New Gloucester Vacations from $486
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Your New Gloucester Vacation
Our New Gloucester vacation packages let you customize your own adventure. Tailor your getaway to your style and interests and make every moment count in this exciting city. Sabbathday Lake and Spring Meadows Golf Course are among the major attractions to explore during your trip to New Gloucester. A few quick clicks is all it takes to put together the ideal New Gloucester vacation on Expedia.
The Latest New Gloucester Vacation Packages
- Portland Harbor Hotel
Dec 18 - Dec 21Portland Harbor Hotel + Flight
Downtown Portland3 nights4.0 star property9.2/10 - Wonderful (1,865 reviews)"Location A+ with easy to walk to shops and restaurants. Bedroom was clean and had great wooden armoire, small refrigerator. Bathroom seemed clean but lighting very low. Water pressure could be improved. All in all a great place to stay."Reviewed November 6, 2026Roundtrip • Atlanta (ATL) - Portland (PWM)ATL - BOS • Nonstop BOS - ATL • 1 stop$566$486found 1 day agoper traveler - The Docent's Collection at 178 Middle Street
Jan 15 - Jan 18The Docent's Collection at 178 Middle Street + Flight
Downtown Portland3 nights3.5 star property9.6/10 - Exceptional (86 reviews)"room was very modern, however some areas did not look well cleaned (edge if the bed had some dried white liquid). the surrounding area has nice shops but is very sketchy at night. did not feel comfortable with the parking situation. also at 6am sounded like maintenance or cleaning crew was constantly in and out of the elevator making tons of noise. was good for a night but wouldnt stay again."Reviewed October 27, 2026Roundtrip • New York (JFK) - Portland (PWM)JFK - PWM • Nonstop PWM - JFK • Nonstop$1,172$906found 9 hours agoper traveler - Inn By The Sea
Jan 8 - Jan 11Inn By The Sea + Flight
Cape Elizabeth3 nights4.0 star property9.6/10 - Exceptional (346 reviews)Roundtrip • Miami (MIA) - Portland (PWM)FLL - PWM • 1 stop PWM - FLL • 1 stop$856$691found 2 hours agoper traveler - The Docent's Collection at 121 Middle Street
Jan 15 - Jan 18The Docent's Collection at 121 Middle Street + Flight
Downtown Portland3 nights3.5 star property9.6/10 - Exceptional (427 reviews)Roundtrip • New York (JFK) - Portland (PWM)JFK - PWM • Nonstop PWM - JFK • Nonstop$1,039$863found 9 hours agoper traveler - Evalina Hotel
Jan 15 - Jan 18Evalina Hotel + Flight
Downtown Portland3 nights2.5 star property10/10 - Exceptional (19 reviews)Roundtrip • New York (JFK) - Portland (PWM)JFK - PWM • Nonstop PWM - JFK • Nonstop$1,334$1,118found 9 hours agoper traveler
Where to stay in and around New Gloucester
Gray
Discover Gray, a charming retreat perfect for outdoor enthusiasts and families looking for a weekend getaway. Nestled near Little Sebago Lake and Raymond Pond, visitors can enjoy scenic views and engaging activities throughout the year, with peak seasons from June to August. Just about 6 miles by car from New Gloucester, Gray offers a blend of relaxation and adventure, making it an excellent choice for your next vacation.
Sabbathday Lake Shaker Village
Plan your stay in Sabbathday Lake Shaker Village, a top-rated choice for travelers seeking a blend of cultural and outdoor experiences. This charming destination in New Gloucester invites you to explore the serene Sabbathday Lake, the rich history at the Poland Spring Preservation Society, and the scenic beauty of nearby Raymond Pond. With visitor numbers peaking in the warm months, it’s a perfect time to enjoy the area's natural wonders. Sabbathday Lake Shaker Village offers a unique and enriching getaway.
Pownal
Families and outdoor enthusiasts will love Pownal, known for its scenic beauty and recreational opportunities. With attractions like Bradbury Mountain State Park and nearby lakes, Pownal offers a perfect backdrop for weekend getaways and romantic escapes. Enjoy music concerts and educational experiences, all while savoring the serene environment. Located about 6 miles by car from New Gloucester, Pownal makes for an excellent choice for your stay, blending adventure with relaxation seamlessly.
West Durham
West Durham is an ideal destination for travelers seeking a weekend getaway or family adventure. Nestled about 9 miles by car from New Gloucester, this charming neighborhood offers easy access to outdoor activities at Bradbury Mountain State Park, as well as cultural experiences at Bowdoin College and Bates College. With its moderately seasonal appeal, West Durham invites visitors year-round, particularly during the vibrant summer months and the picturesque fall. Choosing West Durham for your stay ensures a delightful blend of nature and education, making it a smart lodging choice.
North Yarmouth
Travelers visiting the area often choose North Yarmouth, especially families and outdoor enthusiasts seeking a scenic retreat. With attractions like Bradbury Mountain State Park for hiking, Little Sebago Lake for relaxing days by the water, and Clay Play for creative fun, this charming city offers a variety of experiences. It’s about an 8-mile drive from New Gloucester, making it a convenient option for your stay. North Yarmouth is a smart choice for a memorable vacation.
Frequently Asked Questions
How much does a New Gloucester vacation package cost?
Offering great value package deals from $486 on Expedia, you'll be thrilled with how little a vacation to New Gloucester costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to New Gloucester?
You're likely to find reduced prices and greater availability in November, December and January. Take a look at our cheap New Gloucester vacation packages and you could score some great off-season discounts.
How many days is enough for New Gloucester?
The ideal duration of your New Gloucester vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to visit all the major attractions and explore some hidden gems along the way.
How to find the best New Gloucester package deals?
Start your search for a New Gloucester package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect New Gloucester package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your New Gloucester adventure off to a flying start.
Is it cheaper to book a New Gloucester vacation as a package?
You can enjoy significant savings on your New Gloucester getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to New Gloucester?
Land amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu New Gloucester trip.
Does Expedia offer Book Now, Pay Later New Gloucester vacation packages?
Jet off on your dream trip to New Gloucester with help from our Book Now, Pay Later vacations. No need to save up or wait for payday — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up cheap deals while they last.