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Glastonbury Vacation Packages

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Glastonbury Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was $492, price is now $406 per person
$406
per person
Jan 15 - Jan 18
found 2 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.

Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,149, price is now $784 per person
$784
per person
Jan 15 - Jan 18
found 3 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this spa hotel in West Hartford. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions PeoplesBank Arena and Blue Back Square are located nearby.
best overnight stay ever, loved every thing about this property

Reviewed on Nov 5, 2026

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $585, price is now $469 per person
$469
per person
Jan 15 - Jan 18
found 3 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Vernon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shoppes at Buckland Hills and Cinemark Buckland Hills 18 are located nearby.

Trumbull Apartments

Trumbull Apartments

3 out of 5
Price was $714, price is now $598 per person
$598
per person
Jan 15 - Jan 18
found 2 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly apartment in Hartford. Enjoy laundry facilities, Netflix, and climate control. Popular attractions PeoplesBank Arena and Hartford Stage are located nearby.
Terrible, worst stay ever . It was such a hassle to get in no clear instructions… never again

Reviewed on Sep 1, 2026

Inn at Middletown

Inn at Middletown

3.5 out of 5
Price was $1,240, price is now $1,042 per person
$1,042
per person
Dec 21 - Dec 28
found 24 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hartford (BDL)
Book a stay at this business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions General Mansfield House and Harbor Park are located nearby.

Holiday Inn Express Hartford South - Rocky Hill by IHG

Holiday Inn Express Hartford South - Rocky Hill by IHG

2.5 out of 5
Price was $600, price is now $508 per person
$508
per person
Jan 15 - Jan 18
found 3 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this golf hotel in Rocky Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rocky Hill - Glastonbury Ferry and Dinosaur State Park are located nearby.

Belden House & Mews

Belden House & Mews

5 out of 5
Price was $1,548, price is now $1,313 per person
$1,313
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hartford (BDL)
Book a stay at this luxury hotel in Litchfield. Enjoy free WiFi, free valet parking, and an outdoor pool. Popular attractions Litchfield Town Green and Big Cathedral Trail are located nearby.
Absolutely beautiful property. The restaurant was amazing and delicious. The room was perfect and cozy and the staff, from the front desk to the restaurant, were all on point! Highly, highly, highly recommend and would return again.

Reviewed on Nov 2, 2026

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

3.5 out of 5
Price was $715, price is now $610 per person
$610
per person
Jan 15 - Jan 18
found 3 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
Room was clean updated

Reviewed on Nov 7, 2026

Glastonbury Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was $492, price is now $406 per person
$406
per person
Jan 15 - Jan 18
found 2 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,149, price is now $784 per person
$784
per person
Jan 15 - Jan 18
found 3 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $585, price is now $469 per person
$469
per person
Jan 15 - Jan 18
found 3 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Trumbull Apartments

Trumbull Apartments

3 out of 5
Downtown Hartford
Price was $714, price is now $598 per person
$598
per person
Jan 15 - Jan 18
found 2 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)

Glastonbury Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $698, price is now $604 per person
$604
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $2,387, price is now $1,788 per person
$1,788
per person
Dec 21 - Dec 28
found 24 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hartford (BDL)
Inn at Middletown

Inn at Middletown

3.5 out of 5
Washington Street Historic District
Price was $1,240, price is now $1,042 per person
$1,042
per person
Dec 21 - Dec 28
found 24 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hartford (BDL)
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $1,050, price is now $885 per person
$885
per person
Dec 21 - Dec 28
found 24 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hartford (BDL)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Fri, Dec 4 - Mon, Dec 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$171 Roundtrip, found 1 hour ago
$171
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Bradley Intl., returning Mon, Dec 7, priced at $171 found 1 hour ago
Breeze Airways
Sat, Dec 5 - Tue, Dec 8
TPA
Tampa Intl.
BDL
Bradley Intl.
$189 Roundtrip, found 5 hours ago
$189
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Sat, Dec 5 from Tampa Intl. to Bradley Intl., returning Tue, Dec 8, priced at $189 found 5 hours ago
Frontier Airlines
Fri, Nov 27 - Sat, Dec 12
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Nov 27 from Luis Munoz Marin Intl. to Bradley Intl., returning Sat, Dec 12, priced at $193 found 3 days ago
Bargain Flight
Wed, Jan 13 - Sat, Jan 23
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Jan 13 from Charlotte-Douglas Intl. to Bradley Intl., returning Sat, Jan 23, priced at $209 found 1 day ago