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Our top choices for Chebeague Island hotels

1. Chebeague Island Inn

Chebeague Island Inn
Chebeague Island
United States
Sarah
CA $288
CA $345 total
includes taxes & fees
Sep 29 - Sep 30
Chebeague Island Inn

2. Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG
Freeport
United States
Linda
CA $172
CA $187 total
includes taxes & fees
Oct 22 - Oct 23
Holiday Inn Express Hotel & Suites Freeport by IHG

3. Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
Freeport
United States
Maxwell
CA $158
CA $172 total
includes taxes & fees
Oct 19 - Oct 20
Hampton Inn Freeport/Brunswick

4. The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel
Freeport
United States
Margaret
CA $125
CA $137 total
includes taxes & fees
Sep 30 - Oct 1
The Freeport Hotel, an Ascend Collection Hotel

5. Spark by Hilton Freeport

Spark by Hilton Freeport
Freeport
United States
Alex
CA $181
CA $197 total
includes taxes & fees
Sep 28 - Sep 29
Spark by Hilton Freeport

6. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
United States
Jay
CA $142
CA $155 total
includes taxes & fees
Sep 28 - Sep 29
Best Western Freeport Inn

7. Econo Lodge Freeport - Brunswick Area

Econo Lodge Freeport - Brunswick Area
Freeport
Canada
Margaret
CA $127
CA $138 total
includes taxes & fees
Sep 27 - Sep 28
Econo Lodge Freeport - Brunswick Area

8. Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown
Freeport
United States
Toni
CA $204
CA $222 total
includes taxes & fees
Oct 18 - Oct 19
Hilton Garden Inn Freeport Downtown

9. SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
Freeport
United States
Vilma
CA $199
CA $217 total
includes taxes & fees
Oct 18 - Oct 19
SpringHill Suites by Marriott Freeport Brunswick

10. Fairfield Inn & Suites by Marriott Brunswick Freeport

Fairfield Inn & Suites by Marriott Brunswick Freeport
Brunswick
United States
James
CA $160
CA $175 total
includes taxes & fees
Oct 19 - Oct 20
Fairfield Inn & Suites by Marriott Brunswick Freeport

11. Travelers Inn

Travelers Inn
Brunswick
United States
Susan
CA $139
CA $152 total
includes taxes & fees
Sep 29 - Sep 30
Travelers Inn

12. The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
Freeport
United States
Carol
CA $280
CA $305 total
includes taxes & fees
Oct 12 - Oct 13
The Harraseeket Inn & Event House Freeport Downtown

13. Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
Brunswick
United States
Marianne
CA $176
CA $192 total
includes taxes & fees
Sep 30 - Oct 1
Best Western Plus Brunswick Bath

14. Days Inn by Wyndham Brunswick Bath Area

Days Inn by Wyndham Brunswick Bath Area
Brunswick
United States
Michel E
CA $162
CA $176 total
includes taxes & fees
Oct 18 - Oct 19
Days Inn by Wyndham Brunswick Bath Area

15. Spark by Hilton Brunswick

Spark by Hilton Brunswick
Brunswick
United States
Carolin
CA $149
CA $162 total
includes taxes & fees
Oct 18 - Oct 19
Spark by Hilton Brunswick

16. Relax Inn

Relax Inn
Brunswick
United States
Mary
CA $125
CA $136 total
includes taxes & fees
Sep 28 - Sep 29
Relax Inn

17. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Portland
United States
Joseph
CA $186
CA $206 total
includes taxes & fees
Oct 18 - Oct 19
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

18. Moonlight Inn

Moonlight Inn
Brunswick
United States
Kierstan
CA $130
CA $142 total
includes taxes & fees
Sep 28 - Sep 29
Moonlight Inn

19. The Brunswick Hotel

The Brunswick Hotel
Brunswick
United States
Nancy
CA $211
CA $230 total
includes taxes & fees
Oct 18 - Oct 19
The Brunswick Hotel

20. Clarion Pointe South Portland

Clarion Pointe South Portland
Thorton Heights
United States
Wesley
CA $76
CA $83 total
includes taxes & fees
Oct 19 - Oct 20
Clarion Pointe South Portland
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Learn more about Chebeague Island

Rent bikes to explore this peaceful island's rocky beaches and historic 1920s inn, where fresh lobster awaits. Take the passenger ferry from Cousins Island for a day trip, then kayak along the quiet coastline or hike wooded trails.

