Top Gloucester Hotel Deals

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Book Top Stays in Gloucester and Earn 2 Miles Per $1*

Showing deals for:Sep 11 - Sep 14


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*Mileage earn excludes taxes, fees and mileage redemption bookings.


Two friends wearing sunglasses in their rental car.

Looking For a Rental Car in Gloucester?

On Delta Cars & Stays, you can earn or redeem miles as
a SkyMiles Member and easily book cars from trusted
brands like Hertz, Enterprise, Avis and SIXT. Terms apply. 

 

Make the Most of Your Gloucester Stay

 

Cultural heritage on the harbor

Gloucester stands as America's oldest seaport, where the working waterfront remains as vital today as it was in 1623. The iconic Fisherman's Memorial statue faces the harbor, honoring the estimated 10,000 fishermen lost at sea over centuries of maritime tradition. Rocky Neck, one of the country's oldest continuously operating art colonies, draws you into galleries and studios where the creative energy that attracted Milton Avery and Childe Hassam still thrives. The Cape Ann Museum houses the world's largest collection of works by maritime painter Fitz Henry Lane.

Coastal sophistication and dining

Beyond the authentic fishing industry downtown, distinct villages like Annisquam and Magnolia reveal a different character entirely. Annisquam's narrow roads wind past white clapboard houses and the historic harbor lighthouse, while Magnolia showcases Gilded Age grandeur at Hammond Castle, the medieval-style home of inventor John Hays Hammond Jr. The dining scene has evolved considerably, with Tonno bringing elegant coastal Italian cuisine and Talise offering romantic farm-to-table experiences. Good Harbor Beach provides white sand and views of Thacher Island's twin lighthouses.

Practical access and exploration

The MBTA Commuter Rail connects Gloucester Station directly to Boston's North Station. Private car services offer reliable transfers from Logan Airport, approximately 40 minutes south. Nearby Rockport and Salem make excellent additions to your visit, while whale-watching charters depart to Stellwagen Bank National Marine Sanctuary.

 

Frequently Asked Questions about Gloucester

 

Can I use my miles on Delta Stays to book hotels in Gloucester?

Yes, you can book your hotel stay in Gloucester using your Delta miles, either for the total amount or in combination with money to reserve your stay. Simply log in to your SkyMiles account, where you will also discover Member-only offers at select properties that could enhance your travel experience.


What is the benefit of booking my Gloucester hotel directly on Delta Stays?

As a SkyMiles Member, you will earn 2 miles per $1 spent (excluding taxes, fees and mileage redemption bookings) on completed hotel stays reserved through Delta Stays. Plus, you will receive access to Member promotions at select properties, along with the option to complete payment using miles, cash, or a combination. To ensure you earn your miles, simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.


Is it possible to change or cancel my hotel booking made through Delta Stays?

Cancellation policies differ depending on the property you choose. We recommend reviewing the specific cancellation policy displayed under each hotel's details before finalizing your reservation. Some rates are fully refundable while others are non-refundable. Any modifications or cancellations to your reservation may affect the number of miles you earn and receive in your account.


Can I earn MQDs on Delta Stays hotel bookings?

Periodically, Delta Stays provides special promotions for SkyMiles Members to earn Medallion® Qualification Dollars on accommodations reserved through their booking service. We encourage you to visit the Delta Stays MQD Offer page to check for the latest MQDs offers and review their specific terms and conditions.


Do I need to have a Delta SkyMiles account to book hotels on Delta Stays?

No, anyone can book hotels through Delta Stays. However, only SkyMiles Members can earn miles and access Member-only prices and offers. As a Member, you will earn 2 miles per $1 you spend on Delta Cars & Stays (excluding taxes, fees and mileage redemption bookings). The best part is that SkyMiles is free to join. Register today by going to the delta.com.


What hotels in Gloucester have high ratings?

You will find 12 hotels in Gloucester to choose from when you book with Delta Stays. Beauport Hotel Gloucester has a guest rating of 9.6 out of 10, and features a beachfront setting and a restaurant. Another top-rated hotel is Ocean House Hotel at Bass Rocks, where you can enjoy a seasonal outdoor pool and a hot tub. The Hotel at Cape Ann Marina has a rating of 8.4 including good ratings for the restaurant. The hotel has a bar/lounge and couples/private dining.


