,508
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Omni Parker House
Downtown Boston
$1,304
per person
Oct 9 - Oct 13
found 6 hours ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Common are located nearby.
Bathrooms insanely small but perfect hotel otherwise. Staff was amazing.
Reviewed on Aug 23, 2026
Top Hotel Deals
Country Inn at The Mall
936 Stillwater Avenue Bangor ME
Stay at this hotel in Bangor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Ogunquit River Inn & Suites
17 Post Road Ogunquit ME
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Ocean Sands at York Beach
277 Long Beach Avenue York Beach ME
Book a stay at this beach motel in York Beach. Enjoy an outdoor pool, parking (surcharge), and a garden. Our guests praise the pool and the helpful staff in ...
Bangor Grande
357 Odlin Rd Bangor ME
Book a stay at this business-friendly hotel in Bangor. Enjoy free WiFi, a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
Fireside Inn & Suites Portland
81 Riverside St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
The Westin Portland Harborview
157 High St Portland ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Ogunquit - The Milestone
687 Main Street Ogunquit ME
Book a stay at this business-friendly motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in ...
Portland Harbor Hotel
468 Fore Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
Seasider Motel
40 Kebo Street Bar Harbor ME
Book a stay at this golf hotel in Bar Harbor. Enjoy free WiFi, free parking, and cable TV channels. Our guests praise the helpful staff and the clean rooms in ...
Waves Oceanfront Resort
87 W Grand Ave Old Orchard Beach ME
Book a stay at this beach hotel in Old Orchard Beach. Enjoy free parking, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean ...
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG
123 Eden St Bar Harbor ME
Book a stay at this business-friendly hotel in Bar Harbor. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the pool and the helpful staff ...
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Sep 10 - Sun, Sep 13
MCO
Orlando
PSM
Portsmouth
$205
Roundtrip
found 1 day ago
Sun, Oct 25 - Mon, Oct 26
JFK
New York
PWM
Portland
$217
Roundtrip
found 5 days ago
Thu, Oct 22 - Wed, Oct 28
JFK
New York
PWM
Portland
$217
Roundtrip
found 5 days ago
Sun, Oct 4 - Fri, Oct 9
EWR
New York
PWM
Portland
$217
Roundtrip
found 2 hours ago
Tue, Oct 20 - Wed, Nov 11
TPA
Tampa
BGR
Bangor
$220
Roundtrip
found 9 hours ago
Popular vacation package destinations in Maine
- Bar Harbor Vacations
- Portland Vacations
- Ogunquit Vacations
- Old Orchard Beach Vacations
- Kennebunkport Vacations
- Wells Vacations
- York Beach Vacations
- Bangor Vacations
- Boothbay Harbor Vacations
- Kennebunk Vacations
- Camden Vacations
- York Vacations
- Rockland Vacations
- Scarborough Vacations
- South Portland Vacations
- Ellsworth Vacations
- Cape Neddick Vacations
- Fryeburg Vacations
- Freeport Vacations
- Raymond Vacations
- Saco Vacations
- Brunswick Vacations
- Mount Desert Vacations
- Kittery Vacations
- Augusta Vacations
- Southwest Harbor Vacations
- Biddeford Vacations
- Belfast Vacations
- Cape Elizabeth Vacations
- Stockton Springs Vacations
- Rockport Vacations
- Trenton Vacations
- Boothbay Vacations
- Rangeley Vacations
- Lincolnville Vacations
- Waterboro Vacations
- Northeast Harbor Vacations
- Waterville Vacations
- Georgetown Vacations
- Greenville Vacations
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