See all hotels in Chebeague Island
A calm harbor with several sailboats anchored in the water.

Top Chebeague Island Hotel Reviews

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"We loved how old the inn was and how it was restored. Our room was so spacious and clean. We loved this place and would highly recommend!!! One thing, steep stairs but definitely worth it. Breakfast was good and staff was great. We loved it"
denise 1-night trip
Posted 1 hour ago
Inn at St John Portland In-Town
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"I’ve stayed there previously and it’s always a good stop a good spot to get to the airport and friendly staff"
gemma 1-night trip
Posted 2 hours ago
Embassy Suites by Hilton Portland Maine
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

8/10 Good
"I was grateful for a clean bed. Additionally, I was granted a late check out which was a gift."
Jamie 1-night trip
Posted 2 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent
"N/a"
Monina 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

8/10 Good
"Make sure your sheets are clean"
Wendy 3-night trip
Posted 3 hours ago
Comfort Inn South Portland Airport
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent
"Hotel was incredible and accommodating! Took the family and dog and we were not disappointed. We didn't take the car from the valet once over the course of a couple of days and just enjoyed walking around the old port area. The only minor gripe would be the hotel's restaurant which was underwhelming and pricey for what you get."
Matthew 3-night trip
Posted 4 hours ago
Cambria Hotel Portland Downtown-Old Port
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"Room was very clean and location accessible to local businesses."
Wyman 1-night trip
Posted 21 hours ago
Spark by Hilton Portland Airport Maine Mall
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Very professional staffed Great amenities."
Richard 1-night trip
Posted 2 days ago
The Westin Portland Harborview

More cheap stays in Chebeague Island

Clarion Pointe South Portland

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME
CA $76
CA $83 total
Oct 19 - Oct 20
includes taxes & fees
7.2/10 Good! (836 reviews)
Clarion Pointe South Portland
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

738 Main Street South Portland ME
CA $126
CA $137 total
Oct 18 - Oct 19
includes taxes & fees
Quality Inn & Suites South Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME
CA $131
CA $143 total
Oct 18 - Oct 19
includes taxes & fees
7.8/10 Good! (1,790 reviews)
Spark by Hilton Portland Airport Maine Mall
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME
CA $151
CA $168 total
Oct 18 - Oct 19
includes taxes & fees
8.2/10 Very good! (1,720 reviews)
Clarion Hotel Portland Airport ME
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME
CA $158
CA $172 total
Oct 18 - Oct 19
includes taxes & fees
8.4/10 Very good! (2,390 reviews)
Comfort Inn South Portland Airport
Best Western Merry Manor Inn

Best Western Merry Manor Inn

700 Main St South Portland ME
CA $194
CA $211 total
Oct 19 - Oct 20
includes taxes & fees
Best Western Merry Manor Inn

Hotels in Chebeague Island with star rating

Find out more about Chebeague Island

Top reasons to visit Chebeague Island

  • Stunning Beaches: Chebeague Island features beautiful beaches with serene shores, perfect for relaxation and scenic views.
  • Outdoor Adventures: The island offers scenic trails and recreational areas ideal for hiking, golfing, and exploring nature.
  • Water Taxi Service: Convenient water taxi trips provide easy access to and from the island, enhancing your travel experience.
  • Family-Friendly Atmosphere: Chebeague Island is perfect for families, with a charming environment and numerous activities for all ages.
  • Diverse Accommodations: A range of lodging options, from cozy B&Bs to comfortable hotels, ensures a pleasant stay for every traveller.

Find great hotels in Chebeague Island

Discover the charm of Chebeague Island, Maine, with a variety of accommodations to suit every budget and preference. From cozy bed and breakfasts to comfortable hotels, you’ll find options ranging from 2 to 4 stars. Whether you're seeking a pet-friendly retreat or an adventurous getaway, Chebeague Island hotels provide welcoming amenities and a picturesque setting for your vacation. Enjoy a memorable stay in this unique island destination!