What is a good area in Gloucester to book for my trip?

Gloucester is filled with plenty of interesting neighborhoods beloved by travelers and locals alike.

East Gloucester draws artists and visitors to its dramatic rocky shores, where the same luminous coastal light that captivated Winslow Homer illuminates the historic Rocky Neck Art Colony, one of America's oldest working artist communities, alongside fresh seafood spots with authentic harbor views. Ocean House Hotel at Bass Rocks is a popular hotel here.


What's a good time of year to visit Gloucester?

To experience Gloucester during great weather, consider a visit in July when the temperature averages 70°F and the skies are mostly sunny with warm beach conditions. For off-peak prices and more deals on hotels, consider visiting during November when temperatures reach a cooler 45°F with fewer crowds and significantly lower pricing.


Which hotels in Gloucester are near Wingaersheek Beach?

White sands meet shallow waters at this family-friendly beach known for unique rock formations. Arrive at low tide to explore the expansive sandbars and discover tide pools. Popular hotels include Ocean House Hotel at Bass Rocks which is a short drive away.


Which hotels in Gloucester are located near Good Harbor Beach?

Good Harbor Beach stretches along the Atlantic with soft white sand where you can walk to Salt Island at low tide. Gentle waves and summer lifeguards make it welcoming for families. Popular hotels include Ocean House Hotel at Bass Rocks which is an 18-minute walk.


Which hotels in Gloucester are located near Hammond Castle?

This 1920s medieval-style castle showcases inventor John Hays Hammond Jr.'s collection of Roman and Renaissance artifacts. The ocean-facing grounds offer dramatic coastal views. One popular hotel is Ocean House Hotel at Bass Rocks which is a short drive away.


Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

Dollar and Thrifty Reservations:

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

 

Terms and Conditions for Stays Booked at Delta.com

General Terms and Conditions:

  • Delta Air Lines, Inc. (“Delta”), has engaged Expedia, a third party provider, to host, manage, and operate this website.  Fulfillment of all such products will be handled by Expedia. You acknowledge any bookings, purchases and services may be subject to additional terms and conditions imposed by Delta. DELTA AND ITS AFFILIATES ARE NOT RESPONSIBLE FOR ANY SERVICES OR PRODUCTS OF EXPEDIA OR ANY THIRD PARTIES, AND ARE NOT LIABLE FOR THE ACTS, ERRORS, OMISSIONS, REPRESENTATIONS, WARRANTIES, BREACHES, NEGLIGENCE OF EXPEDIA OR ANY THIRD PARTIES RELATING TO, ARISING OUT OF, OR IN CONNECTION WITH SUCH SERVICES OR PRODUCTS, OR FOR ANY PERSONAL INJURIES, DEATH, PROPERTY DAMAGE, OR OTHER DAMAGES OR EXPENSES RESULTING FROM SUCH SERVICES AND PRODUCTS.
  • Delta’s online booking engine for stays is powered and serviced by Expedia and is accessible via delta.com, delta.com/hotels, delta.com/stays or directly at carsandstays.delta.com.
  • Standard Mileage Offer: SkyMiles® Members will earn two (2) miles per US$1 or equivalent foreign currency spent at carsandstays.delta.com on the base hotel or vacation rental rate for a completed stay. Base rate is the cost of the hotel room or vacation rental property, before taxes and fees, charged at the time of booking. Taxes and fees, gratuities, room service, other incidental charges, and insurance costs are excluded from mileage credit. Miles will not be awarded on any portion of the stay paid for using miles.
  • Mileage can only be credited to the SkyMiles Member if the name on the booking matches the name of the SkyMiles account provided.
  • SkyMiles number must be provided at the time of booking.
  • Only one SkyMiles number can be provided per booking.
  • Please allow up to 8 weeks after completion of eligible stay for miles to be deposited in SkyMiles account.
  • If mileage credit has not been recorded on your SkyMiles account within 8 weeks after qualifying activity occurs, please contact us and select: Request Refund or Miles > Mileage Credit > Partners
  • Requests for mileage credit will be accepted up to 9 months from check out date.
  • Stays completed prior to enrollment into SkyMiles will not be eligible for mileage credit.
  • Hotel currency or status are subject to each respective Hotel guest program and may not be applicable for bookings made on carsandstays.delta.com.
  • Miles awarded are bonus miles, and do not count toward Million Miler Status.
  • Unless otherwise expressly specified as part of a limited time offer (which is subject to the terms and conditions of such offer), spend on completed stays does not count toward Medallion Qualification Dollars.

