Grand Beach Vacation Packages for 2025

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Grand Beach Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Rockland - Boston

Comfort Inn Rockland - Boston

2.5 out of 5
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Rockland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Rockland Town Forest and Rockland Golf Course are located nearby.

Residence Inn by Marriott Boston Downtown / South End

Residence Inn by Marriott Boston Downtown / South End

3 out of 5
South End
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this aparthotel in Boston. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Boston Common and TD Garden are located nearby.

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Top Hotel Deals

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
10.47 km from Grand Beach
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
13.98 km from Grand Beach
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 ...
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
11.68 km from Grand Beach
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
16.02 km from Grand Beach
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

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

3.5 out of 5
80 John Roberts Rd., South Portland, ME
10.37 km from Grand Beach
Stay at this 3.5-star business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
9.73 km from Grand Beach
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
15.04 km from Grand Beach
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 out of 5
939 Congress St, Portland, ME
14.01 km from Grand Beach
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
738 Main Street, South Portland, ME
9.49 km from Grand Beach
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

3 out of 5
88 Spring St, Portland, ME
14.66 km from Grand Beach
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street, Portland, ME
15.33 km from Grand Beach
Stay at this 3.5-star 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 ...
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
14.89 km from Grand Beach
Stay at this 4-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
433 Fore St, Portland, ME
15.12 km from Grand Beach
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
Grand Beach Inn

Grand Beach Inn

3 out of 5
198 East Grand Avenue, Old Orchard Beach, ME
1.04 km from Grand Beach
Stay at this 3-star hotel in Old Orchard Beach. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our ...
The Beach House Inn

The Beach House Inn

2.5 out of 5
211 Beach Avenue, Kennebunk, ME
24.45 km from Grand Beach
Book a stay at this beach hotel in Kennebunk. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms ...
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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.

United
Tue, Aug 12 - Tue, Aug 19
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$147 Roundtrip, found 4 days ago
$147
Roundtrip
found 4 days ago
Select United flight, departing Tue, Aug 12 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Tue, Aug 19, priced at $147 found 4 days ago
JetBlue Airways
Tue, Aug 26 - Wed, Sep 3
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$153 Roundtrip, found 3 days ago
$153
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Aug 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 3, priced at $153 found 3 days ago
American Airlines
Wed, Aug 27 - Wed, Sep 3
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$195 Roundtrip, found 3 days ago
$195
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 27 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 3, priced at $195 found 3 days ago
Delta
Tue, Aug 12 - Tue, Aug 19
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 12 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Tue, Aug 19, priced at $197 found 4 days ago
Breeze Airways
Wed, Aug 27 - Wed, Sep 3
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$200 Roundtrip, found 3 days ago
$200
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Aug 27 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 3, priced at $200 found 3 days ago