  • Portland Harbor Hotel: Nestled 16.1km from Chebeague Island, the Portland Harbor Hotel is a sophisticated 4-star establishment that caters to both business and pet-friendly travellers. This property embodies a business themed, offering a range of amenities designed for corporate needs, including a 24-hour accessible business centre and well-equipped meeting rooms. Pets are welcome, with specific policies that allow dogs and cats, ensuring your furry friends can join in the adventure. Enjoy the scenic waterfront views while benefitting from the hotel's attentive service and comfortable accommodations.
  • Hyatt Place Portland-Old Port: Located 14.5km from Chebeague Island, this 3-star hotel is ideal for families and adventure seekers alike. With its beach, Hyatt Place Portland-Old Port boasts direct access to the beach, making it perfect for seaside activities. Guests can partake in various adventure sports, including hiking, biking, and fishing, all available nearby. The hotel also prioritizes families, offering free cribs for young children. Experience a blend of fun and relaxation in a vibrant coastal setting that caters to all ages.
  • Portland Regency Hotel & Spa: Situated in a national historic building and just 14.5km away from Chebeague Island, the 3.5-star Portland Regency Hotel & Spa offers a unique historic themed. This charming hotel provides guests with access to exciting adventure activities such as kayaking and skiing, while also ensuring family-friendly amenities like free cribs and a first aid kit. The combination of historical elegance and modern comforts makes it a delightful retreat for families and adventure enthusiasts looking to explore the rich heritage of the area.

Where to stay in Chebeague Island

Chebeague Island, Maine, invites travellers to bask in its breathtaking ocean views and natural beauty. Ideal for outdoor enthusiasts and romantic getaways, this charming island offers a family-friendly atmosphere complemented by a touch of history. Explore the idyllic surroundings, take in the stunning scenery, and enjoy the serene vibes of this little island. Nearby, you can experience the vibrant culture and urban charm of the coastal region, making it a perfect destination for a memorable vacation.

  • Portland: Located a mere 14.5km from Chebeague Island, Portland is a vibrant city known for its dynamic outdoor scene and picturesque waterfront. Visitors flock here for family-friendly activities, stunning scenery, and a taste of local culture. The city's rich array of theatres and entertainment venues makes it a cultural hotspot, while shopping malls and local boutiques cater to those looking for unique finds. Nearby attractions like beaches and lakes offer ample opportunities for relaxation and recreation, making Portland a must-visit destination during your vacation.
  • Casco Bay Islands: This enchanting archipelago lies just 3.2km from Chebeague Island, inviting visitors to explore its scenic landscapes and outdoor adventures. The Casco Bay Islands are perfect for those seeking a blend of beach and nature experiences. With a peak visitor season from July to September, this area is lively with activities such as skiing, golfing, and enjoying the stunning views of the bay and surrounding waters. The natural beauty and tranquility of the islands provide a perfect escape from the bustle of city life.
  • Littlejohn Island: Also located 3.2km away from Chebeague Island, Littlejohn Island is a serene retreat that showcases the beauty of Maine's natural environment. This charming island is ideal for eco-friendly and family-oriented experiences, featuring beautiful parks and nature reserves perfect for exploration. The island's tranquil atmosphere and stunning landscapes offer an opportunity to connect with nature while enjoying outdoor activities. Its close proximity to Chebeague makes it an accessible and delightful addition to your vacation itinerary.

Things to do in Chebeague Island

Chebeague Island, Maine, is perfect for outdoor and romantic getaways, offering stunning scenery and a range of activities. Visitors can enjoy scenic trails, a beautiful golf course, and recreational areas. For those looking to explore, the Chebeague water taxi provides convenient trips to and from the island, while nearby attractions enhance the experience. Whether you're golfing or soaking in the views, Chebeague Island promises a memorable vacation.

Shopping

For a delightful shopping experience on Chebeague Island, visit the LL Bean Flagship Store, located 12.9km away. If you're up for a drive, explore the Maine Mall, 22.5km away, offering a vibrant atmosphere. Don’t miss the Montsweag Flea Market, 35.4km away, for unique finds.

Recreation

At Fort Williams Park, enjoy serene nature walks and stunning coastal views that promote relaxation. The Twin Brook Recreation Area offers peaceful trails for hiking and biking, perfect for unwinding. For entertainment, catch a lively show at the Port City Music Hall, blending wellness with vibrant performances.

