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Coastal New England

Portland, Maine Explorer

From * Per Person
3+ Nights
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Limited Time Special Offer
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"Vacationland" USA - where the fresh air is fresher

Spend 3, 4 or 5 nights in a city creeping up on everyone's bucket list - Portland, Maine. With small town charm and big city culture, this New England favorite is sure to leave you ready to return in no time. On this getaway, you'll have plenty of free time to experience the best of the city: fresh air, amazing food, friendly locals and endless 'gram-worthy views.

Book with confidence!  
Our Flexible Change Plan is  included with this package , allowing you to cancel and rebook at a later date for any reason (even COVID-19) up to 14 days before departure for a full credit that can be used for travel at a later date. See Terms & Conditions for more details. 

What's Included
  • Round-trip economy class airfare into Portland (PWM)
  • 3 nights in Portland at Holiday Inn Portland - By The Bay or Fireside Inn & Suites
Great Ways to Explore

  • Take a day trip to one of the nearby Calendar Islands and enjoy the views of Casco Bay.

  • Indulge in the best lobster you've ever had; they make it so many ways, you can have it everyday and never get bored.

  • Take a selfie in front of the most photographed lighthouse in the US, Portland Head Light in Cape Elizabeth.

  • Sample the beers at some of Portland's many well-known breweries, you're sure to find a new favorite.

  • Snag some locally-made coastal decor as a souvenir you can show off back home.

Package Overview

Welcome to Portland, Maine - a city growing continuously more popular with out of state visitors. Maybe it's the cool but casual coastal vibe, maybe it's the postcard-worthy views everywhere you look, maybe it's the trendy restaurants and cocktail bars popping up every day - whatever it is, Portland is definitely the "next big thing" for long weekend getaways in the US. 

While it may be getting more modern by the minute, Portland still has that quintessential New England feel. Think ocean breezes, fishing boats in the distance, and casual conversation with the locals. This vacation is pure escape, with your days completely free you can spend them however you like. Take a ferry out to a nearby island, sample local beers at a brewery, get that iconic lighthouse photo or wander through museums and galleries. The choice is yours! 

Show Detailed Itinerary

Please note that some package inclusions may be restricted or unavailable at time of travel. We will substitute them with similar options of equivalent value, as available.

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Package ID: PK-GC4P-SH-PME-PWM

Please note that some elements called out in the following suggested itinerary may not be included in your package. Check "What's Included" above for full details on inclusions. As we all go through the recovery together, the fluid nature of this event means some venues and attractions may have restrictions or closures. Please check online resources close to the time of travel to better plan your own day-to-day itinerary.

Day 1. Welcome to Portland!

Land in Portland and make your way to your hotel to check in and get settled. 

Celebrate your first night with some delicious fresh seafood.  You're in New England now, why not grab a "lobstah" roll and a cold beer from one of the area's many microbeweries?

You'll be in one of these hotels, depending on availability

Holiday Inn Portland - By The Bay

Portland, Maine, United States
3 out of 5 stars
1 of 2 hotels

Get ready for the Portland experience of a lifetime at Holiday Inn Portland-By The Bay. Nestled near the shores of the beautiful Casco Bay, this hotel gives you access to the best of Portland's offerings. Soak up the waterfront views and Portland's funky, artsy vibes. Enjoy close proximity to the Old Port District, take a quick trip out to the Portland Head Light, or meander through town to visit a few breweries! 

Fireside Inn & Suites Portland

Portland, Maine, United States
3 out of 5 stars
2 of 2 hotels

Relax and unwind at the Fireside Inn & Suites in Portland, Maine! This 3-star hotel is just 4 miles from Portland International Jetport, and complimentary shuttle service is offered. Clean, comfortable rooms have coffee makers and televisions. Go for a swim in the indoor or outdoor pool, work out in the fitness center, or relax in the hot tub. If you’re looking for food, try Zackery’s Restaurant onsite, where you can dine on delicious local food options.