Redeeming Miles for Stays:

  • For certain pay now hotel and vacation rental properties, SkyMiles Members have the option to pay for all or a portion of their booking using miles earned through the SkyMiles Program.
  • There is no minimum number of miles needed to redeem for a stay, but if you would like to book your stay using only miles, your mileage balance must equal or exceed the total of your booking.
  • If you do not have enough miles to pay for your entire stay, you can split your transaction using both miles and a credit/debit card for payment. When prompted, enter how many miles you would like to use for that booking; the remaining value (after subtracting the miles used) will be reflected as USD and must be paid using a credit or debit card.
  • You must be logged-in to your SkyMiles account to complete a purchase when using miles.
  • You may not combine miles from two or more accounts on a single transaction. Miles used may only come from one SkyMiles account.
  • Miles will be deducted at the time of purchase from the SkyMiles account provided and will appear as “Delta Stays”.
  • If permitted under the terms of your booking, refunds will be made to the original form of payment, less any fees and charges, where applicable. If your booking was made using both miles and a credit/debit card, then the portion of your booking made with miles will be refunded as miles to your SkyMiles account and the credit/debit portion will be refunded to the original card used in the booking.
  • If you change or alter your booking resulting in additional costs and charges, any charges must be paid using a credit card or debit card.
  • Miles will not be awarded on any stays booking in which miles are used, regardless of any amount of the reservation paid for using a debit/credit card.
  • Resort fees, gratuities, room service, and any third-party fees or charges, including those incurred while traveling, are in addition to the fees and charges of your original reservation and are not eligible to be paid for with miles.
  • Delta reserves the right to cancel any stays bookings due to insufficient miles in your account, suspicion of fraud, violation(s) of the SkyMiles Program Rules, or termination of your SkyMiles account.
  • Delta may change, suspend, or terminate the redemption program (including but not limited to any benefits and conditions of participation), in whole or in part, at any time with or without notice.

Terms and Conditions for Cars Booked at delta.com:

  • Delta Air Lines, Inc. (“Delta”), has engaged Expedia, a third party provider, to host, manage, and operate this website.  Fulfillment of all such products will be handled by Expedia. You acknowledge any bookings, purchases and services may be subject to additional terms and conditions imposed by Delta. DELTA AND ITS AFFILIATES ARE NOT RESPONSIBLE FOR ANY SERVICES OR PRODUCTS OF EXPEDIA OR ANY THIRD PARTIES, AND ARE NOT LIABLE FOR THE ACTS, ERRORS, OMISSIONS, REPRESENTATIONS, WARRANTIES, BREACHES, NEGLIGENCE OF EXPEDIA OR ANY THIRD PARTIES RELATING TO, ARISING OUT OF, OR IN CONNECTION WITH SUCH SERVICES OR PRODUCTS, OR FOR ANY PERSONAL INJURIES, DEATH, PROPERTY DAMAGE, OR OTHER DAMAGES OR EXPENSES RESULTING FROM SUCH SERVICES AND PRODUCTS.
  • Delta’s online car rental booking engine is powered by Expedia and is accessible via delta.com, delta.com/cars or directly at carsandstays.delta.com.
  • Standard Mileage Offer: Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at delta.com/cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company.
  • Qualifying Dollars include the base car rental rate, before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any element of the booking which is paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.
  • Mileage can only be credited to the SkyMiles Member whose name appears on the credit card used for the reservation. First and last name on credit card must match with name on SkyMiles account provided. Miles will not be awarded for cancelled, no-show, or unpaid reservations.
  • SkyMiles number must be provided at the time of booking.
  • Only one SkyMiles number can be provided per booking.
  • Please allow up to 8 weeks after completion of eligible rental for miles to be deposited in SkyMiles account.
  • If mileage credit has not been recorded on your SkyMiles account within 8 weeks after qualifying activity occurs, please contact us and select: Request Refund or Miles > Mileage Credit > Partners
  • Requests for mileage credit will be accepted up to 9 months from the last day of the rental reservation.
  • Car rental bookings completed prior to enrollment into SkyMiles will not be eligible for mileage credit.
  • Miles awarded are bonus miles and do not count toward Million Miler Status.
  • Unless otherwise expressly specified as part of a limited time offer (which is subject to the terms and conditions of such offer), spend on completed car rentals does not count toward Medallion Qualification Dollars.