Adventure

Explore the Desert of Maine, a unique campground 12.9km from Chebeague Island, perfect for family outdoor adventures. For water fun, head to Capt Lyman Stuart, LLC, 8.0km away, offering thrilling water sports. Alternatively, Paddleworks, located 11.3km from the island, provides exciting aquatic activities.

Nightlife

Experience the stunning views at Portland Observatory, a planetarium located 14.5km from Chebeague Island, perfect for family entertainment. For a fun-filled night, head to Bayside Bowl, 16.1km away, offering arcade adventures. Don't miss Portland Stage, also 16.1km away, for a romantic theatre experience.

Booking tips and Expedia advantages for Chebeague Island

Chebeague Island offers several ways for Canadian tourists to save money on their visit. Consider travelling between January and March for lower accommodation rates, as prices peak from July to September. Tuesdays are typically the cheapest days to book a stay, while Saturdays are the most expensive. Enjoy free activities like visiting the LL Bean Flagship Store and East End Beach. Use Expedia to find budget-friendly hotels, and consider booking flight and hotel packages for additional savings. Look for eco-certified options to support sustainability while enjoying exclusive deals.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chebeague Island are January to March, where the prices are slightly lower. This is in comparison to July to September, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chebeague Island is Tuesday. The most expensive day to stay in Chebeague Island is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool lets you choose your budget, desired location, and additional preferences. You can easily sort your results to display hotels from the most affordable to the more expensive, allowing you to find the best deals right away. Additionally, you can refine your search by hotel category; for instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally-friendly accommodation options available for booking.
  • Consider bundling your trip: You can enjoy significant savings by combining your Chebeague Island hotel reservations with your flights and activities through an Expedia package.

Find the best attractions in Chebeague Island

Chebeague Island is perfect for outdoor enthusiasts and romantic getaways, boasting stunning beaches and scenic landscapes. Popular attractions include the island itself and nearby state parks, offering a blend of cultural experiences and beach activities. Whether you're exploring the local scenery or enjoying the tranquil shores, Chebeague Island promises unforgettable moments for every traveller. Be sure to check out the top attractions to make the most of your visit!

  • Casco Bay: Experience the stunning natural beauty of Casco Bay, located 9.7km from Chebeague Island. With its picturesque beaches and outdoor activities, it's perfect for kayaking, sailing, or simply soaking in the stunning views of the coastline.
  • Little John Island Preserve: Just 3.2km away, this serene reserve offers a peaceful escape with friendly locals and urban vibes. Enjoy hiking trails that wind through lovely landscapes, providing a great opportunity for wildlife spotting and connecting with nature.
  • Merrill Auditorium: Located 14.5km from Chebeague Island, this vibrant venue is perfect for family entertainment. Catch a performance or concert and immerse yourself in the local arts scene, making for a delightful evening out.

Best time to go to Chebeague Island

The best time to visit Chebeague Island is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January26.4°F (-3.1°C)Light RainMostly SunnyLowSlightly Low
February27.1°F (-2.7°C)Light RainMostly CloudyAverageSlightly Low
March33.6°F (0.9°C)Light RainMostly SunnyAverageSlightly Low
April43.5°F (6.4°C)Light RainMostly SunnyAverageAverage
May53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
June61.2°F (16.2°C)Light RainMostly SunnyHighAverage
July68.0°F (20.0°C)Light RainMostly SunnyHighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyHighSlightly High
September61.9°F (16.6°C)Light RainMostly SunnyAverageSlightly High
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.5°F (5.3°C)Light RainMostly SunnyLowAverage
December33.1°F (0.6°C)Light RainMostly SunnyLowAverage

The nearest major airports for your trip to Chebeague Island

When planning your visit to Chebeague Island, Maine, the nearest major airport is Portland International Jetport (PWM), situated 19.3km away. Notable hotels nearby include the 4-star Portland Harbor Hotel, located 4.8km from the airport, and DoubleTree by Hilton Hotel Portland and The Westin Portland Harborview, both 3.2km away, offering convenient airport shuttle services. Alternatively, you can consider Portsmouth International Airport (PSM), which is 93.3km away, with nearby options like the Ale House Inn, Stage Neck Inn, and Inn By The Bandstand. For Augusta State Airport (AUG), located 44.8km from Chebeague Island, the Senator Inn & Spa is a comfortable choice just 966m away.