Day 2. Portland

Spend today exploring the Old Port and Downtown areas, the heart of the city. Old Port is a quaint and historic district boasting tons of great restaurants, unique shops and local boutiques. This also happens to be a very photogenic area of the city with it's cobblestone streets and brick facades, so be sure to have your camera ready. Relax in one of the many fantastic restaurants or cocktail bars and admire the waterfront views.  Stick around after sunset, this area draws the nightlife crowds too.

Portland Ferries

Portland Ferries

Day 3. Portland

Today, why not visit one or more of the many islands just off the coast of Portland? Casco Bay's Calendar Islands are well worth a day trip while in town. You can take a Casco Bay Lines ferry out to the island of your choosing for the day, each has it's own unique personality and lifestyle. Or, hop aboard the Mail Boat, a true working boat carrying mail, cargo and passengers to Little Diamond, Great Diamond, Long, Cliff and Chebeague Islands. This timeless tradition offers a fun way to experience all the scenic beauty of Casco Bay in a 2.5-3.5 hour trip.

Diamond Cove

Diamond Cove

Day 4. Depart Portland

Say goodbye to Portland as you head for the airport and board your flight home.

Fly home!

We have selected the most economical flight schedule for you. Please note that shorter and more convenient flight options may be available at an additional cost.

Advertised vacation package prices are per person based on two people traveling together, unless otherwise noted. Advertised package rates are based on select departures as noted on the booking calendar above, were available via the Great Value Vacations website and may not represent current prices.

Vacation packages include round-trip economy class airfare on valid international carriers as noted in specific package inclusions and as indicated on booking engine calendar, which may also include code share flight agreements between carriers as indicated during the booking process. Carriers may vary based on city of origin.

Air fares are based on a 14-day advance purchase and include round-trip economy class airfare, including carrier and government-imposed taxes and fees, and the September 11th Security Fee of $5.60 per enplanement originating at a U.S. airport. Fluctuations in exchange rates may affect some taxes or fees. Other departure dates and origins are available at slightly higher rates. Fares apply to North American originating passengers only, and are not eligible for accrual of frequent flyer points/mileage. Seats are limited and fares may not be available on all flights. Child/infant discounts are not available, and stopovers are not permitted. Advance seat selection is controlled by the carrier(s), and may not be available on all flights. Baggage fees may apply; please check with carrier for specific policies.

Vacation packages are subject to availability, are capacity controlled, may not be available on every date or on all flights, and may be restricted to certain hotel room and car categories. Higher rates may also be available throughout travel period. Full payment is required at the time of reservation. Rates cannot be combined with any other discount/promotion, and are valid for new bookings only. Offers may be changed or withdrawn at any time without notice. Website contains special pricing that is exclusively for Internet sale only. Bookings made through our call center may incur a concierge fee of up to $25 per person.

Escorted vacation packages are per person based on two travelers (unless otherwise specified), and typically include hotel accommodations; transportation with professional driver/guide; sightseeing as listed, some meals, local taxes, hotel service charges and porterage of one (1) suitcase per person, due to limited capacity on motor coaches. Space is limited and prices may be restricted to certain travel dates, length of stay or room type. Driver and guide gratuities are not included, and are at the discretion of the traveler. Terms and conditions apply. Minimum child ages and handicapped traveler restrictions may apply on escorted tours; please call for details.

Promo Code Offer Details: All promotions are subject to availability, valid for new bookings only, cannot be combined with any other promotion, discount, voucher or any other offers, and are not redeemable for cash. Offers are available for phone bookings via our reservation agents as well as online. This promo code can be input online on the payment screen. The call center is open Monday through Friday 9AM – 9PM ET, Saturdays 10AM – 6PM ET. Discounts will apply only once per passenger and are not valid for airfare only, or any other products or services. If a flight reservation is changed or cancelled, the original fare basis rules apply (plus any increase in fare). Additional restrictions may apply.

Call 1-800-896-4600 or go to /travel/terms-and-conditions for full details on change/cancellation policy. 
Portland, Maine, United States

Holiday Inn Portland - By The Bay

Great location in Maine's Portland Arts District!

Holiday Inn Portland-By The Bay (Portland, Maine) Start over On a full map

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