Calculation of Mileage Credit for Car Rentals

The standard mileage offer earned for car rentals booked at delta.com or carsandstays.delta.com will be calculated as follows:

Hertz Reservations:

  • General SkyMiles Members earn 4 miles per Qualifying Dollar
  • Silver Medallions earn 5 miles per Qualifying Dollar
  • Gold Medallions earn 6 miles per Qualifying Dollar
  • Platinum Medallions earn 7 miles per Qualifying Dollar
  • Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

  • All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

  • All SkyMiles Members earn 2 miles per Qualifying Dollar

Redeeming Miles for Car Rentals:

  • For certain pay now car rentals, SkyMiles Members have the option to pay for all or a portion of their booking using miles earned through the SkyMiles Program.
  • There is no minimum number of miles needed to redeem for a car rental, but if you would like to book your car rental using only miles, your mileage balance must equal or exceed the total of your booking.
  • If you do not have enough miles to pay for your entire car rental booking, you can split your transaction using both miles and a credit/debit card for payment. When prompted, enter how many miles you would like to use for that booking; the remaining value (after subtracting the miles used) will be reflected as USD and must be paid using a credit or debit card.
  • You must be logged-in to your SkyMiles account to complete a purchase when using miles.
  • You may not combine miles from two or more accounts on a single transaction. Miles used may only come from one SkyMiles account.
  • Miles will be deducted at the time of purchase from the SkyMiles account provided and will appear as “Delta Cars”.
  • Car rental bookings must be cancelled at least 24 hours prior to car pick-up date and time to be eligible for a refund. Bookings cancelled less than 24 hours prior to car pick up date and time will not be eligible for any refunds, and such cancellation will forfeit the booking. Any applicable refunds will be made to the original form of payment, less any fees and charges. If your booking was made using both miles and a credit/debit card, then the portion of the booking made with miles will be refunded as miles to the SkyMiles account provided at the time of booking and the credit/debit portion will be refunded to the original card used in the booking.
  • If you change or alter your booking resulting in additional costs and charges, any charges must be paid using a credit card or debit card. Changes or alterations of your car rental booking using miles may not be permitted. Please contact the car rental company directly to inquire. To the extent those changes result in additional costs and charges, any charges will be paid directly using a credit card or debit card.
  • Miles will not be awarded on any car rental booking in which miles are used, regardless of any amount of the reservation paid for using a debit/credit card.
  • Any additional or third-party fees or charges, including those incurred while traveling and any ancillary products or add-ons made during pick-up, are in addition to the fees and charges of your original reservation and are not eligible to be paid for with miles.
  • Delta reserves the right to cancel any stays bookings due to insufficient miles in your account, suspicion of fraud, violation(s) of the SkyMiles Program Rules, or termination of your SkyMiles account.
  • Delta may change, suspend, or terminate the redemption program (including but not limited to any benefits and conditions of participation), in whole or in part, at any time with or without notice. Limited-Time Offers for both Stays and Car Rentals Booked at delta.com: Elevated offers may be applicable from time to time based on booking date and these supersede the standard offer during the promotional period. Offers cannot be combined with other offers. Offers are subject to the terms and conditions of each individual offer. Offer void where prohibited by law. Offer subject to change without notice. Other restrictions may apply. Other: Delta may change the SkyMiles program rules, change or terminate program partners, regulations, benefits, conditions of participation or mileage levels, in whole or in part, at any time with or without notice, even though changes may affect the value of mileage already accumulated. This program may be terminated by Delta at any time, with or without notice. Delta is not responsible for goods or services offered by companies participating in miles promotions.