Frequently asked questions

What is the best area to stay in Chebeague Island?
The best area to stay in Chebeague Island is near the Stone Pier, where most of the island's amenities and activities are concentrated.This area is the heart of Chebeague Island life, particularly around the main landing point for ferries. You'll find the island's general store, a few local eateries, and the historical society all within a short distance. The layout is quite spread out, but the Stone Pier acts as a central point for exploring.Couples looking for a relaxing escape will find this area ideal. You're close to the island's only golf course and several spots for kayaking or paddleboarding. The pace of life here is slow, great for unwinding, and you can easily access walking trails that lead to picturesque coves and beaches.For families, staying near the Stone Pier also offers convenience. The nearby beaches are great for children, and the general store provides essentials.
What are the best family hotels in Chebeague Island?
For family-friendly accommodation on Chebeague Island, consider the Chebeague Island Inn or the property known as Walk the Beautiful Beaches of Chebeague Island.The 4-star Chebeague Island Inn, with an 8.8 rating, is a great choice for families. It offers kids' meals, ocean views, and is located near the ocean. Guests can also benefit from free toiletries, a complimentary ferry terminal shuttle, and free WiFi. Bicycles are available for use, providing a pleasant way to explore the island. Casco Bay is just 10.8 km away.Another excellent option is Walk the Beautiful Beaches of Chebeague Island, which boasts an exceptional 10.0 rating. This accommodation is well-equipped for families, featuring a TravelCrib, toys and games for children, an outdoor play area, and a playground. It is conveniently located 1.8 km from Little John Island Preserve and 11.2 km from Casco Bay. Find more child-friendly accommodations in Chebeague Island
What are the top pet-friendly hotels in Chebeague Island?
For a top pet-friendly option in Chebeague Island, consider Walk the Beautiful Beaches of Chebeague Island.This highly-rated property, boasting a superb 10.0 review score, warmly welcomes pets and offers a range of family-friendly amenities such as a kitchen, travel crib, toys and games for children, and a shared outdoor play area and playground. It is conveniently located near the Little John Island Preserve, just 1.8 kilometres away, and Casco Bay, which is 11.2 kilometres away. See more pet-friendly hotels in Chebeague Island
What are the most romantic hotels in Chebeague Island for couples?
For a romantic getaway in Chebeague Island, the Chebeague Island Inn is an excellent choice for couples.The 4-star Chebeague Island Inn, with an 8.8 rating, offers a delightful experience with its ocean views and close proximity to the ocean. Guests will appreciate the complimentary toiletries and the convenience of a free ferry terminal shuttle. The hotel also provides bicycles for exploring the island, and free WiFi is available. It is located near Casco Bay, superb for enjoying the coastal scenery.
What are the best hotels in Chebeague Island near Casco Bay?
For hotels near Casco Bay in Chebeague Island, the Chebeague Island Inn is an excellent choice.The 4-star Chebeague Island Inn, with an 8.8 rating, is located approximately 10.8 km from Casco Bay, offering beautiful ocean views and easy access to the ocean. This inn provides complimentary toiletries, free WiFi, and a free ferry terminal shuttle for convenience. Families will appreciate the kids' meals available, and guests can also enjoy complimentary bicycles to explore the island.
When is the best time to go to Chebeague Island?
The best time to visit Chebeague Island is during the summer months, from late June to early September, when the weather is at its finest and all local amenities are fully operational.During this period, the island enjoys warm, sunny days great for enjoying the beaches, cycling, and exploring the island's natural beauty. The ferry service to and from Portland runs frequently, offering convenient access. This is also when you'll find the widest range of dining options and activities available.Couples looking for a relaxing escape will particularly appreciate July and August. The island's slower pace and scenic beauty provide an ideal backdrop for romantic walks, quiet evenings, and enjoying fresh seafood. The Chebeague Island Inn, for example, often hosts live music during these months, adding to the evening appeal.For families, late June and early September are also excellent choices, often offering slightly fewer crowds than the peak August season. The calm waters are suitable for swimming, and activities like kayaking and paddleboarding are readily available.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chebeague Island.
How much is the nightly rate at a Chebeague Island hotel?
Prices for hotels in Chebeague Island often vary, but you can find a great deal from CA $83 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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